DE1124029B - Verfahren zur Herstellung von Trichlornitromethan neben anderen Chlornitroderivaten des Methans - Google Patents
Verfahren zur Herstellung von Trichlornitromethan neben anderen Chlornitroderivaten des MethansInfo
- Publication number
- DE1124029B DE1124029B DEJ17535A DEJ0017535A DE1124029B DE 1124029 B DE1124029 B DE 1124029B DE J17535 A DEJ17535 A DE J17535A DE J0017535 A DEJ0017535 A DE J0017535A DE 1124029 B DE1124029 B DE 1124029B
- Authority
- DE
- Germany
- Prior art keywords
- nitric acid
- chlorine
- acetone
- acid
- derivatives
- 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
- LFHISGNCFUNFFM-UHFFFAOYSA-N chloropicrin Chemical compound [O-][N+](=O)C(Cl)(Cl)Cl LFHISGNCFUNFFM-UHFFFAOYSA-N 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 18
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims description 6
- 230000008569 process Effects 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 41
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 37
- 229910017604 nitric acid Inorganic materials 0.000 claims description 37
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 29
- 239000000460 chlorine Substances 0.000 claims description 29
- 229910052801 chlorine Inorganic materials 0.000 claims description 28
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 238000010521 absorption reaction Methods 0.000 claims description 3
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- CGKPGVZMSKVVOF-UHFFFAOYSA-N chloro(nitro)methane Chemical class [O-][N+](=O)CCl CGKPGVZMSKVVOF-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 235000010288 sodium nitrite Nutrition 0.000 description 5
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 238000011065 in-situ storage Methods 0.000 description 4
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 4
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 241000255925 Diptera Species 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000010517 secondary reaction Methods 0.000 description 3
- 238000001256 steam distillation Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- QZPSXPBJTPJTSZ-UHFFFAOYSA-N aqua regia Chemical compound Cl.O[N+]([O-])=O QZPSXPBJTPJTSZ-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 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
- 241001465754 Metazoa Species 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- 239000004157 Nitrosyl chloride Substances 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- HLKAUZMWJJIVBN-UHFFFAOYSA-N [N+](=O)([O-])C.[Cl] Chemical class [N+](=O)([O-])C.[Cl] HLKAUZMWJJIVBN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- -1 alkyl nitrite Chemical compound 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001804 chlorine Chemical class 0.000 description 1
- 229910001902 chlorine oxide Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- LYGJENNIWJXYER-BJUDXGSMSA-N nitromethane Chemical class [11CH3][N+]([O-])=O LYGJENNIWJXYER-BJUDXGSMSA-N 0.000 description 1
- 230000009935 nitrosation Effects 0.000 description 1
- 238000007034 nitrosation reaction Methods 0.000 description 1
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 description 1
- 235000019392 nitrosyl chloride Nutrition 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- 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
- C07C201/14—Preparation of nitro compounds by formation of nitro groups together with 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR784060A FR1315009A (fr) | 1959-01-15 | 1959-01-15 | Nouveau procédé de préparation des dérivés chloronitrés du méthane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1124029B true DE1124029B (de) | 1962-02-22 |
Family
ID=8710158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEJ17535A Pending DE1124029B (de) | 1959-01-15 | 1960-01-15 | Verfahren zur Herstellung von Trichlornitromethan neben anderen Chlornitroderivaten des Methans |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3069476A (en, 2012) |
| DE (1) | DE1124029B (en, 2012) |
| ES (1) | ES254969A1 (en, 2012) |
| FR (1) | FR1315009A (en, 2012) |
| GB (1) | GB886448A (en, 2012) |
| NL (1) | NL247307A (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USD292237S (en) | 1984-08-13 | 1987-10-06 | Panache Promotions (Proprietary) Limited | Wall-mounted hair dryer |
| US7617820B2 (en) * | 2004-06-15 | 2009-11-17 | Smart Parts, Inc. | Pneumatic paintball gun |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2181411A (en) * | 1938-02-10 | 1939-11-28 | Commercial Solvents Corp | Chlorination of nitromethane |
-
0
- NL NL247307D patent/NL247307A/xx unknown
-
1959
- 1959-01-15 FR FR784060A patent/FR1315009A/fr not_active Expired
-
1960
- 1960-01-11 US US1436A patent/US3069476A/en not_active Expired - Lifetime
- 1960-01-13 ES ES0254969A patent/ES254969A1/es not_active Expired
- 1960-01-15 DE DEJ17535A patent/DE1124029B/de active Pending
- 1960-01-15 GB GB1492/60A patent/GB886448A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1315009A (fr) | 1963-01-18 |
| ES254969A1 (es) | 1960-05-01 |
| NL247307A (en, 2012) | |
| US3069476A (en) | 1962-12-18 |
| GB886448A (en) | 1962-01-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2604277A1 (de) | Verfahren zur herstellung von 2,5- dichlor-p-xylol | |
| DE1124029B (de) | Verfahren zur Herstellung von Trichlornitromethan neben anderen Chlornitroderivaten des Methans | |
| CH506469A (de) | Verfahren zur Herstellung von Vinylestern | |
| DE2636877A1 (de) | Verfahren zur herstellung von gereinigter terephthalsaeure | |
| DE2527289A1 (de) | Verfahren zur herstellung von alkylacetophenonen | |
| DE2713262B2 (de) | Verfahren zur Herstellung von Nitrobenzol | |
| DE1959621C3 (de) | Verfahren zur Gewinnung von Adipinsäure aus 6-Hydroperoxyhexansäure | |
| DE2059791C3 (de) | Verfahren zur Verbesserung der Farbstabilität von Benzoesäure | |
| DE3326436C2 (en, 2012) | ||
| DE3812175A1 (de) | Verfahren zur herstellung von carbonsaeurehalogeniden | |
| DE2039609B2 (de) | Verfahren zur Herstellung von Alkylni traten | |
| DE2756235A1 (de) | Verfahren zur herstellung von benzotrifluorid und seinen derivaten | |
| DE2645246A1 (de) | Verfahren zur herstellung von reinem chromdioxid | |
| EP0212217B1 (de) | Verfahren zur Stabilisierung von sauren Waschwässern | |
| EP0014835B1 (de) | Bis-(brom- und chlor-substituiertes propenyl)-äther, Verfahren zu seiner Herstellung und seine Verwendung bei der Herstellung von Trichloracrolein | |
| DE1568061C3 (de) | Verfahren zur Herstellung eines Gemisches von tert.-Butylalkohol und tert.-Butylhydroperoxid durch Oxydation von Isobutan in flüssiger Phase | |
| DE1468496C (de) | Verfahren zur Herstellung von Carba midsaurenaphtholestern | |
| EP0671381A1 (de) | Verfahren zur Herstellung von 2-Nitrobenzaldehyden | |
| DE2308069C3 (de) | Verfahren zur Herstellung von Phosphoroxybromid | |
| DE1262993B (de) | Verfahren zur Herstellung von Benzoesaeure | |
| EP0291805B1 (de) | Verfahren zur Herstellung von p-Hydroxymethylbenzaldehyd | |
| EP0082210A1 (de) | Verfahren zum selektiven Lösen von Molybdän in Gegenwart von Wolfram | |
| DE2107813B (de) | Verfahren zur Herstellung von gesättigten Monoketonen | |
| DE2540899A1 (de) | Verfahren zur herstellung von m-nitrobenzoesaeure | |
| DD139569A5 (de) | Verfahren zur abtrennung von chlorcyan aus gasgemischen |