Synthesis of 2-methyl-4-nitrosophenol

Preparation of 2-methyl-4-nitrosophenol

Preparation of 2-methyl-4-nitrosophenol

Preparation of 2-methyl-4-nitrosophenol

In the large glass flask 54 g of o-cresol and 34.5 g of sodium nitrite are dissolved in 4 liters of ice-water. From the dropping funnel during 30-60 min period a solution 18.5 ml of concentrated sulfuric acid in 500 ml of water is added. During the addition of sulfuric acid the temperature is kept 5-10° C with constant stirring. When the reaction is complete it is left to stand in the cold for 2 hours. The brown solid is filtered and purified by dissolving in 10 % sodium carbonate solution and treating with activated carbon. The 2-methyl-4-nitrosophenol is filtered into an excess of dilute sulfuric acid yielding 40-45 g of 2-methyl-4-nitrosophenol as orange-brown scales melting at 134° C.

An advanced laboratory manual of organic chemistry, M. Heidelberger, 16-17, 1923

IUPAC Name

2-methyl-4-nitrosophenol

InChI

InChI=1S/C7H7NO2/c1-5-4-6(8-10)2-3-7(5)9/h2-4,9H,1H3

InChI Key

PMTVEXBJLIRTEJ-UHFFFAOYSA-N

Canonical SMILES

CC1=C(C=CC(=C1)N=O)O

Depositor-Supplied Synonyms

2-Methyl-4-nitrosophenol, Phenol, 2-methyl-4-nitroso-, 2-Methyl-p-benzoquinone 4-oxime, NSC677555, 13362-33-9, 6971-38-6, 2,5-Cyclohexadiene-1,4-dione, 2-methyl-, 4-oxime, 71643-74-8, NSC66508, 4-Nitroso-o-cresol, 2-methyl-4-nitroso-phenol, AC1L31BR, AC1Q6R2V, SCHEMBL639211, SCHEMBL3385146, CTK8D5585, MolPort-004-967-991, RHJFWUBYCHBQCZ-UHFFFAOYSA-N, EINECS 230-196-5, EINECS 236-429-7, 2-Methyl-1,4-benzoquinone-4-oxime, AR-1E3672, NSC 66508, NSC-66508, ZINC14590511, AKOS006275960, AKOS015945957, MCULE-7730584725, NSC-677555, LS-40372, AI3-24022, KB-231506, KB-231739, ST50458862

Removed Synonyms

CID81435

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