GB767772A - Process for the production of phosphorus- and sulphur-containing organic compounds - Google Patents
Process for the production of phosphorus- and sulphur-containing organic compoundsInfo
- Publication number
- GB767772A GB767772A GB27610/54A GB2761054A GB767772A GB 767772 A GB767772 A GB 767772A GB 27610/54 A GB27610/54 A GB 27610/54A GB 2761054 A GB2761054 A GB 2761054A GB 767772 A GB767772 A GB 767772A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphines
- phosphine
- reaction
- phosphorus
- carried out
- 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
- QCJQWJKKTGJDCM-UHFFFAOYSA-N [P].[S] Chemical compound [P].[S] QCJQWJKKTGJDCM-UHFFFAOYSA-N 0.000 title abstract 2
- 150000002894 organic compounds Chemical class 0.000 title abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 8
- 150000003003 phosphines Chemical class 0.000 abstract 5
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 4
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 150000008053 sultones Chemical class 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 229910006069 SO3H Inorganic materials 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- -1 cyclic anhydrides Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- MHYFEEDKONKGEB-UHFFFAOYSA-N oxathiane 2,2-dioxide Chemical compound O=S1(=O)CCCCO1 MHYFEEDKONKGEB-UHFFFAOYSA-N 0.000 abstract 1
- 150000004714 phosphonium salts Chemical class 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 125000006413 ring segment Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
- 239000008096 xylene Substances 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
- C07F9/50—Organo-phosphines
- C07F9/5004—Acyclic saturated phosphines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
-
- 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
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5407—Acyclic saturated phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Phosphorus- and sulphur-containing organic compounds are obtained by reacting a phosphine with a sultone, the reaction being carried out in the presence of an acid combining agent, e.g. anhydrous sodium carbonate, when the phosphine is a primary or secondary phosphine. Specified sultones (cyclic anhydrides of organic hydroxy sulphonic acids preferably with 5 or 6 ring atoms) are propanesultone, butanesultone, isobutanesultone, tolylsultone and 1,8-naphthsultone. The phosphines are defined as those having the general formula R.PH2, (R)2PH, and (R)3P, in which R is an organic residue attached to the phosphorus atom by means of a carbon atom and which in the case of the secondary and tertiary phosphines may be the same or different residue. The reaction may be carried out in the presence of an inert organic solvent or diluent. In the case of the primary and secondary phosphines the products are phosphorus-containing sulphonic acids, e.g. from propane sultone and a phosphine (R)(R1).PH the product is (R)(R1).P.CH2.CH2.CH2. SO3H, whilst in the case of the tertiary phosphines the products are probably internal phosphonium salts. Specified phosphines are mono-, di- or tri-alkyl phosphines, mixed di- and tri-alkylarylphosphines, arylphosphines, and cycloalkylphosphines. Examples are given for the reaction of triphenylphosphine with propanesultone to form a crystalline product, the reaction being carried out by heating at 70-170 DEG C. in the absence of a solvent or by refluxing the reactants in xylene solution.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE767772X | 1953-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB767772A true GB767772A (en) | 1957-02-06 |
Family
ID=6673560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27610/54A Expired GB767772A (en) | 1953-09-25 | 1954-09-24 | Process for the production of phosphorus- and sulphur-containing organic compounds |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1108555A (en) |
| GB (1) | GB767772A (en) |
-
1954
- 1954-09-24 FR FR1108555D patent/FR1108555A/en not_active Expired
- 1954-09-24 GB GB27610/54A patent/GB767772A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1108555A (en) | 1956-01-16 |
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