GB901880A - New pentafluorobenzene derivatives and processes for their manufacture - Google Patents
New pentafluorobenzene derivatives and processes for their manufactureInfo
- Publication number
- GB901880A GB901880A GB3657659A GB3657659A GB901880A GB 901880 A GB901880 A GB 901880A GB 3657659 A GB3657659 A GB 3657659A GB 3657659 A GB3657659 A GB 3657659A GB 901880 A GB901880 A GB 901880A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- hydrogen
- cyano
- compounds
- ethyl
- 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
- 238000000034 method Methods 0.000 title abstract 3
- WACNXHCZHTVBJM-UHFFFAOYSA-N 1,2,3,4,5-pentafluorobenzene Chemical class FC1=CC(F)=C(F)C(F)=C1F WACNXHCZHTVBJM-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 5
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 101100295741 Gallus gallus COR4 gene Proteins 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Chemical group 0.000 abstract 2
- 150000001408 amides Chemical group 0.000 abstract 2
- ZQBFAOFFOQMSGJ-UHFFFAOYSA-N hexafluorobenzene Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1F ZQBFAOFFOQMSGJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- LGCODSNZJOVMHV-UHFFFAOYSA-N 2-(2,3,4,5,6-pentafluorophenyl)acetic acid Chemical compound OC(=O)CC1=C(F)C(F)=C(F)C(F)=C1F LGCODSNZJOVMHV-UHFFFAOYSA-N 0.000 abstract 1
- UUHZXQCRVUYLII-UHFFFAOYSA-N 2-(2,3,4,5,6-pentafluorophenyl)acetyl chloride Chemical compound FC1=C(F)C(F)=C(CC(Cl)=O)C(F)=C1F UUHZXQCRVUYLII-UHFFFAOYSA-N 0.000 abstract 1
- 101100134922 Gallus gallus COR5 gene Proteins 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000002148 esters Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 150000003254 radicals Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0901880/IV (b)/1> where R1 represents hydrogen or a C1-C4 alkyl radical, R2 represents hydrogen or a cyano or carboxamido radical or a radical COOR where R is hydrogen or a C1-C4 alkyl group and R3 represents a cyano or carboxamido radical or a radical COOR where R is as defined above together with a process for their preparation by interacting hexafluorobenzene with a compound M.CR1R2R3 where M represents a metal of Group I of the Periodic system. Compounds in which R1 is alkyl may be prepared by alkylating compounds in which R1 is hydrogen and cyano, acid, ester and amide or radicals in the products may be converted one to the other by the usual methods. Examples describe the preparation of diethyl a -pentafluorophenylmalonate and its a -ethyl derivative, a -pentafluorophenylmalonodinitrile and its a -ethyl derivative, ethyl a - pentafluorophenylcyanacetate, t.butyl a -pentafluorophenylcyanacetate, a - ethyl - a - pentafluorophenylmalonodiamide, pentafluorophenylacetic acid and its amide. Pentafluorophenylacetyl chloride is prepared from the acid. The Provisional Specifications refer more generally to compounds of the above formula where R1 represents a nitro, cyano, aldehyde or carboxy radical or a radical of the formula SO2R4, SO2NR4R5, COR4, COOR4, CONR4R5, COOCOR4, NR4COR5 or N(COR4)COR5 where R4 and R5 stand for hydrogen or hydrocarbon radicals which may be substituted or R4 and R5 may be formed together to form a divalent hydrocarbon radical; and R2 and R3 which may be the same or different represent hydrogen or hydrocarbon radicals which may be substituted or any of the values specified for R1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3657659A GB901880A (en) | 1959-10-28 | 1959-10-28 | New pentafluorobenzene derivatives and processes for their manufacture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3657659A GB901880A (en) | 1959-10-28 | 1959-10-28 | New pentafluorobenzene derivatives and processes for their manufacture |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB901880A true GB901880A (en) | 1962-07-25 |
Family
ID=10389397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3657659A Expired GB901880A (en) | 1959-10-28 | 1959-10-28 | New pentafluorobenzene derivatives and processes for their manufacture |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB901880A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0394644A2 (en) * | 1989-03-21 | 1990-10-31 | Bayer Ag | Halobenzene derivatives |
| EP0834513A2 (en) * | 1996-10-07 | 1998-04-08 | American Cyanamid Company | Pentafluorophenylazolopyrimidines |
| EP1721522A2 (en) * | 1996-04-02 | 2006-11-15 | Bayer CropScience AG | Substituted phenylketo-enoles as biocides and herbicides |
-
1959
- 1959-10-28 GB GB3657659A patent/GB901880A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0394644A2 (en) * | 1989-03-21 | 1990-10-31 | Bayer Ag | Halobenzene derivatives |
| EP0394644A3 (en) * | 1989-03-21 | 1991-01-16 | Bayer Ag | Halobenzene derivatives |
| EP1721522A2 (en) * | 1996-04-02 | 2006-11-15 | Bayer CropScience AG | Substituted phenylketo-enoles as biocides and herbicides |
| EP1721522A3 (en) * | 1996-04-02 | 2007-01-03 | Bayer CropScience AG | Substituted phenylketo-enoles as biocides and herbicides |
| EP0834513A2 (en) * | 1996-10-07 | 1998-04-08 | American Cyanamid Company | Pentafluorophenylazolopyrimidines |
| EP0834513A3 (en) * | 1996-10-07 | 1998-06-03 | American Cyanamid Company | Pentafluorophenylazolopyrimidines |
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