DE2743924C3 - Verfahren zur Herstellung von Butendioldiacetat - Google Patents
Verfahren zur Herstellung von ButendioldiacetatInfo
- Publication number
- DE2743924C3 DE2743924C3 DE2743924A DE2743924A DE2743924C3 DE 2743924 C3 DE2743924 C3 DE 2743924C3 DE 2743924 A DE2743924 A DE 2743924A DE 2743924 A DE2743924 A DE 2743924A DE 2743924 C3 DE2743924 C3 DE 2743924C3
- Authority
- DE
- Germany
- Prior art keywords
- butenediol
- production
- diacetate
- oxygen
- butenediol diacetate
- 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 claims description 12
- LMNKSQUFMGNXAW-UHFFFAOYSA-N 1-acetyloxybut-1-enyl acetate Chemical compound CCC=C(OC(C)=O)OC(C)=O LMNKSQUFMGNXAW-UHFFFAOYSA-N 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 239000011630 iodine Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910001619 alkaline earth metal iodide Inorganic materials 0.000 claims 1
- 229910001882 dioxygen Inorganic materials 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000002140 halogenating effect Effects 0.000 description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- VIRPYONDKXQHHU-UHFFFAOYSA-N 4-acetyloxybut-3-enyl acetate Chemical compound CC(=O)OCCC=COC(C)=O VIRPYONDKXQHHU-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 229910001640 calcium iodide Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- -1 diol acetate Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- YOUHVVBPILYPKM-NSCUHMNNSA-N (e)-but-2-ene-1,1-diol Chemical compound C\C=C\C(O)O YOUHVVBPILYPKM-NSCUHMNNSA-N 0.000 description 1
- KUDQSWWPCLAILS-UHFFFAOYSA-N 2-acetyloxybut-1-enyl acetate Chemical compound CC(=O)OC(CC)=COC(C)=O KUDQSWWPCLAILS-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- UNMYWSMUMWPJLR-UHFFFAOYSA-L Calcium iodide Chemical compound [Ca+2].[I-].[I-] UNMYWSMUMWPJLR-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- ODWXUNBKCRECNW-UHFFFAOYSA-M bromocopper(1+) Chemical compound Br[Cu+] ODWXUNBKCRECNW-UHFFFAOYSA-M 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229940046413 calcium iodide Drugs 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
- 229910001641 magnesium iodide Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Inorganic materials [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT27824/76A IT1068253B (it) | 1976-09-30 | 1976-09-30 | Processo per la preparazione di diesteri insaturi |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2743924A1 DE2743924A1 (de) | 1978-04-06 |
| DE2743924B2 DE2743924B2 (de) | 1979-12-13 |
| DE2743924C3 true DE2743924C3 (de) | 1980-07-24 |
Family
ID=11222403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2743924A Expired DE2743924C3 (de) | 1976-09-30 | 1977-09-29 | Verfahren zur Herstellung von Butendioldiacetat |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5344515A (https=) |
| BE (1) | BE859270A (https=) |
| CH (1) | CH626599A5 (https=) |
| DE (1) | DE2743924C3 (https=) |
| DK (1) | DK431577A (https=) |
| FR (1) | FR2366256A1 (https=) |
| GB (1) | GB1550709A (https=) |
| IT (1) | IT1068253B (https=) |
| LU (1) | LU78195A1 (https=) |
| NO (1) | NO147272C (https=) |
| SE (1) | SE7710864L (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2847068A1 (de) * | 1978-10-28 | 1980-05-08 | Basf Ag | Verfahren zur herstellung von butendioldiacetaten und von butandiol |
| DE3101002A1 (de) * | 1981-01-15 | 1982-08-05 | Basf Ag, 6700 Ludwigshafen | Diacyloxyalkadiene und ihre herstellung |
-
1976
- 1976-09-30 IT IT27824/76A patent/IT1068253B/it active
-
1977
- 1977-08-08 GB GB33221/77A patent/GB1550709A/en not_active Expired
- 1977-09-13 CH CH1117877A patent/CH626599A5/it not_active IP Right Cessation
- 1977-09-16 JP JP11062077A patent/JPS5344515A/ja active Pending
- 1977-09-21 FR FR7728514A patent/FR2366256A1/fr active Granted
- 1977-09-28 SE SE7710864A patent/SE7710864L/xx not_active Application Discontinuation
- 1977-09-28 LU LU78195A patent/LU78195A1/xx unknown
- 1977-09-28 NO NO773326A patent/NO147272C/no unknown
- 1977-09-29 DE DE2743924A patent/DE2743924C3/de not_active Expired
- 1977-09-29 DK DK431577A patent/DK431577A/da not_active Application Discontinuation
- 1977-09-30 BE BE181368A patent/BE859270A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2743924B2 (de) | 1979-12-13 |
| LU78195A1 (https=) | 1978-01-23 |
| DK431577A (da) | 1978-03-31 |
| FR2366256A1 (fr) | 1978-04-28 |
| IT1068253B (it) | 1985-03-21 |
| NO147272C (no) | 1983-03-09 |
| CH626599A5 (en) | 1981-11-30 |
| FR2366256B1 (https=) | 1982-10-22 |
| NO147272B (no) | 1982-11-29 |
| NO773326L (no) | 1978-03-31 |
| SE7710864L (sv) | 1978-03-31 |
| GB1550709A (en) | 1979-08-15 |
| BE859270A (fr) | 1978-03-30 |
| DE2743924A1 (de) | 1978-04-06 |
| JPS5344515A (en) | 1978-04-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69007418T2 (de) | Octadienyläther und verfahren zur herstellung von octadienyläthern. | |
| DE2743924C3 (de) | Verfahren zur Herstellung von Butendioldiacetat | |
| DE1191366B (de) | Verfahren zur Herstellung von Estern von Carbonsäuren mit ungesättigten Alkoholen | |
| DE2635174A1 (de) | Verfahren zur herstellung von butandiol und/oder butendiol | |
| DE2164567B2 (de) | Verfahren zur Herstellung von Perfluoralkyljodiden | |
| DE962073C (de) | Verfahren zur Herstellung von 1, 2-Epoxycyclooktan | |
| DE2031900C3 (de) | Verfahren zur Herstellung von Isopren | |
| DE2105014B2 (de) | Verfahren zur herstellung von 2,5dimethyl-2,3-dihydrofuran-4-oxy-3-on | |
| DE3712610C2 (https=) | ||
| DE2756235C2 (de) | Verfahren zur Herstellung von gegebenenfalls substituiertem Benzotrifluorid | |
| EP1028103A1 (de) | Verfahren zur Herstellung von 2,3,5-Trimethylhydrochinondiestern | |
| DE1948787C3 (de) | Verfahren zur Herstellung von Glykol-(carbonsäure)-diestern | |
| DE60219036T2 (de) | Einstufiges verfahren zur herstellung von dicarbonsäuren | |
| DE1168408B (de) | Verfahren zur Herstellung von ª‰-Methylmercaptopropionaldehyd | |
| DE1161881B (de) | Verfahren zur Herstellung von 1, 2-Epoxycyclododecadien-(5, 9) | |
| AT235821B (de) | Verfahren zur Herstellung von Dekandikarbonsäure | |
| DE1518677C (https=) | ||
| DE1127888B (de) | Verfahren zur Herstellung von Vinylestern hoeherer Carbonsaeuren | |
| DE3237605C2 (https=) | ||
| DE1518668C (de) | Verfahren zur Herstellung von substituierten Carbonsauren | |
| DE875193C (de) | Verfahren zur Herstellung organischer sauerstoffhaltiger Verbindungen | |
| DE1268129B (de) | Verfahren zur Herstellung von Carbonsaeuren | |
| DE1212557B (de) | Verfahren zur Herstellung von 2, 6-Dioxy-9-oxabicyclo-[3, 3, 1]-nonan | |
| CH250658A (de) | Verfahren zur Darstellung eines Kondensationsproduktes. | |
| DE2032135B2 (de) | Verfahren zur Herstellung von 2-Halogenäthylphosphonyldihalogeniden |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAP | Request for examination filed | ||
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |