Benzyloxyacetone

Base Information

• Chemical Name: Benzyloxyacetone
• CAS No.: 22539-93-1
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2914509090
• European Community (EC) Number: 828-028-6
• DSSTox Substance ID: DTXSID10395111
• Nikkaji Number: J325.157H
• Mol file: 22539-93-1.mol

Synonyms:1-(Benzyloxy)propan-2-one;Benzyloxyacetone;22539-93-1;1-phenylmethoxypropan-2-one;1-Benzyloxy-2-propanone;MFCD01863536;2-Propanone, 1-(phenylmethoxy)-;1-(Benzyloxy)-2-propanone;(Benzyloxy)acetone;1-(benzyloxy)acetone;Benzyloxyacetone, 90%;3-benzyloxypropan-2-one;1-Benzyloxypropan-2-one;1-Benzyloxy-propan-2-one;1-phenylmethoxy-2-propanone;SCHEMBL712779;DTXSID10395111;YHMRKVGUSQWDGZ-UHFFFAOYSA-N;1-[(phenylmethyl)oxy]-2-propanone;XAA53993;AKOS009157009;AS-30007;SY107427;CS-0171649;FT-0622855;(E)-3-Dimethylamino-1-pyridin-3-yl-propenone;EN300-108880;A816256;J-014757;Z906195414

Chemical Property of Benzyloxyacetone

Chemical Property:

• Appearance/Colour: Liquid
• Vapor Pressure: 0.0077mmHg at 25°C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 268.4 °C at 760 mmHg
• Flash Point: 116 °C
• PSA: 26.30000
• Density: 1.034 g/cm³
• LogP: 1.79220
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

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

1-(Benzyloxy)propan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)COCC1=CC=CC=C1
• Uses: Benzyloxyacetone (1-Benzyloxy-2-propanone) may be used in the synthesis of:7-benzyloxy-6-methyl-5-hepten-1-yne(Z)-2-methylhept-2-en-6-yn-1-o1(S)-(+)-1,2-propanediol, 1-benzyl etherIt may be used as a starting material in synthesizing (2S,4RS)-4-acetoxy-2-[(benzyloxy)methyl]-2-methyldioxolane and (2R,4RS)-4-acetoxy-2-[(benzyloxy)methyl]-2-methyldioxolane.

Technology Process of Benzyloxyacetone

There total 22 articles about Benzyloxyacetone 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: 96.0%

benzyl allyl ether (14593-43-2) → 3-benzyloxypropanone (22539-93-1)

Guidance literature:

With chromium(VI) oxide; palladium dichloride; In water; acetonitrile; at 20 - 60 ℃; for 12h;

DOI:10.1016/j.tet.2014.05.022

Reference yield: 88.0%

3-benzyloxymethyl-3-methyl-1,2,4-trioxolane → 3-benzyloxypropanone (22539-93-1) + acetoxymethyl benzyl ether (7708-28-3)

Guidance literature:

With methyl (triphenylphosphoranylidene)acetate; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/S0040-4020(00)00903-0

Reference yield: 80.0%

2-benzyloxypropanol (33106-26-2,33106-64-8,70448-03-2,87037-69-2) → 3-benzyloxypropanone (22539-93-1)

Guidance literature:

2-benzyloxypropanol; With oxalyl dichloride; dimethyl sulfoxide; In diethyl ether; dichloromethane; at -78 ℃; for 0.75h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja3032345

upstream raw materials:

benzyloxyacetonitrile

vinylene carbonate

1,3-dibenzyloxy-2-propanone

benzyl allyl ether

Downstream raw materials:

5-Hydroxy-2,3-diphenyl-cyclopent-2-enon

(Z)-4-Benzyloxy-2-methoxy-3-methyl-but-2-enenitrile

(Z)-7-benzyloxy-6-methyl-5-hepten-1-yne

(E)-7-benzyloxy-6-methyl-5-hepten-1-yne

Refernces

• 1、 Chaudhari, Dipali A.,Fernandes, Rodney A.. "Hypervalent Iodine as a Terminal Oxidant in Wacker-Type Oxidation of Terminal Olefins to Methyl Ketones". . p. 2113 - 2121. Retrieved 2016/03/15.
• 2、 Fernandes, Rodney A.,Bethi, Venkati. "Synthesis of methyl ketones from terminal olefins using PdCl 2/CrO3 system mimicking the Wacker process". . p. 4760 - 4767. Retrieved 2014/06/24.