4'-Isobutylacetophenone

Base Information

• Chemical Name: 4'-Isobutylacetophenone
• CAS No.: 38861-78-8
• Molecular Formula: C12H16O
• Molecular Weight: 176.258
• Hs Code.: 29143990
• European Community (EC) Number: 254-159-8
• NSC Number: 173015
• UNII: AML715RD20
• DSSTox Substance ID: DTXSID6068147
• Nikkaji Number: J71.683I
• Wikidata: Q27274010
• Mol file: 38861-78-8.mol

Synonyms:4-isobutylacetophenone

Chemical Property of 4'-Isobutylacetophenone

Chemical Property:

• Appearance/Colour: Clear colourless oil
• Vapor Pressure: 0.0372mmHg at 25°C
• Melting Point: 134-135oC 16mm
• Refractive Index: 1.5180
• Boiling Point: 268.8 °C at 760 mmHg
• Flash Point: 108.4 °C
• PSA: 17.07000
• Density: 0.941 g/cm³
• LogP: 3.08770
• Storage Temp.: Refrigerator
• Water Solubility.: Miscible with chloroform and methanol. Slightly miscible with water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

4-Isobutylacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,N,Xi
• Statements: 10-40-52/53-43
• Safety Statements: 16-36-22-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(=O)C
• Uses: 4'-isobutylacetophenone is an important starting material employed in the production of pharmaceuticals such as ibuprofen. It is also utilized in proteomics research. It is used as an intermediate in organic synthesis. A degradation product of Ibuprofen in tablets, which is a known toxin. Ibuprofen (I140000) impuritiy.

Technology Process of 4'-Isobutylacetophenone

There total 44 articles about 4'-Isobutylacetophenone 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%

diisopropylammonium bis(catecholato)isobutylsilicate + para-bromoacetophenone (99-90-1) → 1-(4-isobutyl-phenyl)-ethanone (38861-78-8)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; (1,2-dimethoxyethane)dichloronickel(II); In N,N-dimethyl-formamide; at 27 ℃; for 24h; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00208

Reference yield: 99.5%

3-methyl-3-(p-isobutylphenyl)glycidonitrile (58901-83-0) → 3-methyl-3-(p-isobutylphenyl)-2-oxopropionitrile (62187-35-3) + 1-(4-isobutyl-phenyl)-ethanone (38861-78-8)

Guidance literature:

In toluene;

Reference yield: 98.7%

1-phenyl-2-methylpropane (538-93-2) → 1-(4-isobutyl-phenyl)-ethanone (38861-78-8)

Guidance literature:

With boron trifluoride; sulfur dioxide; acetic anhydride;

upstream raw materials:

1-phenyl-2-methylpropane

acetyl chloride

2-(4-isobutylphenyl)propionaldehyde

ibuprofen

Downstream raw materials:

2-(4-isobutyl-phenyl)-2-hydroxy-propionic acid

(S)-(-)-1-(4-isobutylphenyl)ethanol

1-isobutyl-4-(prop-1-en-2-yl)benzene

4-(2-methyl-1-propyl)benzaldehyde

Refernces

• 1、 Rubasinghege, Gayan,Gurung, Rubi,Rijal, Hom,Maldonado-Torres, Sabino,Chan, Andrew,Acharya, Shishir,Rogelj, Snezna,Piyasena, Menake. "Abiotic degradation and environmental toxicity of ibuprofen: Roles of mineral particles and solar radiation". . p. 22 - 32. Retrieved 2018.
• 2、 -. "CONTINUOUS FLOW SYNTHESIS OF IBUPROFEN". Paragraph 0021; 0027; 0368-0371; 0374-0375; 0379; 0388-0389. . Retrieved 2021/04/23.
• 3、 Gangadurai, Chinnakuzhanthai,Illa, Giri Teja,Reddy, D. Srinivasa. "FeCl3-catalyzed oxidative decarboxylation of aryl/heteroaryl acetic acids: Preparation of selected API impurities". . p. 8459 - 8466. Retrieved 2020/11/05.