BRPI0614023A2 - uso de um composto de propano - 1,3 - dicarbonila com substituição 2c como neutralizador de maus odores, produto para o consumidor, método para produzir um efeito neutralizador do mau odor em um substrato, processo para dispersar um produto para o consumidor em um determinado espaço e os referidos compostos - Google Patents
uso de um composto de propano - 1,3 - dicarbonila com substituição 2c como neutralizador de maus odores, produto para o consumidor, método para produzir um efeito neutralizador do mau odor em um substrato, processo para dispersar um produto para o consumidor em um determinado espaço e os referidos compostos Download PDFInfo
- Publication number
- BRPI0614023A2 BRPI0614023A2 BRPI0614023-8A BRPI0614023A BRPI0614023A2 BR PI0614023 A2 BRPI0614023 A2 BR PI0614023A2 BR PI0614023 A BRPI0614023 A BR PI0614023A BR PI0614023 A2 BRPI0614023 A2 BR PI0614023A2
- Authority
- BR
- Brazil
- Prior art keywords
- ester
- group
- hydrocarbon residue
- ethyl
- hydroxyl
- Prior art date
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- -1 propane - 1,3 - dicarbonyl compound Chemical class 0.000 title claims abstract description 98
- 150000001875 compounds Chemical class 0.000 title claims abstract description 94
- 238000000034 method Methods 0.000 title claims abstract description 22
- 239000000758 substrate Substances 0.000 title claims abstract description 10
- 230000003472 neutralizing effect Effects 0.000 title claims abstract description 8
- 230000008569 process Effects 0.000 title claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 89
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 64
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 50
- 229910052757 nitrogen Inorganic materials 0.000 claims description 49
- 239000000460 chlorine Substances 0.000 claims description 47
- 229910052801 chlorine Inorganic materials 0.000 claims description 46
- 229910052710 silicon Inorganic materials 0.000 claims description 46
- 229910052794 bromium Inorganic materials 0.000 claims description 45
- 125000005842 heteroatom Chemical group 0.000 claims description 45
- 235000019645 odor Nutrition 0.000 claims description 45
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 44
- 125000004185 ester group Chemical group 0.000 claims description 43
- 229910052760 oxygen Inorganic materials 0.000 claims description 43
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 32
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 32
- 239000010703 silicon Substances 0.000 claims description 32
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 31
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 31
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 29
- 239000001301 oxygen Substances 0.000 claims description 29
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 23
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 21
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 12
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 150000001721 carbon Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 5
- VGUWZCUCNQXGBU-UHFFFAOYSA-N 3-[(4-methylpiperazin-1-yl)methyl]-5-nitro-1h-indole Chemical compound C1CN(C)CCN1CC1=CNC2=CC=C([N+]([O-])=O)C=C12 VGUWZCUCNQXGBU-UHFFFAOYSA-N 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000004744 fabric Substances 0.000 claims description 5
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 4
- 235000010357 aspartame Nutrition 0.000 claims description 4
- BKULVIZFOHJLLV-UHFFFAOYSA-N ethyl 2-benzoyldec-2-enoate Chemical compound CCCCCCCC=C(C(=O)OCC)C(=O)C1=CC=CC=C1 BKULVIZFOHJLLV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000006732 (C1-C15) alkyl group Chemical group 0.000 claims description 3
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims description 3
- 125000003282 alkyl amino group Chemical group 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- CMKNNYLWGWYZGD-UHFFFAOYSA-N dibenzyl 2-octylidenepropanedioate Chemical compound C=1C=CC=CC=1COC(=O)C(=CCCCCCCC)C(=O)OCC1=CC=CC=C1 CMKNNYLWGWYZGD-UHFFFAOYSA-N 0.000 claims description 3
- CZBMCQVEYULJOE-UHFFFAOYSA-N diethyl 2-benzoyl-3-ethoxybutanedioate Chemical compound CCOC(=O)C(OCC)C(C(=O)OCC)C(=O)C1=CC=CC=C1 CZBMCQVEYULJOE-UHFFFAOYSA-N 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- OARZICFFWXUUQS-UHFFFAOYSA-N 1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)-2-octylidenepropane-1,3-dione Chemical compound C=1C=C(C(C)(C)C)C=CC=1C(=O)C(=CCCCCCCC)C(=O)C1=CC=C(OC)C=C1 OARZICFFWXUUQS-UHFFFAOYSA-N 0.000 claims description 2
- MOMFXATYAINJML-UHFFFAOYSA-N 2-Acetylthiazole Chemical group CC(=O)C1=NC=CS1 MOMFXATYAINJML-UHFFFAOYSA-N 0.000 claims description 2
- MNUYBCUVIUCGCM-UHFFFAOYSA-N 2-acetyl-3-hydroxybutanedioic acid Chemical compound CC(=O)C(C(O)=O)C(O)C(O)=O MNUYBCUVIUCGCM-UHFFFAOYSA-N 0.000 claims description 2
- CHFYBELVXMHVGR-UHFFFAOYSA-N 3-[(2-hydroxy-4-methoxyphenyl)methylidene]pentane-2,4-dione Chemical compound COC1=CC=C(C=C(C(C)=O)C(C)=O)C(O)=C1 CHFYBELVXMHVGR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
- UDFKZBBVSIDXIL-UHFFFAOYSA-N diethyl 2-(3,7-dimethylocta-2,6-dienylidene)propanedioate Chemical compound CCOC(=O)C(C(=O)OCC)=CC=C(C)CCC=C(C)C UDFKZBBVSIDXIL-UHFFFAOYSA-N 0.000 claims description 2
- JHJQXGCGLVPNQX-UHFFFAOYSA-N diethyl 2-(acetyloxymethylidene)propanedioate Chemical compound CCOC(=O)C(=COC(C)=O)C(=O)OCC JHJQXGCGLVPNQX-UHFFFAOYSA-N 0.000 claims description 2
- YXXFRMBHUWKHHO-UHFFFAOYSA-N diethyl 2-(ethoxycarbonyloxymethylidene)propanedioate Chemical compound CCOC(=O)OC=C(C(=O)OCC)C(=O)OCC YXXFRMBHUWKHHO-UHFFFAOYSA-N 0.000 claims description 2
- HHWFOKLILKCKTC-UHFFFAOYSA-N diethyl 2-[(2-hydroxyphenyl)methylidene]propanedioate Chemical compound CCOC(=O)C(C(=O)OCC)=CC1=CC=CC=C1O HHWFOKLILKCKTC-UHFFFAOYSA-N 0.000 claims description 2
- ATOPVVXJWMMBEG-UHFFFAOYSA-N diethyl 2-acetyl-3-methoxybutanedioate Chemical compound CCOC(=O)C(OC)C(C(C)=O)C(=O)OCC ATOPVVXJWMMBEG-UHFFFAOYSA-N 0.000 claims description 2
- SLLDNQSYNKTVFD-UHFFFAOYSA-N diethyl 2-butanoyl-3-ethoxybutanedioate Chemical compound CCCC(=O)C(C(=O)OCC)C(OCC)C(=O)OCC SLLDNQSYNKTVFD-UHFFFAOYSA-N 0.000 claims description 2
- YQUQINJSZJWENV-UHFFFAOYSA-N ethyl 3-acetyl-2-hydroxy-4-oxopentanoate Chemical compound CCOC(=O)C(O)C(C(C)=O)C(C)=O YQUQINJSZJWENV-UHFFFAOYSA-N 0.000 claims description 2
- RBSPMIQCMGHSNU-UHFFFAOYSA-N ethyl 3-carbamoyl-4-oxopent-2-enoate Chemical compound CCOC(=O)C=C(C(C)=O)C(N)=O RBSPMIQCMGHSNU-UHFFFAOYSA-N 0.000 claims description 2
- VKTPASXYRPGXFL-UHFFFAOYSA-N methyl 2-carbamoyldec-2-enoate Chemical compound CCCCCCCC=C(C(N)=O)C(=O)OC VKTPASXYRPGXFL-UHFFFAOYSA-N 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 38
- 125000004494 ethyl ester group Chemical group 0.000 claims 3
- FGOJCPKOOGIRPA-UHFFFAOYSA-N 1-o-tert-butyl 4-o-ethyl 5-oxoazepane-1,4-dicarboxylate Chemical compound CCOC(=O)C1CCN(C(=O)OC(C)(C)C)CCC1=O FGOJCPKOOGIRPA-UHFFFAOYSA-N 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000006545 (C1-C9) alkyl group Chemical group 0.000 claims 1
- WRTHUMPHVMGUOC-UHFFFAOYSA-N 1-o-ethyl 4-o-(2-methoxyethyl) 3-acetyl-2-hydroxybutanedioate Chemical compound CCOC(=O)C(O)C(C(C)=O)C(=O)OCCOC WRTHUMPHVMGUOC-UHFFFAOYSA-N 0.000 claims 1
- KWVUZPJXIVGIOC-UHFFFAOYSA-N 2-acetylpent-2-enoic acid Chemical compound CCC=C(C(C)=O)C(O)=O KWVUZPJXIVGIOC-UHFFFAOYSA-N 0.000 claims 1
- STQAEANNWDXTAD-UHFFFAOYSA-N 4-acetyl-9-methyldeca-3,8-diene-2,5-dione Chemical compound CC(C)=CCCC(=O)C(C(C)=O)=CC(C)=O STQAEANNWDXTAD-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- OUEWZYXUSMEJCC-UHFFFAOYSA-N butane-1,3-dione Chemical compound CC(=O)C[C]=O OUEWZYXUSMEJCC-UHFFFAOYSA-N 0.000 claims 1
- ODHIUCXWGBUWRF-UHFFFAOYSA-N dimethyl 2-octylidenepropanedioate Chemical compound CCCCCCCC=C(C(=O)OC)C(=O)OC ODHIUCXWGBUWRF-UHFFFAOYSA-N 0.000 claims 1
- SRBYHEKXHQYMRN-UHFFFAOYSA-N ethyl 3-(2-hydroxyphenyl)prop-2-enoate Chemical compound CCOC(=O)C=CC1=CC=CC=C1O SRBYHEKXHQYMRN-UHFFFAOYSA-N 0.000 claims 1
- PIMSKFUWNYECEL-UHFFFAOYSA-N ethyl 3-(cyclohexanecarbonyl)-4-oxopent-2-enoate Chemical compound CCOC(=O)C=C(C(C)=O)C(=O)C1CCCCC1 PIMSKFUWNYECEL-UHFFFAOYSA-N 0.000 claims 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract description 3
- 239000001294 propane Substances 0.000 abstract description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 29
- 239000000047 product Substances 0.000 description 27
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 15
- 239000000243 solution Substances 0.000 description 14
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 13
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 12
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 11
- 125000001624 naphthyl group Chemical group 0.000 description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 9
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 9
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 9
- NZQMQVJXSRMTCJ-UHFFFAOYSA-N 3-Methyl-hexanoic acid Chemical compound CCCC(C)CC(O)=O NZQMQVJXSRMTCJ-UHFFFAOYSA-N 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 8
- 230000009965 odorless effect Effects 0.000 description 8
- 239000003921 oil Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000009467 reduction Effects 0.000 description 6
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 5
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- 238000006386 neutralization reaction Methods 0.000 description 5
- 210000004243 sweat Anatomy 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- PHRRYVOQWOVNLF-UHFFFAOYSA-N 3-sulfanylbutan-1-ol Chemical compound CC(S)CCO PHRRYVOQWOVNLF-UHFFFAOYSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- 241000282326 Felis catus Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical compound [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 3
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 3
- 235000019341 magnesium sulphate Nutrition 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
- VFUIBCJBPVYRNW-UHFFFAOYSA-N diethyl 2-octylidenepropanedioate Chemical compound CCCCCCCC=C(C(=O)OCC)C(=O)OCC VFUIBCJBPVYRNW-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 238000002290 gas chromatography-mass spectrometry Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 210000002700 urine Anatomy 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NTWSIWWJPQHFTO-AATRIKPKSA-N (2E)-3-methylhex-2-enoic acid Chemical compound CCC\C(C)=C\C(O)=O NTWSIWWJPQHFTO-AATRIKPKSA-N 0.000 description 1
- APFVFNSFBWLKPD-UHFFFAOYSA-N (3-oxo-3-phenylpropyl) acetate Chemical compound CC(=O)OCCC(=O)C1=CC=CC=C1 APFVFNSFBWLKPD-UHFFFAOYSA-N 0.000 description 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 1
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 1
- GAPYQTUUEULTAW-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl 2-(1-hydroxyethylidene)dec-3-enoate Chemical compound CCCCCCC=CC(=C(C)O)C(=O)OCCOCCOC GAPYQTUUEULTAW-UHFFFAOYSA-N 0.000 description 1
- LYGMOHOAYAGQRX-UHFFFAOYSA-N 2-acetyl-4-ethoxy-3-hydroxy-4-oxobutanoic acid Chemical compound CCOC(=O)C(O)C(C(C)=O)C(O)=O LYGMOHOAYAGQRX-UHFFFAOYSA-N 0.000 description 1
- KWTWGZDQBPILMT-UHFFFAOYSA-N 2-acetylbut-2-enedioic acid Chemical compound CC(=O)C(C(O)=O)=CC(O)=O KWTWGZDQBPILMT-UHFFFAOYSA-N 0.000 description 1
- KSZCHEAEUSLGEG-UHFFFAOYSA-N 2-acetyldec-2-enoic acid Chemical compound CCCCCCCC=C(C(C)=O)C(O)=O KSZCHEAEUSLGEG-UHFFFAOYSA-N 0.000 description 1
- RSFQOQOSOMBPEJ-UHFFFAOYSA-N 3-Methyl-2-hexenoic acid Natural products CCC(C)=CC(O)=O RSFQOQOSOMBPEJ-UHFFFAOYSA-N 0.000 description 1
- RGRNSTGIHROKJB-UHFFFAOYSA-N 3-hydroxy-3-methylhexanoic acid Chemical compound CCCC(C)(O)CC(O)=O RGRNSTGIHROKJB-UHFFFAOYSA-N 0.000 description 1
- DOMCVUKCALENDA-UHFFFAOYSA-N 3-octylidenepentane-2,4-dione Chemical compound CCCCCCCC=C(C(C)=O)C(C)=O DOMCVUKCALENDA-UHFFFAOYSA-N 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- PWHIFEDUEASZCJ-UHFFFAOYSA-N 4-o-ethyl 1-o-methyl 2-(2,2-dimethylpropanoyl)but-2-enedioate Chemical compound CCOC(=O)C=C(C(=O)OC)C(=O)C(C)(C)C PWHIFEDUEASZCJ-UHFFFAOYSA-N 0.000 description 1
- 238000006000 Knoevenagel condensation reaction Methods 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 102000012547 Olfactory receptors Human genes 0.000 description 1
- 108050002069 Olfactory receptors Proteins 0.000 description 1
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- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
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- PMHBYAGKMHEFPA-UHFFFAOYSA-N triethyl ethene-1,1,2-tricarboxylate Chemical compound CCOC(=O)C=C(C(=O)OCC)C(=O)OCC PMHBYAGKMHEFPA-UHFFFAOYSA-N 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
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- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
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- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C233/09—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an acyclic unsaturated carbon skeleton
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
- C07C235/80—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms having carbon atoms of carboxamide groups and keto groups bound to the same carbon atom, e.g. acetoacetamides
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- C07—ORGANIC CHEMISTRY
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- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
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- C07C49/835—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
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- C07C69/593—Dicarboxylic acid esters having only one carbon-to-carbon double bond
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/716—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0501237.2A GB0501237D0 (en) | 2005-01-21 | 2005-01-21 | Organic compounds |
| GB0501237.2 | 2005-01-21 | ||
| PCT/CH2006/000010 WO2006076821A1 (en) | 2005-01-21 | 2006-01-06 | 2 -c-substituted propane-1, 3 -dicarbonyl compounds and their use in neutralising malodour |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0614023A2 true BRPI0614023A2 (pt) | 2011-03-01 |
Family
ID=34259438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0614023-8A BRPI0614023A2 (pt) | 2005-01-21 | 2006-01-06 | uso de um composto de propano - 1,3 - dicarbonila com substituição 2c como neutralizador de maus odores, produto para o consumidor, método para produzir um efeito neutralizador do mau odor em um substrato, processo para dispersar um produto para o consumidor em um determinado espaço e os referidos compostos |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20080305066A1 (enExample) |
| EP (1) | EP1838278A1 (enExample) |
| JP (1) | JP2008528451A (enExample) |
| KR (1) | KR20070097073A (enExample) |
| CN (1) | CN101106968A (enExample) |
| BR (1) | BRPI0614023A2 (enExample) |
| GB (1) | GB0501237D0 (enExample) |
| MX (1) | MX2007008551A (enExample) |
| WO (1) | WO2006076821A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0611770D0 (en) * | 2006-06-15 | 2006-07-26 | Givaudan Sa | Compounds |
| EP2272491A1 (fr) | 2009-06-18 | 2011-01-12 | Robertet S.A. | Nouvelles compositions désodorisantes et produits désodorisants les renfermant |
| US8414870B2 (en) | 2010-12-06 | 2013-04-09 | Sytheon, Ltd. | Benzylidene substituted 2,4-pentanedione compounds and use thereof as stabilizers |
| US8617528B2 (en) | 2010-12-06 | 2013-12-31 | Sytheon Ltd. | Compositions and methods for stabilizing ingredients using 2,4-pentanedione compounds |
| US9126890B2 (en) * | 2011-10-20 | 2015-09-08 | International Flavors & Fragrances Inc. | Low volatile reactive malodor counteractives and methods of use thereof |
| US20120294821A1 (en) * | 2011-05-20 | 2012-11-22 | International Flavors & Fragrances Inc. | Low Volatile Reactive Malodor Counteractives and Methods of Use Thereof |
| US10226544B2 (en) | 2015-06-05 | 2019-03-12 | International Flavors & Fragrances Inc. | Malodor counteracting compositions |
| US10549003B2 (en) * | 2016-05-31 | 2020-02-04 | The Procter & Gamble Company | Method of demonstrating efficacy of a malodor counteractant product |
| CN116807912A (zh) * | 2017-11-22 | 2023-09-29 | 弗门尼舍有限公司 | 挥发性成分限制或消除对恶臭的感知的用途 |
| WO2020188079A1 (en) | 2019-03-20 | 2020-09-24 | Firmenich Sa | Encapsulated pro-perfume compounds |
| CN114096651A (zh) | 2019-06-27 | 2022-02-25 | 弗门尼舍有限公司 | 已加香消费产品 |
| EP4039244A1 (en) | 2021-02-04 | 2022-08-10 | Givaudan SA | Improvements in or relating to organic compounds |
| CN119365178A (zh) * | 2022-06-21 | 2025-01-24 | 弗门尼舍有限公司 | 用于预防、减少或减轻恶臭醛和酮的组合物及其用途 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU5677773A (en) * | 1972-07-14 | 1974-12-12 | Princeton Biomedix, Incorporated | Pharmaceutically useful compounds and methods of producing and using same |
| ATE35810T1 (de) * | 1984-04-06 | 1988-08-15 | Zambon Spa | Verfahren zur herstellung von optisch aktiven alpha-arylalkansaeuren und ihre zwischenprodukte. |
| US4810819A (en) * | 1984-04-06 | 1989-03-07 | Zambon Spa | Process for the preparation of optically active alpha-acrylalkanoic acids and novel intermediates thereof |
| DE3423249A1 (de) * | 1984-06-23 | 1986-01-02 | Hüls AG, 4370 Marl | Verfahren zur herstellung von alkyliden- und arylidenverbindungen |
| US4830787A (en) * | 1987-08-13 | 1989-05-16 | Nabisco Brands, Inc. | Low calorie fat mimetics comprising carboxy/carboxylate esters |
| JPH04202122A (ja) * | 1990-11-28 | 1992-07-22 | Procter & Gamble Co:The | ジケトン脱臭組成物及び脱臭方法 |
| SG91244A1 (en) * | 1996-06-24 | 2002-09-17 | Givaudan Roure Int | Malodour preventing agents |
| BR9711323A (pt) * | 1996-08-19 | 2000-10-24 | Procter & Gamble | Sistema de distribuição de fragância para composições detergentes lìquidas |
| GB0320441D0 (en) * | 2003-09-02 | 2003-10-01 | Givaudan Sa | Organic compounds |
-
2005
- 2005-01-21 GB GBGB0501237.2A patent/GB0501237D0/en not_active Ceased
-
2006
- 2006-01-06 KR KR1020077016600A patent/KR20070097073A/ko not_active Ceased
- 2006-01-06 US US11/814,057 patent/US20080305066A1/en not_active Abandoned
- 2006-01-06 JP JP2007551527A patent/JP2008528451A/ja active Pending
- 2006-01-06 MX MX2007008551A patent/MX2007008551A/es not_active Application Discontinuation
- 2006-01-06 BR BRPI0614023-8A patent/BRPI0614023A2/pt not_active IP Right Cessation
- 2006-01-06 EP EP06700027A patent/EP1838278A1/en not_active Withdrawn
- 2006-01-06 CN CNA2006800028602A patent/CN101106968A/zh active Pending
- 2006-01-06 WO PCT/CH2006/000010 patent/WO2006076821A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008528451A (ja) | 2008-07-31 |
| GB0501237D0 (en) | 2005-03-02 |
| EP1838278A1 (en) | 2007-10-03 |
| US20080305066A1 (en) | 2008-12-11 |
| MX2007008551A (es) | 2007-08-14 |
| KR20070097073A (ko) | 2007-10-02 |
| WO2006076821A1 (en) | 2006-07-27 |
| CN101106968A (zh) | 2008-01-16 |
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