Isobutyrophenone

Isobutyrophenone Basic information
Product Name:Isobutyrophenone
Synonyms:PHENYL ISOPROPYL KETONE;Isobutyrophenone 97%;ALPHA-METHYLPROPIOPHENONE;2-METHYL-1-PHENYL-1-PROPANONE;ISOBUTYROPHENONE;ISOBUTYRYLBENZENE;Isobutyrophenone, 97% 25GR;ISOPROPYL PHENYL KETONE FOR SYNTHESIS
CAS:611-70-1
MF:C10H12O
MW:148.2
EINECS:210-275-0
Product Categories:
Mol File:611-70-1.mol
Isobutyrophenone Structure
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.)
Fp 184 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Sparingly), Methanol (Slightly)
form Oil
color Colourless
Water Solubility immiscible
BRN 774499
LogP2.73
CAS DataBase Reference611-70-1(CAS DataBase Reference)
NIST Chemistry ReferenceIsopropyl phenyl ketone(611-70-1)
EPA Substance Registry System1-Propanone, 2-methyl-1-phenyl- (611-70-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
TSCA Yes
HS Code 29143900
MSDS Information
ProviderLanguage
2-Methyl-1-phenyl-1-propanone English
SigmaAldrich English
ACROS English
ALFA English
Isobutyrophenone Usage And Synthesis
Chemical Propertiesclear colorless to very slightly yellow liquid
UsesIsobutyrophenone 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.
PreparationIsobutyrophenone 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.
Isobutyrophenone synthesis
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 ExplosibilityNonflammable
ISOBUTYRIC ACID POTASSIUM SALT SODIUM ISOBUTYRATE Isobutyric acid hydrazide ISOBUTYRYL BROMIDE 2-Hydroxy-2-methylpropiophenone P-(METHYLTHIO)ISOBUTYROPHENONE Cyclopropyl phenyl ketone Methyl α-bromo-2,4,6-trimethyl-isobutyrophenone 4-TRIFLUOROMETHOXY ISOBUTYROPHENONE Bensulfuron methyl P-(METHYLTHIO)ISOBUTYROPHENONE Phenylacetone Kresoxim-methyl PHENYL VALERATE Thiophanate-methyl Benzoylmetronildazole 2-BROMO-2-METHYLPROPIOPHENONE

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