DE2719528C3 - Verfahren zur Herstellung von Pentachlornitrobenzol - Google Patents
Verfahren zur Herstellung von PentachlornitrobenzolInfo
- Publication number
- DE2719528C3 DE2719528C3 DE2719528A DE2719528A DE2719528C3 DE 2719528 C3 DE2719528 C3 DE 2719528C3 DE 2719528 A DE2719528 A DE 2719528A DE 2719528 A DE2719528 A DE 2719528A DE 2719528 C3 DE2719528 C3 DE 2719528C3
- Authority
- DE
- Germany
- Prior art keywords
- temperature
- nitric acid
- acid
- pentachlorobenzene
- pentachloronitrobenzene
- 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
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 title claims description 25
- 238000000034 method Methods 0.000 title claims description 22
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 38
- 229910017604 nitric acid Inorganic materials 0.000 claims description 37
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 claims description 33
- CEOCDNVZRAIOQZ-UHFFFAOYSA-N pentachlorobenzene Chemical compound ClC1=CC(Cl)=C(Cl)C(Cl)=C1Cl CEOCDNVZRAIOQZ-UHFFFAOYSA-N 0.000 claims description 28
- 239000002253 acid Substances 0.000 claims description 27
- 230000000802 nitrating effect Effects 0.000 claims description 26
- 239000011541 reaction mixture Substances 0.000 claims description 26
- 238000002844 melting Methods 0.000 claims description 18
- 230000008018 melting Effects 0.000 claims description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 16
- 239000002002 slurry Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000000155 melt Substances 0.000 claims description 5
- 230000003247 decreasing effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 27
- 238000010438 heat treatment Methods 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 10
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 230000015556 catabolic process Effects 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 238000006396 nitration reaction Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- GBDZXPJXOMHESU-UHFFFAOYSA-N 1,2,3,4-tetrachlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1Cl GBDZXPJXOMHESU-UHFFFAOYSA-N 0.000 description 1
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- 241001465180 Botrytis Species 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 241001361634 Rhizoctonia Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000003756 stirring 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
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/683,437 US4026955A (en) | 1976-05-04 | 1976-05-04 | Preparation of pentachloronitrobenzene |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2719528A1 DE2719528A1 (de) | 1977-11-24 |
| DE2719528B2 DE2719528B2 (de) | 1980-04-03 |
| DE2719528C3 true DE2719528C3 (de) | 1980-11-20 |
Family
ID=24744043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2719528A Expired DE2719528C3 (de) | 1976-05-04 | 1977-05-02 | Verfahren zur Herstellung von Pentachlornitrobenzol |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4026955A (enExample) |
| JP (1) | JPS52142023A (enExample) |
| DE (1) | DE2719528C3 (enExample) |
| FR (1) | FR2350327A1 (enExample) |
| MX (1) | MX4648E (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4057590A (en) * | 1977-01-24 | 1977-11-08 | Olin Corporation | Process for making pentachloronitrobenzene |
| US4138438A (en) * | 1977-08-22 | 1979-02-06 | Olin Corporation | Process for producing pentachloronitrobenzene |
| US4147732A (en) * | 1978-02-27 | 1979-04-03 | Olin Corporation | Process for producing pentachloro-nitrobenzene |
| US4454362A (en) * | 1982-11-26 | 1984-06-12 | Uniroyal, Inc. | Process for producing pentachloronitrobenzene |
| US4842696A (en) * | 1987-10-08 | 1989-06-27 | Quimica Organica De Mexico, S.A. De C.Y. | Purification of pentachloronitrobenzene by distillation |
| DE4216416C1 (enExample) * | 1992-05-18 | 1993-05-13 | Bayer Ag, 5090 Leverkusen, De | |
| US7199192B2 (en) | 2004-12-21 | 2007-04-03 | Callaway Golf Company | Golf ball |
| JP4743504B2 (ja) * | 2005-09-30 | 2011-08-10 | 株式会社吉野工業所 | 計量スプーン付き容器 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA711738A (en) * | 1965-06-15 | H. Hogeman Hubert | Process for the production of pentachloronitrobenzene | |
| CA620338A (en) * | 1958-05-01 | 1961-05-16 | E. Cooper-Smith Robert | Process for producing pentachloronitrobenzene |
| US3026358A (en) * | 1961-11-01 | 1962-03-20 | Olin Mathieson | Process for preparing penta-chloronitrobenzene |
| US3984487A (en) * | 1975-12-08 | 1976-10-05 | Texaco Development Corporation | Preparation of petachloronitrobenzene |
-
1976
- 1976-05-04 US US05/683,437 patent/US4026955A/en not_active Expired - Lifetime
-
1977
- 1977-05-02 MX MX775691U patent/MX4648E/es unknown
- 1977-05-02 JP JP5114677A patent/JPS52142023A/ja active Granted
- 1977-05-02 DE DE2719528A patent/DE2719528C3/de not_active Expired
- 1977-05-03 FR FR7713392A patent/FR2350327A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2350327B1 (enExample) | 1983-09-30 |
| US4026955A (en) | 1977-05-31 |
| JPS52142023A (en) | 1977-11-26 |
| MX4648E (es) | 1982-07-15 |
| DE2719528A1 (de) | 1977-11-24 |
| FR2350327A1 (fr) | 1977-12-02 |
| DE2719528B2 (de) | 1980-04-03 |
| JPS565382B2 (enExample) | 1981-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8328 | Change in the person/name/address of the agent |
Free format text: JUNG, E., DIPL.-CHEM. DR.PHIL. SCHIRDEWAHN, J., DIPL.-PHYS. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: UNIROYAL CHEMICAL CO., INC., MIDDLEBURY, CONN., US |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: JUNG, E., DIPL.-CHEM. DR.PHIL. SCHIRDEWAHN, J., DIPL.-PHYS. DR.RER.NAT. GERNHARDT, C., DIPL.-ING., PAT.-ANW., 8000 MUENCHEN |
|
| 8339 | Ceased/non-payment of the annual fee |