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50916-44-4

50916-44-4 Structure

50916-44-4 Structure
IdentificationBack Directory
[Name]

3-nitro-4-hydroxypropiophenone
[CAS]

50916-44-4
[Synonyms]

3-nitro-4-hydroxypropiophenone
4'-Hydroxy-3'-nitropropiophenone
1-(4-hydroxy-3-nitrophenyl)propan-1-one
1-Propanone, 1-(4-hydroxy-3-nitrophenyl)-
[Molecular Formula]

C9H9NO4
[MDL Number]

MFCD14552665
[MOL File]

50916-44-4.mol
[Molecular Weight]

195.17
Chemical PropertiesBack Directory
[Melting point ]

65.4–66.2°C
[Boiling point ]

296.8±20.0 °C(Predicted)
[density ]

1.321±0.06 g/cm3(Predicted)
[pka]

5.33±0.35(Predicted)
Hazard InformationBack Directory
[Preparation]

Preparation by treatment of 4-hydroxypropiophenone with fuming nitric acid or with nitric acid in concentrated sulfuric acid between ?2° and 0° (80%)
Preparation by Friedel–Crafts acylation of o-nitrophenol with propionyl chloride in nitrobenzene in the presence of aluminium chloride at 55–60° for 2.5 h, then at r.t. overnight
Also obtained (poor yield) by Fries rearrangement of 2-nitrophenyl propionate in nitrobenzene with aluminium chloride at 90° for 8 h, then at r.t. overnight
Also obtained by reaction of concentrated nitric acid with 2,2′-dihydroxy-5, 5′-dipropionyldiphenyl sulfide (m.p. 103°) in concentrated sulfuric acid at r.t. overnight.
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