Isobutyrophenone
Synonym(s):2-Methyl-1-phenyl-1-propanone;Isobutyrylbenzene
- CAS NO.:611-70-1
- Empirical Formula: C10H12O
- Molecular Weight: 148.2
- MDL number: MFCD00008917
- EINECS: 210-275-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is Isobutyrophenone?
Chemical properties
clear colorless to very slightly yellow liquid
The Uses of Isobutyrophenone
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
Properties of Isobutyrophenone
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 | n |
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 |
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) |
Safety information for Isobutyrophenone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Isobutyrophenone
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