GB737826A - Organo-mercury dicarboxylate microbicides - Google Patents
Organo-mercury dicarboxylate microbicidesInfo
- Publication number
- GB737826A GB737826A GB17193/53A GB1719353A GB737826A GB 737826 A GB737826 A GB 737826A GB 17193/53 A GB17193/53 A GB 17193/53A GB 1719353 A GB1719353 A GB 1719353A GB 737826 A GB737826 A GB 737826A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenylmercury
- decenyl
- dodecenyl
- octenyl
- atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229910052753 mercury Inorganic materials 0.000 title abstract 2
- 230000003641 microbiacidal effect Effects 0.000 title 1
- 229940124561 microbicide Drugs 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 229940096825 phenylmercury Drugs 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- DCNLOVYDMCVNRZ-UHFFFAOYSA-N phenylmercury(.) Chemical compound [Hg]C1=CC=CC=C1 DCNLOVYDMCVNRZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000000417 fungicide Substances 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- 239000000203 mixture Chemical class 0.000 abstract 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- 239000003973 paint Substances 0.000 abstract 2
- YTZKOQUCBOVLHL-UHFFFAOYSA-N tert-butylbenzene Chemical compound CC(C)(C)C1=CC=CC=C1 YTZKOQUCBOVLHL-UHFFFAOYSA-N 0.000 abstract 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 abstract 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 abstract 1
- LYQXTTKMSKQAET-UHFFFAOYSA-N 4-dodecoxy-4-oxobutanoic acid;phenylmercury Chemical compound [Hg]C1=CC=CC=C1.[Hg]C1=CC=CC=C1.CCCCCCCCCCCCOC(=O)CCC(O)=O LYQXTTKMSKQAET-UHFFFAOYSA-N 0.000 abstract 1
- ZYRFQDGMVZUADP-UHFFFAOYSA-N 4-hexadec-1-enoxy-4-oxobutanoic acid phenylmercury Chemical compound C(CCC(=O)O)(=O)OC=CCCCCCCCCCCCCCC.C1(=CC=CC=C1)[Hg].C1(=CC=CC=C1)[Hg] ZYRFQDGMVZUADP-UHFFFAOYSA-N 0.000 abstract 1
- UDESBQLDZJUQMW-UHFFFAOYSA-M C(C)(C)(C)[Hg]C1=CC=CC=C1.Cl[Hg]C1=CC=CC=C1 Chemical compound C(C)(C)(C)[Hg]C1=CC=CC=C1.Cl[Hg]C1=CC=CC=C1 UDESBQLDZJUQMW-UHFFFAOYSA-M 0.000 abstract 1
- INSWUJHMKIFLBP-UHFFFAOYSA-N C1(=C(C=CC=C1)[Hg])C.C(C)(C)(C)[Hg]C1=CC=CC=C1 Chemical compound C1(=C(C=CC=C1)[Hg])C.C(C)(C)(C)[Hg]C1=CC=CC=C1 INSWUJHMKIFLBP-UHFFFAOYSA-N 0.000 abstract 1
- DCTUGYNJTHNWGY-UHFFFAOYSA-N C1(=C(C=CC=C1)[Hg])C.C1(=CC=CC=C1)[Hg] Chemical compound C1(=C(C=CC=C1)[Hg])C.C1(=CC=CC=C1)[Hg] DCTUGYNJTHNWGY-UHFFFAOYSA-N 0.000 abstract 1
- 241000779819 Syncarpia glomulifera Species 0.000 abstract 1
- KQWJRKDZPFQKFW-HUMMXKGPSA-L [(e)-2-[2-oxo-2-(phenylmercuriooxy)ethyl]tetradec-6-enoyl]oxy-phenylmercury Chemical compound C=1C=CC=CC=1[Hg]OC(=O)C(CCC/C=C/CCCCCCC)CC(=O)O[Hg]C1=CC=CC=C1 KQWJRKDZPFQKFW-HUMMXKGPSA-L 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- AWGTVRDHKJQFAX-UHFFFAOYSA-M chloro(phenyl)mercury Chemical compound Cl[Hg]C1=CC=CC=C1 AWGTVRDHKJQFAX-UHFFFAOYSA-M 0.000 abstract 1
- 125000000068 chlorophenyl group Chemical group 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- PJDVOLYULHZZAG-UHFFFAOYSA-N ethylmercury Chemical compound CC[Hg] PJDVOLYULHZZAG-UHFFFAOYSA-N 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 230000002070 germicidal effect Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 1
- USGMTXBBTJRWQS-UHFFFAOYSA-N mercury;dihydrate Chemical class O.O.[Hg] USGMTXBBTJRWQS-UHFFFAOYSA-N 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- MSYUMXXVCSLXMR-UHFFFAOYSA-N phenylmercury;hydrate Chemical compound O.[Hg]C1=CC=CC=C1 MSYUMXXVCSLXMR-UHFFFAOYSA-N 0.000 abstract 1
- 239000001739 pinus spp. Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000015096 spirit Nutrition 0.000 abstract 1
- 150000003900 succinic acid esters Chemical class 0.000 abstract 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 abstract 1
- 229940014800 succinic anhydride Drugs 0.000 abstract 1
- -1 t-butylphenyl Chemical group 0.000 abstract 1
- 125000003944 tolyl group Chemical group 0.000 abstract 1
- 229940036248 turpentine Drugs 0.000 abstract 1
Classifications
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/10—Mercury compounds
- C07F3/103—Mercury compounds without C-Mercury linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention comprises compounds of formula <FORM:0737826/IV (b)/1> where R and R1 are organic residues linked directly to Hg through C atoms and R11 is a hydrocarbon group of not less than 8 C atoms. In examples: (1) di-(phenylmercury) dodecanyl succinate is made by heating dodecenyl succinic anhydride with phenylmercury hydroxide in naphtha and the following succinates obtained in a similar fashion from the appropriate substituted mercury hydroxide and succinic anhydride or mixture of succinic anhydrides; (2) di - (tolylmercury) - dodecenyl-: (3) di - (chlorphenylmercury) - octenyl-: (4) di - (naphthylmercury) - decenyl; (5) phenylmercury - tolylmercury - decenyl-; (6) chlorophenylmercury-t - butylphenylmercury - gamma - phenylallyl-; (7) di - (ethylmercury) - dodecenyl-; (8) di-(n-octylmercury) - tetradecenyl-; (9) t - butylphenylmercury - tolylmercury - dodecenyl-; (10) di - (phenylmercury) - octyl-; (11) p di-(cyclohexylmercury)-octenyl-; (12) di-(phenylmercury) - decenyl-; (13) di - (phenylmercury)-octenyl-; (14) di - (phenylmercury) - tetra - decenyl-and (15) di - (phenylmercury) - hexadecenyl succinate, the reactions being effected in solvents such as benzene, toluene, t-butyl benzene, mineral spirits and turpentine. The compounds are germicides and fungicides.ALSO:Compounds of formula RHgOOC-CH2-CHR11-COOHgR1 where R and R1 are organic residues linked directly to Hg through C atoms and R11 is a hydrocarbon group of not less than 8 C atoms are incorporated in paints to act as fungicides. In example (1) di-(phenylmercury)dodecenyl succinate is added to a paint to give a mercury concentration of 0.0025 per cent and the fungicidal nature of the composition is shown in a series of tests. Values of R and/or R1 in compounds mentioned are phenyl, tolyl, naphthyl, chlorophenyl, t-butylphenyl, ethyl, octyl and cyclohexyl the values of R11 being octyl, octenyl, decenyl, do-, tetra- and hexa-decenyl and g -phenylallyl.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US737826XA | 1952-07-08 | 1952-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB737826A true GB737826A (en) | 1955-10-05 |
Family
ID=22115765
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17193/53A Expired GB737826A (en) | 1952-07-08 | 1953-06-22 | Organo-mercury dicarboxylate microbicides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB737826A (en) |
-
1953
- 1953-06-22 GB GB17193/53A patent/GB737826A/en not_active Expired
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