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489174

Benzyloxyacetone

90%

Synonym(s):

1-Benzyloxy-2-propanone

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About This Item

Linear Formula:
C6H5CH2OCH2COCH3
CAS Number:
22539-93-1
Molecular Weight:
164.20
NACRES:
NA.22
PubChem Substance ID:
24872460
UNSPSC Code:
12352100
MDL number:
MFCD01863536
Assay:
90%
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Quality Segment

assay

90%

impurities

3% (benzyloxy)acetic acid, 3% benzyl alcohol

refractive index

n20/D 1.512 (lit.)

bp

259 °C (lit.)

density

1.04 g/mL at 25 °C (lit.)

functional group

ether, ketone, phenyl

SMILES string

CC(=O)COCc1ccccc1

InChI

1S/C10H12O2/c1-9(11)7-12-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

InChI key

YHMRKVGUSQWDGZ-UHFFFAOYSA-N

General description

Benzyloxyacetone (α-Benzyloxyacetone) is an α-substituted acetone. It undergoes direct aldol reaction with 4-nitrobenzaldehyde in the presence of (S)-BINAM-L-prolinamide/benzoic acid to form predominantly the syn-diasteroisomer.

Application

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 ether
It 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.

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

230.0 °F - closed cup

Flash Point (°C)

110 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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