Isovalerophenone

Base Information

• Chemical Name: Isovalerophenone
• CAS No.: 582-62-7
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 2914399090
• European Community (EC) Number: 209-489-7
• NSC Number: 72033
• UNII: U263XQR51P
• DSSTox Substance ID: DTXSID1060390
• Nikkaji Number: J11.525H
• Wikidata: Q27290585
• Mol file: 582-62-7.mol

Synonyms:Isovalerophenone;582-62-7;3-methyl-1-phenylbutan-1-one;Isobutyl phenyl ketone;3-Methyl-1-phenyl-1-butanone;1-Butanone, 3-methyl-1-phenyl-;1-Phenyl-3-methyl-1-butanone;phenyl isobutyl ketone;UNII-U263XQR51P;U263XQR51P;EINECS 209-489-7;NSC 72033;NSC-72033;AI3-11205;iso-valerophenone;NSC72033;ghl.PD_Mitscher_leg0.493;SCHEMBL2026026;DTXSID1060390;3-methyl-1-phenyl-butan-1-one;HEOVGVNITGAUKL-UHFFFAOYSA-;CHEBI:189986;Isovalerophenone, >=98.0% (GC);MFCD00026486;AKOS009031148;LS-13961;CS-0082896;I0296;EN300-20879;D91120;A869490;Q27290585;Z104484314

Chemical Property of Isovalerophenone

Chemical Property:

• Vapor Pressure: 0.0532mmHg at 25°C
• Melting Point: 225-235 °C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 234.328 °C at 760 mmHg
• Flash Point: 89.691 °C
• PSA: 17.07000
• Density: 0.949 g/cm³
• LogP: 2.91540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isovalerophenone >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(=O)C1=CC=CC=C1

Technology Process of Isovalerophenone

There total 80 articles about Isovalerophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Isobutyl bromide (78-77-3) + benzonitrile (100-47-0) → 3-methyl-1-phenylbutan-1-one (582-62-7)

Guidance literature:

Isobutyl bromide; With iodine; magnesium; In diethyl ether;

benzonitrile; In diethyl ether; for 6h; Heating;

DOI:10.1021/jm0211117

Reference yield: 97.0%

2-iodo-propane (75-30-9) + 1-phenyl-1-(tributylstannyloxy)ethene (17851-98-8) → 3-methyl-1-phenylbutan-1-one (582-62-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In benzene; at 80 ℃; for 4h;

DOI:10.1021/ol016268s

Reference yield: 95.0%

diisobutyl[(1E)-oct-1-en-1-yl]aluminum (40098-43-9,99591-51-2) + benzoyl chloride (98-88-4) → 3-methyl-1-phenylbutan-1-one (582-62-7)

Guidance literature:

diisobutyl[(1E)-oct-1-en-1-yl]aluminum; With zinc diacetate; In tetrahydrofuran; hexane; at 80 ℃; for 10h; Inert atmosphere;

benzoyl chloride; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 80 ℃; for 6h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02923

upstream raw materials:

methyl magnesium iodide

1-phenylbut-2-en-1-one

3-methyl-1-phenyl-but-2-en-1-one

3-Methyl-1-phenyl-1-butanol

Downstream raw materials:

(+/-)-4-methyl-2-phenylpentan-2-ol

1-isobutylvinylbenzene

3-hydroxy-5-methyl-3-phenyl-hexanoic acid

1,1-dimethoxy-3-methyl-1-phenyl-2-butanol

Refernces

• 1、 Sai, Masahiro. "KOtBu/DMSO Catalytic System for Isomerization of Allylic Alcohols to Ketones". . . Retrieved 2022/04/03.
• 2、 Gu, Yiting,Lisnyak, Vladislav G.,Norton, Jack R.,Salahi, Farbod,Snyder, Scott A.,Zhou, Zhiyao. "Highly Selective Hydrogenation of C═C Bonds Catalyzed by a Rhodium Hydride". supporting information. p. 9657 - 9663. Retrieved 2021/07/19.