ES8500208A1 - Production of acyl halides and carboxylic acids and esters therefrom - Google Patents
Production of acyl halides and carboxylic acids and esters therefromInfo
- Publication number
- ES8500208A1 ES8500208A1 ES523258A ES523258A ES8500208A1 ES 8500208 A1 ES8500208 A1 ES 8500208A1 ES 523258 A ES523258 A ES 523258A ES 523258 A ES523258 A ES 523258A ES 8500208 A1 ES8500208 A1 ES 8500208A1
- Authority
- ES
- Spain
- Prior art keywords
- acid
- organic compound
- carbon monoxide
- acyl
- production
- 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
- 150000001266 acyl halides Chemical class 0.000 title abstract 4
- 150000002148 esters Chemical class 0.000 title abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 title 1
- 150000002894 organic compounds Chemical class 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 3
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 3
- -1 acyl fluorides Chemical class 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- FSQOYWQCIXSBNP-UHFFFAOYSA-N 2-methylpropanoyl fluoride Chemical compound CC(C)C(F)=O FSQOYWQCIXSBNP-UHFFFAOYSA-N 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001265 acyl fluorides Chemical class 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 230000006315 carbonylation Effects 0.000 abstract 1
- 238000005810 carbonylation reaction Methods 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 239000012074 organic phase Substances 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/04—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a carbonylation process for a producing acyl halides, e.g. acyl fluorides, the carbon monoxide and anhydrous acid such as hydrogen fluoride are premixed to form a single liquid phase which is reacted in a second reactor with an organic compound, i.e. an ester or an olefin, e.g. propylene, to produce an acyl halide, e.g., isobutyryl fluoride. In the second reactor the temperature is 0- 90 DEG C and the pressure 34-340 bars. The mole ratio of anhydrous acid to organic compounds is 1-100 moles of anhydrous acid per mole of organic compound and the mole ratio of carbon monoxide to organic compound is 1 to 5 moles of carbon monoxide per mole of organic compound. The acyl halide product may be hydrolysed to form the corresponding carboxylic acid which may in turn be oxydehydrogenated in the organic phase to form the corresponding unsaturated acid, e.g., acrylic acid or methacrylic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28213081A | 1981-07-10 | 1981-07-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES523258A0 ES523258A0 (en) | 1984-10-01 |
| ES8500208A1 true ES8500208A1 (en) | 1984-10-01 |
Family
ID=23080232
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES513956A Granted ES513956A0 (en) | 1981-07-10 | 1982-06-04 | "PROCEDURE FOR THE CARBONILATION OF OLEPHINS AND ORGANIC ESTERS". |
| ES523258A Expired ES8500208A1 (en) | 1981-07-10 | 1983-06-01 | Production of acyl halides and carboxylic acids and esters therefrom |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES513956A Granted ES513956A0 (en) | 1981-07-10 | 1982-06-04 | "PROCEDURE FOR THE CARBONILATION OF OLEPHINS AND ORGANIC ESTERS". |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS6024089B2 (en) |
| KR (1) | KR850001912B1 (en) |
| AT (1) | AT392066B (en) |
| AU (1) | AU532911B1 (en) |
| BE (1) | BE893415A (en) |
| BR (1) | BR8203330A (en) |
| CA (1) | CA1192576A (en) |
| CH (1) | CH656608A5 (en) |
| DD (1) | DD207900A5 (en) |
| DE (1) | DE3221173C2 (en) |
| ES (2) | ES513956A0 (en) |
| FR (1) | FR2512811B1 (en) |
| GB (1) | GB2101591B (en) |
| IT (1) | IT1195931B (en) |
| NL (1) | NL187626C (en) |
| PL (1) | PL140231B1 (en) |
| RO (1) | RO83931B (en) |
| SE (1) | SE452609B (en) |
| ZA (1) | ZA823929B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0759531B2 (en) * | 1986-11-04 | 1995-06-28 | 三菱瓦斯化学株式会社 | Method for synthesizing isobutyryl fluoride |
| US5463095A (en) * | 1993-06-15 | 1995-10-31 | Mitsubishi Gas Chemical Company, Inc. | Process for the production of esters |
| BR102012020205A2 (en) * | 2012-08-13 | 2014-08-19 | Cesar Roque Ecker | MORTAR APPLICATOR |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE972291C (en) * | 1954-05-16 | 1959-07-02 | Studiengesellschaft Kohle Mbh | Process for the production of monocarboxylic acids from olefins, carbon monoxide and water |
| DE973077C (en) * | 1954-07-30 | 1959-11-26 | Studiengesellschaft Kohle Mbh | Process for the production of carboxylic acids from olefins and carbon oxide |
| DE1064941B (en) * | 1957-04-24 | 1959-09-10 | Studiengesellschaft Kohle Mbh | Process for the preparation of mixtures of saturated aliphatic or cycloaliphatic monocarboxylic acid alkyl esters |
| US3065242A (en) * | 1960-02-23 | 1962-11-20 | Du Pont | Production of acyl halides, carboxylic acids and lactones |
| GB942367A (en) * | 1961-04-29 | 1963-11-20 | Basf Ag | Continuous production of carboxylic acids from olefines, carbon monoxide and water |
| NL6816940A (en) * | 1967-11-28 | 1969-05-30 | ||
| BE755997A (en) * | 1969-09-11 | 1971-03-10 | Bp Chem Int Ltd | PRODUCTION OF DICARBOXYLIC ACIDS |
| DE2750719A1 (en) * | 1977-11-12 | 1979-05-17 | Roehm Gmbh | Isobutyric acid prepn. by boron tri:fluoride-catalysed carbonylation - of propylene, isopropanol, ether and/or ester deriv. in aliphatic carboxylic acid medium |
-
1982
- 1982-06-04 JP JP57096066A patent/JPS6024089B2/en not_active Expired
- 1982-06-04 ZA ZA823929A patent/ZA823929B/en unknown
- 1982-06-04 KR KR8202508A patent/KR850001912B1/en not_active Expired
- 1982-06-04 SE SE8203478A patent/SE452609B/en not_active IP Right Cessation
- 1982-06-04 GB GB08216302A patent/GB2101591B/en not_active Expired
- 1982-06-04 DE DE3221173A patent/DE3221173C2/en not_active Expired
- 1982-06-04 RO RO107796A patent/RO83931B/en unknown
- 1982-06-04 ES ES513956A patent/ES513956A0/en active Granted
- 1982-06-04 FR FR8209811A patent/FR2512811B1/en not_active Expired
- 1982-06-04 IT IT21709/82A patent/IT1195931B/en active
- 1982-06-04 CH CH3477/82A patent/CH656608A5/en not_active IP Right Cessation
- 1982-06-04 PL PL1982236785A patent/PL140231B1/en unknown
- 1982-06-04 BE BE0/208267A patent/BE893415A/en not_active IP Right Cessation
- 1982-06-04 DD DD82240468A patent/DD207900A5/en not_active IP Right Cessation
- 1982-06-04 NL NLAANVRAGE8202269,A patent/NL187626C/en not_active IP Right Cessation
- 1982-06-04 AU AU84608/82A patent/AU532911B1/en not_active Ceased
- 1982-06-04 CA CA000404491A patent/CA1192576A/en not_active Expired
- 1982-06-04 AT AT0217782A patent/AT392066B/en not_active IP Right Cessation
- 1982-06-07 BR BR8203330A patent/BR8203330A/en not_active IP Right Cessation
-
1983
- 1983-06-01 ES ES523258A patent/ES8500208A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE893415A (en) | 1982-10-01 |
| SE452609B (en) | 1987-12-07 |
| DE3221173C2 (en) | 1984-07-26 |
| PL140231B1 (en) | 1987-04-30 |
| KR840000464A (en) | 1984-02-22 |
| IT1195931B (en) | 1988-11-03 |
| NL187626C (en) | 1991-12-02 |
| FR2512811A1 (en) | 1983-03-18 |
| NL8202269A (en) | 1983-02-01 |
| ES523258A0 (en) | 1984-10-01 |
| GB2101591A (en) | 1983-01-19 |
| JPS6024089B2 (en) | 1985-06-11 |
| SE8203478L (en) | 1983-01-11 |
| AT392066B (en) | 1991-01-25 |
| AU532911B1 (en) | 1983-10-20 |
| ATA217782A (en) | 1990-07-15 |
| PL236785A1 (en) | 1983-02-14 |
| FR2512811B1 (en) | 1985-07-05 |
| ES8400376A1 (en) | 1983-10-16 |
| NL187626B (en) | 1991-07-01 |
| CA1192576A (en) | 1985-08-27 |
| KR850001912B1 (en) | 1985-12-31 |
| IT8221709A0 (en) | 1982-06-04 |
| ES513956A0 (en) | 1983-10-16 |
| DE3221173A1 (en) | 1983-01-27 |
| DD207900A5 (en) | 1984-03-21 |
| RO83931B (en) | 1984-05-30 |
| CH656608A5 (en) | 1986-07-15 |
| RO83931A (en) | 1984-04-12 |
| JPS5810535A (en) | 1983-01-21 |
| ZA823929B (en) | 1983-11-30 |
| BR8203330A (en) | 1983-05-24 |
| GB2101591B (en) | 1985-11-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19970303 |