CA1310018C - Process for cleaving aliphatic ether compounds - Google Patents
Process for cleaving aliphatic ether compoundsInfo
- Publication number
- CA1310018C CA1310018C CA000564006A CA564006A CA1310018C CA 1310018 C CA1310018 C CA 1310018C CA 000564006 A CA000564006 A CA 000564006A CA 564006 A CA564006 A CA 564006A CA 1310018 C CA1310018 C CA 1310018C
- Authority
- CA
- Canada
- Prior art keywords
- acid
- ether
- oxybis
- halogen atom
- cleaved
- 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 - Fee Related
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract 16
- 238000000034 method Methods 0.000 claims abstract 12
- -1 Aliphatic ether compounds Chemical class 0.000 claims abstract 10
- 239000002253 acid Substances 0.000 claims abstract 8
- 150000004820 halides Chemical class 0.000 claims abstract 8
- 125000005843 halogen group Chemical group 0.000 claims abstract 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract 4
- 150000002148 esters Chemical class 0.000 claims abstract 3
- 239000011968 lewis acid catalyst Substances 0.000 claims abstract 2
- 125000001931 aliphatic group Chemical group 0.000 claims 4
- 229910052783 alkali metal Inorganic materials 0.000 claims 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 3
- QCFYJCYNJLBDRT-UHFFFAOYSA-N Bis(2-chloro-1-methylethyl)ether Chemical compound ClCC(C)OC(C)CCl QCFYJCYNJLBDRT-UHFFFAOYSA-N 0.000 claims 2
- FXXACINHVKSMDR-UHFFFAOYSA-N acetyl bromide Chemical compound CC(Br)=O FXXACINHVKSMDR-UHFFFAOYSA-N 0.000 claims 2
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims 2
- 239000012346 acetyl chloride Substances 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 230000000875 corresponding effect Effects 0.000 claims 2
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 claims 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 150000005690 diesters Chemical class 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3712610.5 | 1987-04-14 | ||
| DE19873712610 DE3712610A1 (de) | 1987-04-14 | 1987-04-14 | Verfahren zum spalten von aliphatischen aetherverbindungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1310018C true CA1310018C (en) | 1992-11-10 |
Family
ID=6325586
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000564006A Expired - Fee Related CA1310018C (en) | 1987-04-14 | 1988-04-13 | Process for cleaving aliphatic ether compounds |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0287007B1 (en, 2012) |
| JP (1) | JPS6425736A (en, 2012) |
| AT (1) | ATE71931T1 (en, 2012) |
| BR (1) | BR8801772A (en, 2012) |
| CA (1) | CA1310018C (en, 2012) |
| DE (2) | DE3712610A1 (en, 2012) |
| ES (1) | ES2038231T3 (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5378797A (en) * | 1992-10-22 | 1995-01-03 | Shell Oil Company | Process for preparing aliphatic polyesters |
| JP4510312B2 (ja) * | 2001-03-14 | 2010-07-21 | 独立行政法人科学技術振興機構 | エーテル化合物の分解方法 |
| CN106795072A (zh) * | 2014-09-16 | 2017-05-31 | 陶氏环球技术有限责任公司 | 氢化二氯异丙醚的方法 |
| JP7379146B2 (ja) * | 2019-12-25 | 2023-11-14 | 信越化学工業株式会社 | 末端三重結合を有するアルコキシメチル＝アルキニル＝エーテル化合物の製造方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2190907A (en) * | 1937-08-28 | 1940-02-20 | Dow Chemical Co | Reaction products of di-chloro-dioxane and the halo-organic acids |
| US3455996A (en) * | 1966-03-17 | 1969-07-15 | Wyandotte Chemicals Corp | Process for preparing acrylic esters of trichloropropylene glycol |
| US4298758A (en) * | 1980-02-11 | 1981-11-03 | The Dow Chemical Company | Process for the production of propylene glycol esters from chloropropyl ethers |
-
1987
- 1987-04-14 DE DE19873712610 patent/DE3712610A1/de active Granted
-
1988
- 1988-04-11 EP EP88105708A patent/EP0287007B1/en not_active Expired - Lifetime
- 1988-04-11 DE DE8888105708T patent/DE3867886D1/de not_active Expired - Fee Related
- 1988-04-11 AT AT88105708T patent/ATE71931T1/de not_active IP Right Cessation
- 1988-04-11 ES ES198888105708T patent/ES2038231T3/es not_active Expired - Lifetime
- 1988-04-13 BR BR8801772A patent/BR8801772A/pt not_active Application Discontinuation
- 1988-04-13 CA CA000564006A patent/CA1310018C/en not_active Expired - Fee Related
- 1988-04-14 JP JP63090438A patent/JPS6425736A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BR8801772A (pt) | 1988-11-16 |
| ES2038231T3 (es) | 1993-07-16 |
| EP0287007B1 (en) | 1992-01-22 |
| DE3867886D1 (de) | 1992-03-05 |
| DE3712610C2 (en, 2012) | 1990-02-22 |
| JPS6425736A (en) | 1989-01-27 |
| EP0287007A2 (en) | 1988-10-19 |
| ATE71931T1 (de) | 1992-02-15 |
| EP0287007A3 (en) | 1989-07-19 |
| DE3712610A1 (de) | 1988-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKLA | Lapsed |