611-70-1

Basic information

• Product Name: Isobutyrophenone
• Synonyms: PHENYL ISOPROPYL KETONE;ALPHA-METHYLPROPIOPHENONE;2-METHYL-1-PHENYL-1-PROPANONE;ISOBUTYROPHENONE;ISOBUTYRYLBENZENE;ISOPROPYL PHENYL KETONE;1-Propanone, 2-methyl-1-phenyl-;1-Propanone,2-methyl-1-phenyl-
• CAS NO: 611-70-1
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.2
• EINECS: 210-275-0
• Mol File: 611-70-1.mol

Chemical Properties

• Melting Point: 1 °C
• Boiling Point: 217 °C(lit.)
• Flash Point: 184 °F
• Appearance: clear colorless to very slightly yellow liquid
• Density: 0.988 g/mL at 25 °C(lit.)
• Vapor Pressure: 1 mm Hg ( 50 °C)
• Refractive Index: n20/D 1.517(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility: immiscible
• BRN: 774499
• CAS DataBase Reference: Isobutyrophenone(CAS DataBase Reference)
• NIST Chemistry Reference: Isobutyrophenone(611-70-1)
• EPA Substance Registry System: Isobutyrophenone(611-70-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 611-70-1(Hazardous Substances Data)

Usage

Uses

Isobutyrophenone is used as an internal standard in the pharmaceutical industry for the determination of hydroxyzine hydrochloride and benzyl alcohol in injection solutions. Its stability and compatibility with these substances make it an ideal choice for accurate measurements and analysis.
Used in Pharmaceutical Industry:
Isobutyrophenone is used as a starting material in the preparation of alpha-hydroxyisobutyrophenone, which is an important intermediate in the synthesis of various pharmaceutical compounds. This application highlights its role in the development of new drugs and therapies.
Used in Chemical Industry:
Isobutyrophenone is employed as a photosensitizer intermediate in the chemical industry. Photosensitizers are compounds that can absorb light and transfer the energy to other molecules, initiating various chemical reactions. This property makes Isobutyrophenone a valuable component in the development of new materials and technologies.
Used in Chemical Synthesis:
Isobutyrophenone can react with bromoacetic acid ethyl ester to produce 3-hydroxy-4-methyl-3-phenyl-valeric acid ethyl ester, which is an important intermediate in the synthesis of various organic compounds. This reaction demonstrates the versatility of Isobutyrophenone in chemical synthesis and its potential applications in the production of a wide range of products.

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/ja01171a084The Journal of Organic Chemistry, 32, p. 404, 1967 DOI: 10.1021/jo01288a032Tetrahedron Letters, 14, p. 2491, 1973

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C10H12O/c1-8(2)10(11)9-6-4-3-5-7-9/h3-8H,1-2H3

Upstream product

• 60-29-7 diethyl ether 
• 41169-42-0 2,2-dimethyl-1,3-diphenylpropane-1,3-dione 
• 64-17-5 ethanol 
• 15451-29-3 α,α-dimethyl-β-dimethylaminopropiophenone 
• 143-33-9 sodium cyanide 
• 430-92-2 isobutyryl fluoride 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 103729-80-2 2-methyl-1-phenylprop-2-en-1-ol 
• 33950-46-8 1-phenyl-2,2-dimethyl-1,3-propanediol 
• 17498-71-4 3-methyl-2-phenyl-1-butene 
• 120-50-3 isobutyl benzoate 
• 13259-29-5 sodium isobutoxide 
• 25491-42-3 ethyl 2,2-dimethyl-3-oxo-3-phenylpropionate 
• 1068-56-0 isopropylmagnesium iodide 

Downstream Products

• 119-61-9 benzophenone 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 2762-71-2 2-methyl-1-phenyl-1-(pyridin-2-yl)propan-1-ol 
• 850855-58-2 3-benzo[b]thiophen-3-yl-2,2-dimethyl-1-phenyl-propan-1-one 
• 850855-57-1 4-benzo[b]thiophen-3-yl-2,2-dimethyl-1-phenyl-butan-1-one 
• 13031-08-8 4-phenylpivalophenone 
• 109400-41-1 3-(4-ethyl-phenyl)-2,2-dimethyl-1-phenyl-propan-1-one 
• 109394-52-7 3-(4-chlorophenyl)-2,2-dimethyl-1-phenylpropan-1-one 
• 6668-27-5 2-methyl-1-phenyl-propylamine 
• 21297-90-5 3-carbethoxy-2-(1-methylethyl)-2-phenyloxirane 
• 77921-03-0 (E)-4-methyl-3-phenyl-2-pentenoic acid 
• 79238-27-0 4-methyl-3-phenyl-3-penten-1-oic acid 
• 92301-37-6 (+/-)-Ethyl 3-hydroxy-4-methyl-3-phenylpentanoate 
• 24469-13-4 1-(phenylthio)-2-methyl-1-phenyl-1-propene 

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