FI63944C

FI63944C - Organotenn-merkaptoalkylkarboxylsyraestersulfider anvaendbara som stabilisatorer foer halogen-innehaollande polymerer

Organotenn-merkaptoalkylkarboxylsyraestersulfider anvaendbara som stabilisatorer foer halogen-innehaollande polymerer Download PDF

Info

Publication number: FI63944C
Authority: FI; Finland
Prior art keywords: mercaptoethyl; water; bis; moles; carbon atoms
Prior art date: 1975-10-30

Application number

FI753033A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI753033A7 (enrdf_load_stackoverflow

FI63944B (fi

Inventor

Thomas Gordon Kugele

Original Assignee

Carstab Corp

Priority date

1975-10-30

Filing date

1975-10-30

Publication date

1983-09-12

1975-10-30 Application filed by Carstab Corp filed Critical Carstab Corp

1975-10-30 Priority to FI753033A priority Critical patent/FI63944C/fi

1977-05-01 Publication of FI753033A7 publication Critical patent/FI753033A7/fi

1983-05-31 Application granted granted Critical

1983-05-31 Publication of FI63944B publication Critical patent/FI63944B/fi

1983-09-12 Publication of FI63944C publication Critical patent/FI63944C/fi

Links

-1 ester sulfides Chemical class 0.000 claims description 62
150000001875 compounds Chemical class 0.000 claims description 41
125000004432 carbon atom Chemical group C* 0.000 claims description 24
239000003381 stabilizer Substances 0.000 claims description 20
CSHCPECZJIEGJF-UHFFFAOYSA-N methyltin Chemical compound [Sn]C CSHCPECZJIEGJF-UHFFFAOYSA-N 0.000 claims description 17
229920000642 polymer Polymers 0.000 claims description 17
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 16
125000000217 alkyl group Chemical group 0.000 claims description 11
239000002253 acid Substances 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 6
125000005358 mercaptoalkyl group Chemical group 0.000 claims description 6
150000002430 hydrocarbons Chemical group 0.000 claims description 5
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
125000002947 alkylene group Chemical group 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
239000005977 Ethylene Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000005020 hydroxyalkenyl group Chemical group 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 103
239000000203 mixture Substances 0.000 description 73
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 69
239000000047 product Substances 0.000 description 56
239000010410 layer Substances 0.000 description 43
239000003921 oil Substances 0.000 description 34
235000019198 oils Nutrition 0.000 description 34
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 31
YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 31
239000007864 aqueous solution Substances 0.000 description 29
238000000034 method Methods 0.000 description 27
239000000243 solution Substances 0.000 description 27
238000003756 stirring Methods 0.000 description 23
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 22
GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 21
239000011135 tin Substances 0.000 description 21
JDUBWWBPEXAGDB-UHFFFAOYSA-N 2-sulfanylethyl nonanoate Chemical compound CCCCCCCCC(=O)OCCS JDUBWWBPEXAGDB-UHFFFAOYSA-N 0.000 description 20
BHWWTWCFLZECFZ-UHFFFAOYSA-N 2-sulfanylethyl octanoate Chemical compound CCCCCCCC(=O)OCCS BHWWTWCFLZECFZ-UHFFFAOYSA-N 0.000 description 17
229910052979 sodium sulfide Inorganic materials 0.000 description 17
229910052718 tin Inorganic materials 0.000 description 15
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 14
239000012074 organic phase Substances 0.000 description 13
239000011347 resin Substances 0.000 description 13
229920005989 resin Polymers 0.000 description 13
150000002148 esters Chemical class 0.000 description 12
239000004800 polyvinyl chloride Substances 0.000 description 12
229920000915 polyvinyl chloride Polymers 0.000 description 11
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 10
239000000908 ammonium hydroxide Substances 0.000 description 10
PKKGKUDPKRTKLJ-UHFFFAOYSA-L dichloro(dimethyl)stannane Chemical compound C[Sn](C)(Cl)Cl PKKGKUDPKRTKLJ-UHFFFAOYSA-L 0.000 description 10
238000000227 grinding Methods 0.000 description 10
WEMJWKKJHSZRQT-KTKRTIGZSA-N 2-sulfanylethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCS WEMJWKKJHSZRQT-KTKRTIGZSA-N 0.000 description 9
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 9
239000012044 organic layer Substances 0.000 description 9
IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 8
239000005077 polysulfide Substances 0.000 description 8
229920001021 polysulfide Polymers 0.000 description 8
150000008117 polysulfides Polymers 0.000 description 8
239000012258 stirred mixture Substances 0.000 description 8
VOMIPCUJOMCKFF-UHFFFAOYSA-L [Sn+2]C.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS Chemical compound [Sn+2]C.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS VOMIPCUJOMCKFF-UHFFFAOYSA-L 0.000 description 7
239000012230 colorless oil Substances 0.000 description 7
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 7
230000035484 reaction time Effects 0.000 description 7
235000017557 sodium bicarbonate Nutrition 0.000 description 7
229910000030 sodium bicarbonate Inorganic materials 0.000 description 7
229910052783 alkali metal Inorganic materials 0.000 description 6
150000001340 alkali metals Chemical class 0.000 description 6
YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000011734 sodium Substances 0.000 description 6
FPRWILGFWFTOHA-UHFFFAOYSA-N 2-sulfanylethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCS FPRWILGFWFTOHA-UHFFFAOYSA-N 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 5
239000004593 Epoxy Substances 0.000 description 5
239000007983 Tris buffer Substances 0.000 description 5
RSCXFSZZLMFHLB-UHFFFAOYSA-K [Sn+3]C.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS Chemical compound [Sn+3]C.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS RSCXFSZZLMFHLB-UHFFFAOYSA-K 0.000 description 5
DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 5
229910052736 halogen Inorganic materials 0.000 description 5
150000002367 halogens Chemical class 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
229920002554 vinyl polymer Polymers 0.000 description 5
229920006385 Geon Polymers 0.000 description 4
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
229910052784 alkaline earth metal Inorganic materials 0.000 description 4
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 4
239000008116 calcium stearate Substances 0.000 description 4
235000013539 calcium stearate Nutrition 0.000 description 4
229920001577 copolymer Polymers 0.000 description 4
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
SRRKNRDXURUMPP-UHFFFAOYSA-N sodium disulfide Chemical compound [Na+].[Na+].[S-][S-] SRRKNRDXURUMPP-UHFFFAOYSA-N 0.000 description 4
238000013112 stability test Methods 0.000 description 4
230000000087 stabilizing effect Effects 0.000 description 4
239000011593 sulfur Substances 0.000 description 4
229910052717 sulfur Inorganic materials 0.000 description 4
150000003606 tin compounds Chemical class 0.000 description 4
YDLAHBBJAGGIJZ-UHFFFAOYSA-N 2-sulfanylethyl acetate Chemical compound CC(=O)OCCS YDLAHBBJAGGIJZ-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
LUZSPGQEISANPO-UHFFFAOYSA-N butyltin Chemical compound CCCC[Sn] LUZSPGQEISANPO-UHFFFAOYSA-N 0.000 description 3
239000011575 calcium Substances 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 3
BYEVBITUADOIGY-UHFFFAOYSA-N ethyl nonanoate Chemical compound CCCCCCCCC(=O)OCC BYEVBITUADOIGY-UHFFFAOYSA-N 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
150000004665 fatty acids Chemical class 0.000 description 3
239000011133 lead Substances 0.000 description 3
238000002156 mixing Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 3
239000004014 plasticizer Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
235000012424 soybean oil Nutrition 0.000 description 3
239000003549 soybean oil Substances 0.000 description 3
238000003860 storage Methods 0.000 description 3
INTLMJZQCBRQAT-UHFFFAOYSA-K trichloro(octyl)stannane Chemical compound CCCCCCCC[Sn](Cl)(Cl)Cl INTLMJZQCBRQAT-UHFFFAOYSA-K 0.000 description 3
ORDRGXFSRBRQQG-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylpropanoate Chemical compound CC(C)CCCCCOC(=O)C(C)S ORDRGXFSRBRQQG-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
HPRXMHFHEYZDSO-PLNGDYQASA-N CC(CCCS)OC(=O)/C=C\C(=O)O Chemical compound CC(CCCS)OC(=O)/C=C\C(=O)O HPRXMHFHEYZDSO-PLNGDYQASA-N 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
IEPRKVQEAMIZSS-UHFFFAOYSA-N Di-Et ester-Fumaric acid Natural products CCOC(=O)C=CC(=O)OCC IEPRKVQEAMIZSS-UHFFFAOYSA-N 0.000 description 2
IEPRKVQEAMIZSS-WAYWQWQTSA-N Diethyl maleate Chemical compound CCOC(=O)\C=C/C(=O)OCC IEPRKVQEAMIZSS-WAYWQWQTSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
WNTYBCPGVQIVLD-UHFFFAOYSA-N [2-(2-sulfanylethyl)phenyl] acetate Chemical compound CC(=O)OC1=CC=CC=C1CCS WNTYBCPGVQIVLD-UHFFFAOYSA-N 0.000 description 2
GWKHAPYQTGHMPR-UHFFFAOYSA-L [Sn+2]C.CCCCCCC(C([O-])=O)CCS.CCCCCCC(C([O-])=O)CCS Chemical compound [Sn+2]C.CCCCCCC(C([O-])=O)CCS.CCCCCCC(C([O-])=O)CCS GWKHAPYQTGHMPR-UHFFFAOYSA-L 0.000 description 2
GAKZYBPZRQSNHJ-UHFFFAOYSA-K [Sn+3]C.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS Chemical compound [Sn+3]C.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS.CCCCCCCCCCCCCCCCC(C([O-])=O)CCS GAKZYBPZRQSNHJ-UHFFFAOYSA-K 0.000 description 2
125000003158 alcohol group Chemical group 0.000 description 2
239000003513 alkali Substances 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
229910052793 cadmium Inorganic materials 0.000 description 2
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 2
229910003460 diamond Inorganic materials 0.000 description 2
239000010432 diamond Substances 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
OVVHIHJGYCXGOB-UHFFFAOYSA-L dimethyltin(2+) 2-(2-sulfanylethyl)nonanoate Chemical compound C[Sn+2]C.CCCCCCCC(C([O-])=O)CCS.CCCCCCCC(C([O-])=O)CCS OVVHIHJGYCXGOB-UHFFFAOYSA-L 0.000 description 2
MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 2
229920000159 gelatin Polymers 0.000 description 2
239000008273 gelatin Substances 0.000 description 2
MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000000463 material Substances 0.000 description 2
MKIJJIMOAABWGF-UHFFFAOYSA-N methyl 2-sulfanylacetate Chemical compound COC(=O)CS MKIJJIMOAABWGF-UHFFFAOYSA-N 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
235000010446 mineral oil Nutrition 0.000 description 2
239000000178 monomer Substances 0.000 description 2
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
229940049964 oleate Drugs 0.000 description 2
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
UBOGEXSQACVGEC-UHFFFAOYSA-K phenyltin(3+);trichloride Chemical compound Cl[Sn](Cl)(Cl)C1=CC=CC=C1 UBOGEXSQACVGEC-UHFFFAOYSA-K 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000002904 solvent Substances 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
229910052712 strontium Inorganic materials 0.000 description 2
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 2
238000012360 testing method Methods 0.000 description 2
150000003568 thioethers Chemical class 0.000 description 2
MEBRQLCKPRKBOH-UHFFFAOYSA-K trichloro(ethyl)stannane Chemical compound CC[Sn](Cl)(Cl)Cl MEBRQLCKPRKBOH-UHFFFAOYSA-K 0.000 description 2
LNJODFDQUBGMPB-UHFFFAOYSA-N (2-acetyloxy-3-sulfanylpropyl) acetate Chemical compound CC(=O)OCC(CS)OC(C)=O LNJODFDQUBGMPB-UHFFFAOYSA-N 0.000 description 1
OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
WJTCHBVEUFDSIK-NWDGAFQWSA-N (2r,5s)-1-benzyl-2,5-dimethylpiperazine Chemical compound C[C@@H]1CN[C@@H](C)CN1CC1=CC=CC=C1 WJTCHBVEUFDSIK-NWDGAFQWSA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
MTKHTBWXSHYCGS-OWOJBTEDSA-N (e)-1-chloro-2-fluoroethene Chemical group F\C=C\Cl MTKHTBWXSHYCGS-OWOJBTEDSA-N 0.000 description 1
FDNBQVCBHKEDOJ-FPLPWBNLSA-N (z)-4-(6-methylheptoxy)-4-oxobut-2-enoic acid Chemical compound CC(C)CCCCCOC(=O)\C=C/C(O)=O FDNBQVCBHKEDOJ-FPLPWBNLSA-N 0.000 description 1
TXECTBGVEUDNSL-UHFFFAOYSA-N 1-acetyloxyprop-2-enyl acetate Chemical compound CC(=O)OC(C=C)OC(C)=O TXECTBGVEUDNSL-UHFFFAOYSA-N 0.000 description 1
GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
KUIZKZHDMPERHR-UHFFFAOYSA-N 1-phenylprop-2-en-1-one Chemical compound C=CC(=O)C1=CC=CC=C1 KUIZKZHDMPERHR-UHFFFAOYSA-N 0.000 description 1
UHOPWFKONJYLCF-UHFFFAOYSA-N 2-(2-sulfanylethyl)isoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CCS)C(=O)C2=C1 UHOPWFKONJYLCF-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
ZSDQQJHSRVEGTJ-UHFFFAOYSA-N 2-(6-amino-1h-indol-3-yl)acetonitrile Chemical compound NC1=CC=C2C(CC#N)=CNC2=C1 ZSDQQJHSRVEGTJ-UHFFFAOYSA-N 0.000 description 1
ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 1
OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 description 1
MEEKGULDSDXFCN-UHFFFAOYSA-N 2-pentylphenol Chemical compound CCCCCC1=CC=CC=C1O MEEKGULDSDXFCN-UHFFFAOYSA-N 0.000 description 1
GTDYBOZGXLOYOT-UHFFFAOYSA-N 2-sulfanylethyl benzoate Chemical compound SCCOC(=O)C1=CC=CC=C1 GTDYBOZGXLOYOT-UHFFFAOYSA-N 0.000 description 1
DLZYFIFYWZEAEM-UHFFFAOYSA-N 2-sulfanylethyl butanoate Chemical compound CCCC(=O)OCCS DLZYFIFYWZEAEM-UHFFFAOYSA-N 0.000 description 1
SOSVQCIHRDWEIE-UHFFFAOYSA-N 2-sulfanylethyl pentanoate Chemical compound CCCCC(=O)OCCS SOSVQCIHRDWEIE-UHFFFAOYSA-N 0.000 description 1
SYCUXYFMYZXKMQ-UHFFFAOYSA-N 2-sulfanylethyl propanoate Chemical compound CCC(=O)OCCS SYCUXYFMYZXKMQ-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
JUCARGIKESIVLB-UHFFFAOYSA-N 3-mercaptohexyl acetate Chemical compound CCCC(S)CCOC(C)=O JUCARGIKESIVLB-UHFFFAOYSA-N 0.000 description 1
PEJPXGIUIKNWMU-UHFFFAOYSA-N 3-sulfanylpropyl heptanoate Chemical compound CCCCCCC(=O)OCCCS PEJPXGIUIKNWMU-UHFFFAOYSA-N 0.000 description 1
AUIKNQSWEGHHBY-UHFFFAOYSA-N 3-sulfanylpropyl nonanoate Chemical compound CCCCCCCCC(=O)OCCCS AUIKNQSWEGHHBY-UHFFFAOYSA-N 0.000 description 1
LNZDCYCELDNFSH-UHFFFAOYSA-N 3-sulfanylpropyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCS LNZDCYCELDNFSH-UHFFFAOYSA-N 0.000 description 1
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