HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → Phenol, 2,4-dichloro-3-methyl-6-nitro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 4-Chloro-3-methylphenol | HCID 1732 | — |
| Reactant | Benzenesulfonic acid, 3,5-dichloro-2-hydroxy-4-methyl- | HCID 3085507 | — |
| Reactant | 5-Chloro-2-hydroxy-4-methylbenzenesulfonic acid | HCID 11042323 | — |
| Product | Phenol, 2,4-dichloro-3-methyl-6-nitro- | HCID 170222 | — |
| Product | 5-Chloro-2-hydroxy-4-methylbenzenesulfonic acid | HCID 11042323 | — |
Reaction Steps
2-NITRO-4,6-DICHLORO-5-METHYLPHENOL IS PREPARED BY THE SULFONATION OF 4-CHLORO-5-METHYLPHENOL TO FORM 2-SULFO-4-CHLORO-5-METHYLPHENOL WHICH IS CHLORINATED TO 2-SULFO-4,6-DICHLORO-5-METHYLPHENOL WHICH IS IN TURN REACTED WITH NITRIC ACID TO FORM THE DESIRED PRODUCT. The sulfonation is carried out with concentrated sulfuric acid at elevated temperatures to form 2-sulfo-4-chloro-5-methylphenol. Thereafter the reaction mixture is diluted with water to a sulfuric acid content of 20-30%. The resulting 2-sulfo-4-chloro-5-methylphenol is chlorinated with chlorine at elevated temperature and normal or elevated pressures to form 2-sulfo-4,6-dichloro-5-methylphenol which is then reacted with nitric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04038328 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-8f514fe2b26543cfad44a0bd46bdb41c |
| Source note | uspto-grants-1977_07 |