GB1011115A - Process for the production of gem-dinitro alcohols and gem-dinitro alkanes and products obtained by the process - Google Patents
Process for the production of gem-dinitro alcohols and gem-dinitro alkanes and products obtained by the processInfo
- Publication number
- GB1011115A GB1011115A GB2542362A GB2542362A GB1011115A GB 1011115 A GB1011115 A GB 1011115A GB 2542362 A GB2542362 A GB 2542362A GB 2542362 A GB2542362 A GB 2542362A GB 1011115 A GB1011115 A GB 1011115A
- Authority
- GB
- United Kingdom
- Prior art keywords
- gem
- dinitro
- acid
- production
- alcohols
- 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 abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 239000012736 aqueous medium Substances 0.000 abstract 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 239000002002 slurry Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- IPLRZPREFHIGIB-UHFFFAOYSA-N 2,2-dinitropropan-1-ol Chemical compound OCC(C)([N+]([O-])=O)[N+]([O-])=O IPLRZPREFHIGIB-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal nitrite salt Chemical class 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B25/00—Compositions containing a nitrated organic compound
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the production of gem-dinitro-alcohols or gem-dinitro-alkanes comprises reacting a 1-halo-1-nitro-alkane with an alkali metal nitrite salt and a base in the presence of water to form a slurry, diluting the slurry with water to form a solution, extracting said solution with an organic solvent, reacting the aqueous layer obtained from said extraction step with (1) a mixture of an aldehyde and an acid, or (2) an acid alone to form in aqueous medium a product consisting of 2,2-dinitroalcohol or 1,1-dinitroalkane, respectively, extracting said aqueous medium with an organic solvent, and treating the solvent extract to remove the solvent. The acid is preferably a mineral acid and the aldehyde is preferably formaldehyde. Examples are given. In Example 3, the 2,2-dinitropropanol product is treated with methanolic potassium hydroxide to give potassium 1-nitro-1-ethanenitronate. The Specification also contains the subject-matter of Specifications 931,565, 999,066 and 1,011,116.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12779561A | 1961-07-31 | 1961-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1011115A true GB1011115A (en) | 1965-11-24 |
Family
ID=22431987
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4528564A Expired GB1011116A (en) | 1961-07-31 | 1962-07-03 | Process of producing a 1-halo-1-nitroalkane, and 1-halo-1-nitroalkanes produced by the process |
| GB2542362A Expired GB1011115A (en) | 1961-07-31 | 1962-07-03 | Process for the production of gem-dinitro alcohols and gem-dinitro alkanes and products obtained by the process |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4528564A Expired GB1011116A (en) | 1961-07-31 | 1962-07-03 | Process of producing a 1-halo-1-nitroalkane, and 1-halo-1-nitroalkanes produced by the process |
Country Status (3)
| Country | Link |
|---|---|
| DE (2) | DE1217939B (en) |
| GB (2) | GB1011116A (en) |
| SE (1) | SE347962B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4774366A (en) * | 1985-01-31 | 1988-09-27 | The United States Of America As Represented By The Secretary Of The Air Force | Synthesis of geminal dinitro compounds |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5180859A (en) * | 1992-07-07 | 1993-01-19 | Great Lakes Chemical Corporation | Process for the production and recovery of halonitroalkanes in high yield |
-
1962
- 1962-07-03 GB GB4528564A patent/GB1011116A/en not_active Expired
- 1962-07-03 GB GB2542362A patent/GB1011115A/en not_active Expired
- 1962-07-17 DE DEA40729A patent/DE1217939B/en active Pending
- 1962-07-17 DE DE19621518512 patent/DE1518512A1/en active Pending
-
1966
- 1966-04-04 SE SE04505/66A patent/SE347962B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4774366A (en) * | 1985-01-31 | 1988-09-27 | The United States Of America As Represented By The Secretary Of The Air Force | Synthesis of geminal dinitro compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| SE347962B (en) | 1972-08-21 |
| DE1217939B (en) | 1966-06-02 |
| DE1518512A1 (en) | 1969-02-20 |
| GB1011116A (en) | 1965-11-24 |
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