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Isobutyrophenone

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Isobutyrophenone Basic information

Product Name:
Isobutyrophenone
Synonyms:
  • PHENYL ISOPROPYL KETONE
  • Isobutyrophenone 97%
  • ALPHA-METHYLPROPIOPHENONE
  • 2-METHYL-1-PHENYL-1-PROPANONE
  • ISOBUTYROPHENONE
  • ISOBUTYRYLBENZENE
  • ISOPROPYL PHENYL KETONE
  • Isobutyrophenone, 97% 25GR
CAS:
611-70-1
MF:
C10H12O
MW:
148.2
EINECS:
210-275-0
Mol File:
611-70-1.mol
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Isobutyrophenone Chemical Properties

Melting point:
1 °C
Boiling point:
217 °C (lit.)
Density 
0.988 g/mL at 25 °C (lit.)
vapor pressure 
1 mm Hg ( 50 °C)
refractive index 
n20/D 1.517(lit.)
Flash point:
184 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Oil
color 
Colourless
Water Solubility 
immiscible
BRN 
774499
LogP
2.73
CAS DataBase Reference
611-70-1(CAS DataBase Reference)
NIST Chemistry Reference
Isopropyl phenyl ketone(611-70-1)
EPA Substance Registry System
1-Propanone, 2-methyl-1-phenyl- (611-70-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29143900

MSDS

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Isobutyrophenone Usage And Synthesis

Chemical Properties

clear colorless to very slightly yellow liquid

Uses

Isobutyrophenone is used as an internal standard in the determination of hydroxyzine hydrochloride and benzyl alcohol in injection solutions. It is also used in the preparation of alpha-hydroxyisobutyrophenone. Isobutyrophenone is employed as photosensitizer intermediate. It can react with bromoacetic acid ethyl ester to get 3-hydroxy-4-methyl-3-phenyl-valeric acid ethyl ester.

Preparation

Isobutyrophenone synthesis: Benzene underwent a Friedel–Crafts acylation with isobutyryl chloride to synthesize isobutyrophenone. The reaction was performed using excess benzene as a replacement for a typical solvent and heat to reflux (88 °C) for a period of 3 hours. Any unreacted benzene was recovered after the reaction during the distillation process. A 66 % yield of isobutyrophenone was obtained from the solar synthesis, compared to a 44 % yield from an in-lab, electrical heating analysis.

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 1061, 1949 DOI: 10.1021/ja01171a084
The Journal of Organic Chemistry, 32, p. 404, 1967 DOI: 10.1021/jo01288a032
Tetrahedron Letters, 14, p. 2491, 1973

Flammability and Explosibility

Non flammable

Isobutyrophenone Preparation Products And Raw materials

Raw materials

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