GB1440306A - Preparation of 5-methyl-2-nitrophenol - Google Patents
Preparation of 5-methyl-2-nitrophenolInfo
- Publication number
- GB1440306A GB1440306A GB442875A GB442875A GB1440306A GB 1440306 A GB1440306 A GB 1440306A GB 442875 A GB442875 A GB 442875A GB 442875 A GB442875 A GB 442875A GB 1440306 A GB1440306 A GB 1440306A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrophenol
- methyl
- preparation
- tri
- sulpho
- 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
- NQXUSSVLFOBRSE-UHFFFAOYSA-N 5-methyl-2-nitrophenol Chemical compound CC1=CC=C([N+]([O-])=O)C(O)=C1 NQXUSSVLFOBRSE-UHFFFAOYSA-N 0.000 title abstract 4
- 238000002360 preparation method Methods 0.000 title abstract 2
- QIORDSKCCHRSSD-UHFFFAOYSA-N 3-methyl-2-nitrophenol Chemical compound CC1=CC=CC(O)=C1[N+]([O-])=O QIORDSKCCHRSSD-UHFFFAOYSA-N 0.000 abstract 1
- PZOUGHFKJOXOLL-UHFFFAOYSA-N 4-bis(3-methyl-4-sulfophenoxy)phosphoryloxy-2-methylbenzenesulfonic acid Chemical compound P(=O)(OC1=CC(=C(C=C1)S(=O)(=O)O)C)(OC1=CC(=C(C=C1)S(=O)(=O)O)C)OC1=CC(=C(C=C1)S(=O)(=O)O)C PZOUGHFKJOXOLL-UHFFFAOYSA-N 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 238000001256 steam distillation Methods 0.000 abstract 1
- RMLPZKRPSQVRAB-UHFFFAOYSA-N tris(3-methylphenyl) phosphate Chemical compound CC1=CC=CC(OP(=O)(OC=2C=C(C)C=CC=2)OC=2C=C(C)C=CC=2)=C1 RMLPZKRPSQVRAB-UHFFFAOYSA-N 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 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
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Tri-m-cresyl phosphate is sulphonated. The resulting tri(p-sulpho-m-cresyl) phosphate is nitrated to give the corresponding o-nitro-p-sulpho compound. The latter is hydrolysed. To remove 3-methyl-2-nitrophenol, which has been formed as a by-product, the crude 5-methyl-2-nitrophenol can be subjected to steam distillation. 5-Methyl-2-nitrophenol can be removed in high purity by washing the resulting distillate with an aqueous alkaline solution. 5-methyl-2-nitrophenol can be used for the preparation of outstanding herbicides.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/641,585 US4034050A (en) | 1975-01-13 | 1975-12-17 | Preparation of 5-methyl-2-nitrophenol |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1468874A JPS50106931A (en) | 1974-02-04 | 1974-02-04 | |
| JP2657374A JPS5234611B2 (en) | 1974-03-06 | 1974-03-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1440306A true GB1440306A (en) | 1976-06-23 |
Family
ID=26350698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB442875A Expired GB1440306A (en) | 1974-02-04 | 1975-01-31 | Preparation of 5-methyl-2-nitrophenol |
Country Status (8)
| Country | Link |
|---|---|
| CA (1) | CA1030557A (en) |
| CH (1) | CH614187A5 (en) |
| DE (1) | DE2504592B2 (en) |
| DK (1) | DK36075A (en) |
| FR (1) | FR2259811B1 (en) |
| GB (1) | GB1440306A (en) |
| IT (1) | IT1027448B (en) |
| NL (1) | NL155822B (en) |
-
1975
- 1975-01-31 GB GB442875A patent/GB1440306A/en not_active Expired
- 1975-02-03 IT IT6727075A patent/IT1027448B/en active
- 1975-02-03 CH CH124075A patent/CH614187A5/en not_active IP Right Cessation
- 1975-02-03 FR FR7503304A patent/FR2259811B1/fr not_active Expired
- 1975-02-03 DK DK36075A patent/DK36075A/da unknown
- 1975-02-04 DE DE19752504592 patent/DE2504592B2/en active Granted
- 1975-02-04 CA CA219,387A patent/CA1030557A/en not_active Expired
- 1975-02-04 NL NL7501314A patent/NL155822B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| NL155822B (en) | 1978-02-15 |
| FR2259811B1 (en) | 1977-04-15 |
| CH614187A5 (en) | 1979-11-15 |
| FR2259811A1 (en) | 1975-08-29 |
| CA1030557A (en) | 1978-05-02 |
| DE2504592B2 (en) | 1976-10-28 |
| DK36075A (en) | 1975-10-06 |
| NL7501314A (en) | 1975-08-06 |
| DE2504592A1 (en) | 1975-08-07 |
| IT1027448B (en) | 1978-11-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |