DE1568888A1 - Verfahren zur reduktiven Dimerisierung von organischen Verbindungen - Google Patents
Verfahren zur reduktiven Dimerisierung von organischen VerbindungenInfo
- Publication number
- DE1568888A1 DE1568888A1 DE19661568888 DE1568888A DE1568888A1 DE 1568888 A1 DE1568888 A1 DE 1568888A1 DE 19661568888 DE19661568888 DE 19661568888 DE 1568888 A DE1568888 A DE 1568888A DE 1568888 A1 DE1568888 A1 DE 1568888A1
- Authority
- DE
- Germany
- Prior art keywords
- terfahren
- analgaa
- parts
- acrylonitrile
- amalgam
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 9
- 238000006456 reductive dimerization reaction Methods 0.000 title description 4
- 150000002894 organic compounds Chemical class 0.000 title description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 10
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 239000012429 reaction media Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- 150000002825 nitriles Chemical class 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 210000003323 beak Anatomy 0.000 claims 1
- 230000008030 elimination Effects 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 claims 1
- 229910000497 Amalgam Inorganic materials 0.000 description 9
- 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 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 description 3
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- JJNZXLAFIPKXIG-UHFFFAOYSA-N 2-Chlorobenzylidenemalononitrile Chemical group ClC1=CC=CC=C1C=C(C#N)C#N JJNZXLAFIPKXIG-UHFFFAOYSA-N 0.000 description 1
- 241000592335 Agathis australis Species 0.000 description 1
- 241000272814 Anser sp. Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910001023 sodium amalgam Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B31/00—Reduction in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB4613065A GB1157446A (en) | 1965-11-01 | 1965-11-01 | Reductive Dimerisation of Organic Compounds |
GB4613066 | 1966-10-11 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1568888A1 true DE1568888A1 (de) | 1970-04-02 |
Family
ID=26265744
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19661568888 Pending DE1568888A1 (de) | 1965-11-01 | 1966-11-02 | Verfahren zur reduktiven Dimerisierung von organischen Verbindungen |
Country Status (6)
Country | Link |
---|---|
BE (1) | BE689113A (enrdf_load_html_response) |
CH (1) | CH478749A (enrdf_load_html_response) |
DE (1) | DE1568888A1 (enrdf_load_html_response) |
FR (1) | FR1501158A (enrdf_load_html_response) |
GB (1) | GB1157446A (enrdf_load_html_response) |
NL (1) | NL6615188A (enrdf_load_html_response) |
-
1965
- 1965-11-01 GB GB4613065A patent/GB1157446A/en not_active Expired
-
1966
- 1966-10-27 NL NL6615188A patent/NL6615188A/xx unknown
- 1966-10-28 FR FR82079A patent/FR1501158A/fr not_active Expired
- 1966-10-31 BE BE689113D patent/BE689113A/xx unknown
- 1966-10-31 CH CH1569366A patent/CH478749A/de not_active IP Right Cessation
- 1966-11-02 DE DE19661568888 patent/DE1568888A1/de active Pending
Also Published As
Publication number | Publication date |
---|---|
FR1501158A (fr) | 1967-11-10 |
CH478749A (de) | 1969-09-30 |
GB1157446A (en) | 1969-07-09 |
BE689113A (enrdf_load_html_response) | 1967-05-02 |
NL6615188A (enrdf_load_html_response) | 1967-05-02 |
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