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BENZYLOXYACETONE

Product Name
BENZYLOXYACETONE
CAS No.
22539-93-1
Chemical Name
BENZYLOXYACETONE
Synonyms
BENZYLOXYACETONE;1-(Benzyloxy)acetone;Benzyloxyacetone 90%;3-benzyloxypropanone;1-BENZYLOXY-2-PROPANONE;1-(Benzyloxy)propan-2-one;1-(Benzyloxy)propane-2-one;1-phenylmethoxypropan-2-one;1-phenylmethoxy-2-propanone;2-Propanone, 1-(phenylMethoxy)-
CBNumber
CB6736228
Molecular Formula
C10H12O2
Formula Weight
164.2
MOL File
22539-93-1.mol
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BENZYLOXYACETONE Property

Boiling point:
259 °C (lit.)
Density 
1.04 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.512(lit.)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C10H12O2/c1-9(11)7-12-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
InChIKey
YHMRKVGUSQWDGZ-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)C(=O)C
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
489174
Product name
Benzyloxyacetone
Purity
90%
Packaging
5g
Price
$196
Updated
2025/07/31
TRC
Product number
B289158
Product name
1-(Benzyloxy)propan-2-one
Packaging
500mg
Price
$155
Updated
2021/12/16
Matrix Scientific
Product number
143289
Product name
1-(Benzyloxy)propan-2-one
Purity
97%
Packaging
1g
Price
$240
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0156481
Product name
BENZYLOXYACETONE
Purity
95.00%
Packaging
1G
Price
$643.95
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0156481
Product name
BENZYLOXYACETONE
Purity
95.00%
Packaging
5G
Price
$938.28
Updated
2021/12/16
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BENZYLOXYACETONE Chemical Properties,Usage,Production

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 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.

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.

Synthesis

14593-43-2

22539-93-1

To a stirred mixed solution of allyl benzyl ether (0.4 mmol) in acetonitrile (3.5 mL) and water (0.5 mL) was added palladium dichloride (PdCl2, 3.6 mg, 0.02 mmol, 5 mol%) and chromium trioxide (CrO3, 20 mg, 0.6 mmol, 0.5 eq.), in that order, at room temperature. The reaction mixture was heated to 60°C and stirred in a closed flask for the indicated time (refer to Table 5-7). Upon completion of the reaction, the mixture was filtered through a small silica gel pad and washed with ethyl acetate (EtOAc), followed by concentration of the filtrate. In some cases, the residue is almost pure in the residue and no further purification is required. In the remaining cases, the residue needs to be purified by silica gel column chromatography using petroleum ether/ethyl acetate (EtOAc) as eluent to finally obtain benzyloxyacetone.

References

[1] Tetrahedron, 2014, vol. 70, # 32, p. 4760 - 4767
[2] Journal of Organic Chemistry, 2016, vol. 81, # 5, p. 2113 - 2121
[3] Journal of Organic Chemistry, 2014, vol. 79, # 12, p. 5787 - 5793
[4] Tetrahedron Letters, 2013, vol. 54, # 19, p. 2293 - 2295
[5] Tetrahedron Letters, 2009, vol. 50, # 24, p. 2893 - 2894

BENZYLOXYACETONE Preparation Products And Raw materials

Raw materials

Preparation Products

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BENZYLOXYACETONE Suppliers

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View Lastest Price from BENZYLOXYACETONE manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
BENZYLOXYACETONE 22539-93-1
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98
Supply Ability
100kg
Release date
2023-02-28

22539-93-1, BENZYLOXYACETONERelated Search:

Algestone acetophenide NARINGENIN Fluorescamine CHALCONE ALPHA,BETA-EPOXIDE DESYL BENZOATE BENZOYLOXYPHLORACETOPHENONE,OMEGA-(RG) TRANS-1,3-DIPHENYL-2,3-EPOXYPROPAN-1-ONE [2-(BENZYLOXY)PHENYL][3-(2,4,6-TRIMETHOXYPHENYL)OXIRAN-2-YL]METHANONE [2-(BENZYLOXY)PHENYL][3-(3,4-DICHLOROPHENYL)OXIRAN-2-YL]METHANONE (2-[(4-NITROBENZYL)OXY]PHENYL)(3-PHENYLOXIRAN-2-YL)METHANONE [2-(BENZYLOXY)PHENYL][3-(4-CHLOROPHENYL)OXIRAN-2-YL]METHANONE [3-(3,4-DIMETHOXYPHENYL)OXIRAN-2-YL](PHENYL)METHANONE [3-(1,3-BENZODIOXOL-5-YL)OXIRAN-2-YL](3,4-DIMETHOXYPHENYL)METHANONE (2R,6S)-(+)-4-BENZOYLOXY-2-BENZOYLOXYMETHYL-6-METHOXY-2H-PYRAN-3(6H)-ONE [2-(BENZYLOXY)PHENYL][3-(3,4,5-TRIMETHOXYPHENYL)OXIRAN-2-YL]METHANONE [2-(BENZYLOXY)PHENYL](3-PHENYLOXIRAN-2-YL)METHANONE [2-(METHOXYMETHOXY)PHENYL][3-(4-NITROPHENYL)OXIRAN-2-YL]METHANONE [2-(BENZYLOXY)-5-NITROPHENYL](3-PHENYLOXIRAN-2-YL)METHANONE

  • 1-BENZYLOXY-2-PROPANONE
  • BENZYLOXYACETONE
  • 1-(Benzyloxy)acetone
  • 1-(Benzyloxy)propane-2-one
  • 1-(Benzyloxy)propan-2-one
  • 2-Propanone, 1-(phenylMethoxy)-
  • Benzyloxyacetone 90%
  • 1-phenylmethoxy-2-propanone
  • 3-benzyloxypropanone
  • 1-phenylmethoxypropan-2-one
  • 22539-93-1
  • C6H5CH2OCH2COCH3
  • Carboxylic Acids
  • Carbonyl Compounds
  • C10
  • Building Blocks
  • Organic Building Blocks