GB747824A - Manufacture of organic compounds containing halogen and phosphorus - Google Patents
Manufacture of organic compounds containing halogen and phosphorusInfo
- Publication number
- GB747824A GB747824A GB23484/52A GB2348452A GB747824A GB 747824 A GB747824 A GB 747824A GB 23484/52 A GB23484/52 A GB 23484/52A GB 2348452 A GB2348452 A GB 2348452A GB 747824 A GB747824 A GB 747824A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trichlor
- formula
- halogen
- compounds
- alkyl
- 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
- 229910052736 halogen Inorganic materials 0.000 title abstract 2
- 150000002367 halogens Chemical class 0.000 title abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000002894 organic compounds Chemical class 0.000 title 1
- 229910052698 phosphorus Inorganic materials 0.000 title 1
- 239000011574 phosphorus Substances 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 9
- 150000001875 compounds Chemical class 0.000 abstract 6
- -1 R4 is H Inorganic materials 0.000 abstract 3
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- SJMLNDPIJZBEKY-UHFFFAOYSA-N ethyl 2,2,2-trichloroacetate Chemical compound CCOC(=O)C(Cl)(Cl)Cl SJMLNDPIJZBEKY-UHFFFAOYSA-N 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- DJWVKJAGMVZYFP-UHFFFAOYSA-N 1,1,3,3-tetrachloropropan-2-one Chemical compound ClC(Cl)C(=O)C(Cl)Cl DJWVKJAGMVZYFP-UHFFFAOYSA-N 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- YTGSYRVSBPFKMQ-UHFFFAOYSA-N 2,2,2-tribromoacetaldehyde Chemical compound BrC(Br)(Br)C=O YTGSYRVSBPFKMQ-UHFFFAOYSA-N 0.000 abstract 1
- NWQWQKUXRJYXFH-UHFFFAOYSA-N 2,2-Dichloroacetaldehyde Chemical compound ClC(Cl)C=O NWQWQKUXRJYXFH-UHFFFAOYSA-N 0.000 abstract 1
- DOJXGHGHTWFZHK-UHFFFAOYSA-N Hexachloroacetone Chemical compound ClC(Cl)(Cl)C(=O)C(Cl)(Cl)Cl DOJXGHGHTWFZHK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001728 carbonyl compounds Chemical class 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000004079 stearyl 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])C([H])([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])C([H])([H])[H] 0.000 abstract 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 abstract 1
- 229960004319 trichloroacetic acid 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/44—Amides thereof
- C07F9/4403—Amides thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4407—Amides of acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of formula <FORM:0747824/IV(a)/1> where R1 and R2 are alkyl or halogen-alkyl groups, X and Y are -NH-, >NR2 or >NR1, R1 and R2 being as above, Z is O or S, R4 is H, halogen or as R1, R5 is H, an alkyl or halogen-alkyl group, an aryl residue or -OR1, SR1, NH2, -NHR1 or -NR1R1, R1 being as above. These compounds may be made by reacting a compound of formula <FORM:0747824/IV(a)/2> where R1, R2, X, Y and Z are as above and R3 is as R1, with a compound of formula <FORM:0747824/IV(a)/3> where R4 and R5 are as above to split out a compound of formula Hal-R3. Representative of values specified for R1, R2 and R3 are methyl, isopropyl, 2-butyl-octyl, octadecyl and 2-chlorethyl groups. Representative of specified carbonyl compounds used as startingmaterial are dichloracetaldehyde, bromal, chloral, 1,1-dichlor-, 1,1,3-trichlor-, 1,1,3,3-tetrachlor-, pentachlor- and hexachlor-acetone, o -trichlor-, 4-chloro-o -trichlor- and 4-methyl-o -trichlor-acetophenone, ethyl trichloracetate and trichlorthioacetate and trichloracetic acid dimethylamide. The reactants react in equimolecular proportions irrespective of the quantities present. Inert solvents, e.g. benzene and dioxane may be present. Advantageously the reaction is finished by heating to 50-120 DEG C. The compounds are penticides. In examples: (1) chloral is reacted with [(C2H5)2N]2 POC2H5 in benzene solution and with initial cooling to yield [(C2H5)2N]2POCCl2.CHO, it bein stated that 1,1,3,3-tetrachloracetone may be used instead of chloral and in (2) ethyl trichloracetate is added to [(C2H5)2N]2 POC2H5 in benzene solution as in (1) to yield [(C2H5)2N]2 POCCl2COOC2H5.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH747824X | 1951-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB747824A true GB747824A (en) | 1956-04-18 |
Family
ID=4533631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23484/52A Expired GB747824A (en) | 1951-09-25 | 1952-09-18 | Manufacture of organic compounds containing halogen and phosphorus |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB747824A (en) |
-
1952
- 1952-09-18 GB GB23484/52A patent/GB747824A/en not_active Expired
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