38253-19-9

Basic information

• Product Name: 2-(N-methylanilino)cyclohexanone
• Synonyms: 2-(N-methylanilino)cyclohexanone
• CAS NO: 38253-19-9
• Molecular Weight: 203.284
• Mol File: 38253-19-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(N-methylanilino)cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(N-methylanilino)cyclohexanone(38253-19-9)
• EPA Substance Registry System: 2-(N-methylanilino)cyclohexanone(38253-19-9)

Safety Data

• Hazardous Substances Data: 38253-19-9(Hazardous Substances Data)

Upstream product

• 100-61-8 N-methylaniline 
• 822-87-7 2-Chlorocyclohexanone 
• 75681-35-5 2-(N-methylanilino)indan-1-one 
• 86099-81-2 4,4-dimethyl-2-(N-methylanilino)cyclohexanone 

Downstream Products

• 957110-02-0 (1S,2R)-2-(methylphenylamino)cyclohexanol 
• 6303-88-4 9-methyl-2,3,4,9-tetrahydro-1H-carbazole 
• 38253-25-7 7-phenyl-7-azabicyclo<4.2.0>octan-1-ol 
• 100-61-8 N-methylaniline 

Relevant articles and documents

Metal and Oxidant Free Construction of Substituted- and/or Polycyclic Indoles: A Useful Alternative to Bischler and Related Syntheses

A wide range of substituted indoles or polycyclic derivatives containing the indole core are easily accessible by acidic treatment of aromatic amines and 1,2-diaza-1,3-dienes. Unlike the related indole-Bischler synthesis, the regioselectivity of the method here reported is unique and predictable, the yields are generally good and also electron withdrawing substituted indoles are smoothly recovered.

Light-induced Reactions of 2-(N-Alkyl-N-arylamino)cyclohexanones and Related Amino-cycloalkanones: Formation of 7-Azabicyclooctan-1-ols

On irradiation, 2-(N-alkyl-N-arylamino)cyclohexanones (aryl = Ph; alkyl = Me, benzyl, allyl, Et, CH2CH2Ph, or CH2CF3; or aryl = p-tolyl; alkyl = Me) (10) or (20), 4,4-dimethyl-2-(N-methylanilino)-cyclohexanone (24), and 2-(N-methylanilino)-5α-cholestan-3-one (26) underwent type-II cyclisation to afford azetidinol (7-azabicyclooctan-1-ol) derivatives.In general, fission to give the corresponding N-alkyl-N-arylamine and ketone was a minor photoreaction.When the alkyl group of the 2-(N-alkylanilino)cyclohexanone had the structure -CH(R)CH2R', a double 1,5-hydrogen transfer occurred leading to a low yield of a 2-anilinocyclohexanol (31a).Photolysis of 2-anilinocyclohexanone (32a) gave a little of the direct-fission product aniline (17a), and the alkylamino-ketones 2-(NN-diethylamino)- (32b) and 2-(N-pyrrolidino)-cyclohexanone (32c) underwent no significant photoreaction in methanol.The isolation of indan-1-one and N-trideuteriomethylaniline on irradiation of 2-(N-trideuteriomethylanilino)-indan-1-one (33b) in diethyl ether indicated that the photoreaction was a direct Cα-N bond fission and not a type-II fission.