Benzylacetone

Base Information

• Chemical Name: Benzylacetone
• CAS No.: 2550-26-7
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Hs Code.: 29143900
• European Community (EC) Number: 219-847-4
• NSC Number: 44829,813
• UNII: UZM5QH16YW
• DSSTox Substance ID: DTXSID6033241
• Nikkaji Number: J31.102B
• Wikipedia: Benzylacetone
• Wikidata: Q410405
• Metabolomics Workbench ID: 123544
• ChEMBL ID: CHEMBL1490851
• Mol file: 2550-26-7.mol

Synonyms:benzyl acetone;Nachal1

Chemical Property of Benzylacetone

Chemical Property:

• Appearance/Colour: clear colorless to pale yellowish liquid
• Vapor Pressure: 0.0557mmHg at 25°C
• Melting Point: -13oC
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 233.5 °C at 760 mmHg
• Flash Point: 98.3 °C
• PSA: 17.07000
• Density: 0.972 g/cm³
• LogP: 2.20820
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-2-butanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 38
• Safety Statements: 37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(=O)CCC1=CC=CC=C1
• Uses: 4-Phenyl-2-butanone is an attractant compound found in the flower Nicotiana attenuata. It is also used in the preparation of 4-oxocyclohexanecarbaldehyde derivatives. 4-Phenyl-2-butanone be used as an attractant for melon flies and as an odorant for soap. It is also used in the preparation of 4-oxocyclohexanecarbaldehyde derivatives. 4-Phenyl-2-butanone may be used as an analytical standard for the determination of the analyte in volatile oils, as well as agarwood extracts of Aquilaria malaccensis, yeast cell culture, and biological samples by various chromatography based techniques.

Technology Process of Benzylacetone

There total 541 articles about Benzylacetone 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: 75.0%

acetophenone (98-86-2) + (E)-benzalacetone (1896-62-4) → 1-Phenylethanol (98-85-1,13323-81-4) + 4-Phenyl-2-butanone (2550-26-7) + ethyl (E)-1-phenylbut-1-en-3-ol (36004-04-3)

Guidance literature:

With sodium formate; In water; at 60 ℃; for 0.333333h;

DOI:10.1021/jo100256t

Reference yield: 73.0%

2-methyl-2-(2-phenylethyl)-1,3-dithiane (39854-49-4) + Dimethoxymethane (109-87-5) → 1,3 dithiane (505-23-7) + 4-Phenyl-2-butanone (2550-26-7)

Guidance literature:

With oxalic acid; In nitromethane; at 60 ℃; for 22h;

DOI:10.1016/j.tetlet.2006.06.131

Reference yield: 45.0%

2-methyl-1,4-diphenylbutan-1-one O-acetyl oxime → 4-Phenyl-2-butanone (2550-26-7) + benzonitrile (100-47-0)

Guidance literature:

With copper(l) iodide; In dimethyl sulfoxide; at 90 ℃; for 12h;

DOI:10.1021/acs.joc.8b02103

upstream raw materials:

4-chloro-2-butanone

1,2-Epoxy-4-phenylbutane

(E)-3-Ureido-but-2-enoic acid ethyl ester

ethanol

Downstream raw materials:

1-(4-phenylbutan-2-yl)piperidine

3-methyl-1-phenylpentan-3-ol

3-methyl-1-phenylheptan-3-ol

4-phenyl-2-methyl-2-butanol

Refernces

• 1、 White,R.E.,Kovacic,P.. "-". . p. 1180 - 1184. Retrieved 1975.
• 2、 Cabello, J. A.,Campelo, J. M.,Garcia, A.,Luna, D.,Marinas, J. M.. "Liquid-Phase Regioselective 1,4-Hydrogenation of Benzylidene Ketones on Rh/AIPO4 Catalysts". . p. 1786 - 1790. Retrieved 1986.
• 3、 Ghelfi,Grandi,Pagnoni. "Carbonyl regeneration from oximes and semicarbazones by trimethylchlorosilane-dimethylsulphoxide". . p. 2279 - 2284. Retrieved 1993.
• 4、 Ghelfi,Grandi,Pagnoni. "Carbonyl regeneration from p-toluensulfonhylhydrazones by trimethylchlorosilane-dimethylsulfoxide". . p. 1845 - 1850. Retrieved 1992.
• 5、 Wu, Yuen,Cai, Shuangfei,Wang, Dingsheng,He, Wei,Li, Yadong. "Syntheses of water-soluble octahedral, truncated octahedral, and cubic Pt-Ni nanocrystals and their structure-activity study in model hydrogenation reactions". . p. 8975 - 8981. Retrieved 2012.
• 6、 Karimi, Babak,Rostami, Fatemeh Bakhshandeh,Khorasani, Mojtaba,Elhamifar, Dawood,Vali, Hojatollah. "Selective oxidation of alcohols with hydrogen peroxide catalyzed by tungstate ions (WO4=) supported on periodic mesoporous organosilica with imidazolium frameworks (PMO-IL)". . p. 6114 - 6119. Retrieved 2014.
• 7、 Zhang, Xiang-Gui,He, Zi-Xin,Guo, Peng,Chen, Zheng,Ye, Ke-Yin. "Cobalt-catalyzed Divergent Markovnikov and Anti-Markovnikov Hydroamination". supporting information. p. 22 - 26. Retrieved 2022/01/04.
• 8、 Chang, Sukbok,Heo, Joon,Kim, Dongwook,Lee, Minhan. "On the Origin of Rh-Catalyzed Selective Ring-Opening Amidation of Substituted Cyclopropanols to Access β2-Amino Ketones". supporting information. p. 3667 - 3675. Retrieved 2022/03/02.