GB893270A - Separating conjugated aliphatic dienes from mono-olefinic compounds - Google Patents
Separating conjugated aliphatic dienes from mono-olefinic compoundsInfo
- Publication number
- GB893270A GB893270A GB1062/60A GB106260A GB893270A GB 893270 A GB893270 A GB 893270A GB 1062/60 A GB1062/60 A GB 1062/60A GB 106260 A GB106260 A GB 106260A GB 893270 A GB893270 A GB 893270A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mono
- diborane
- organoborane
- olefine
- nitro
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 4
- -1 aliphatic dienes Chemical class 0.000 title abstract 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 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 abstract 1
- XOBKSJJDNFUZPF-UHFFFAOYSA-N Methoxyethane Chemical compound CCOC XOBKSJJDNFUZPF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 150000001993 dienes Chemical class 0.000 abstract 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 125000001475 halogen functional group Chemical group 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003568 thioethers Chemical class 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/14858—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound with inorganic compounds not provided for before
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Conjugated aliphatic dienes are separated from mono-olefinic compounds by contacting a liquid mixture containing them with diborane, which reacts selectively with the mono-olefinic compound, and separating the diene from the organoborane formed. Separation may be effected by distillation, if desired the organoborane being oxidised to form organiborate esters and possibly also hydrolysed to the corresponding alcohols. The unsaturated compounds may be hydrocarbons or substituted with groups not attacked by the diborane, e.g. nitro, halo, ether oxygen, acid chloride or carboxylic acid ester groups, and may contain up to 30 carbon atoms. The reaction may be effected at -30 DEG C. to 150 DEG C. at 1-50 atmospheres using 0.25-1.25 equivalent of diborane based on mono-olefine (1 mole diborane is equivalent to 6 moles of mono-olefine). The diborane may be formed in situ. Preferably an open chain or cyclic, saturated ether is present in small amounts or as a diluent, e.g. tetrahydrofuran or the dimethyl or methyl ethyl ether of diethylene glycol; other diluents may be used, e.g. paraffinic or aromatic hydrocarbons or their nitro- or halogeno-derivatives, thioethers, and tertiary amines.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US893270XA | 1959-11-06 | 1959-11-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB893270A true GB893270A (en) | 1962-04-04 |
Family
ID=22217045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1062/60A Expired GB893270A (en) | 1959-11-06 | 1960-01-12 | Separating conjugated aliphatic dienes from mono-olefinic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB893270A (en) |
-
1960
- 1960-01-12 GB GB1062/60A patent/GB893270A/en not_active Expired
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