| Identification | Back Directory | [Name]
2-ACETYL-4-CYANOPHENOL | [CAS]
35794-84-4 | [Synonyms]
RARECHEM BW GA 0369
2-ACETYL-4-CYANOPHENOL
4'-Cyano-2'-hydroxyacetophenone
Benzonitrile, 3-acetyl-4-hydroxy-
Benzonitrile, 3-acetyl-4-hydroxy- (6CI,7CI,9CI)
4'-Cyano-2'-hydroxyacetophenone[2-acetyl-4-cyanophenol] | [Molecular Formula]
C9H7NO2 | [MDL Number]
MFCD00100432 | [MOL File]
35794-84-4.mol | [Molecular Weight]
161.16 |
| Chemical Properties | Back Directory | [Melting point ]
103 °C | [Boiling point ]
313.5±32.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
8.04±0.18(Predicted) | [color ]
Off-White to Pale Yellow |
| Hazard Information | Back Directory | [Preparation]
Obtained by heating a mixture of 4-cyanophenyl acetate and aluminium chloride at 180–185° for 2 h (58%). | [Synthesis]
The general procedure for the synthesis of 2-acetyl-p-cyanophenol from 4-cyanophenyl acetate by Fries rearrangement reaction was as follows: phenyl acetate was heated and reacted with aluminum chloride for 3 h at 180-185 °C for Fries rearrangement. After completion of the reaction, the target product 2-acetyl-p-cyanophenol was isolated in 45% yield. | [References]
[1] ChemMedChem, 2013, vol. 8, # 6, p. 914 - 918
[2] Patent: US2007/117823, 2007, A1. Location in patent: Page/Page column 7
[3] Patent: WO2007/54580, 2007, A1. Location in patent: Page/Page column 15
[4] Letters in Drug Design and Discovery, 2010, vol. 7, # 6, p. 415 - 420
[5] Medicinal Chemistry Research, 2015, vol. 24, # 7, p. 3008 - 3020 |
|
|