1-(4-Sec-butylphenyl)ethanone

Base Information

• Chemical Name: 1-(4-Sec-butylphenyl)ethanone
• CAS No.: 7645-81-0
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Hs Code.: 2914399090
• European Community (EC) Number: 874-283-1
• DSSTox Substance ID: DTXSID40407392
• Nikkaji Number: J2.799.416D
• Mol file: 7645-81-0.mol

Synonyms:1-(4-sec-butylphenyl)ethanone;7645-81-0;1-(4-butan-2-ylphenyl)ethanone;1-[4-(butan-2-yl)phenyl]ethan-1-one;Ethanone, 1-[4-(1-methylpropyl)phenyl]-;SCHEMBL765363;DTXSID40407392;1-(4-(Sec-butyl)phenyl)ethanone;MFCD02244481;AKOS000160923;AKOS016344074;VS-05430;BB 0256923;CS-0215955;EN300-314749

Chemical Property of 1-(4-Sec-butylphenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.00614mmHg at 25°C
• Refractive Index: 1.499
• Boiling Point: 272.3°C at 760 mmHg
• Flash Point: 110.4°C
• PSA: 17.07000
• Density: 0.939g/cm³
• LogP: 3.40270
• Solubility.: Dichloromethane; Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-sec-Butylphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C1=CC=C(C=C1)C(=O)C
• Uses: 1-(4-sec-Butylphenyl)ethanone is a useful synthetic intermediate in the synthesis of 2-(p-sec-Butylphenyl)propionic Acid (B692720); an impurity of Ibuprofen (I140000) which is a selective cyclooxygenase inhibitor (IC50=14.9uM) that inhibits PGH synthase-1 and PGH synthase-2 with comparable potency.

Technology Process of 1-(4-Sec-butylphenyl)ethanone

There total 11 articles about 1-(4-Sec-butylphenyl)ethanone 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: 84.0%

4-Iodoacetophenone (13329-40-3) + sec-butylzinc(II) bromide → 3,4-dimethylhexane (583-48-2) + 1-(4-(sec-butyl)phenyl)ethanone (7645-81-0)

Guidance literature:

With [2,2]bipyridinyl; bis(2,2'-bipyridine)dichloronickel(II); In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.200901913

Reference yield: 77.0%

2-(4-sec-Butyl-phenyl)-2-hydroxy-propionitrile → 1-(4-(sec-butyl)phenyl)ethanone (7645-81-0) + 2-(4-sec-Butyl-phenyl)-propionitrile

Guidance literature:

With chloro-trimethyl-silane; acetonitrile; sodium iodide; In hexane; for 24h; Ambient temperature;

DOI:10.1246/bcsj.62.3537

Reference yield:

sec-Butylbenzene (135-98-8,36383-15-0) + acetyl chloride (75-36-5) → 1-(4-(sec-butyl)phenyl)ethanone (7645-81-0)

Guidance literature:

With carbon disulfide; aluminium trichloride; at -5 - 5 ℃;

DOI:10.1021/ja01262a055

upstream raw materials:

1,4-di-sec-butylbenzene

sec-Butylbenzene

acetic anhydride

acetyl chloride

Downstream raw materials:

Benzenesulfonic acid 2-(4-sec-butyl-cyclohexyl)-2-oxo-ethyl ester

1-(4-sec-Butyl-cyclohexyl)-ethanone

1-(4-sec-Butyl-cyclohexyl)-ethanone

2-Bromo-1-(4-sec-butyl-cyclohexyl)-ethanone

Refernces

• 1、 Sakai,Miyata,Tsuboi,Takeda,Utaka,Torii. "A convenient reductive removal of benzylic hydroxyl and trimethylsilyloxyl groups with Me3SiCl-NaI-MeCN reagent". . p. 3537 - 3541. Retrieved 2007/10/02.