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Sigma-Aldrich

苄氧基丙酮

90%

别名:

1-苄氧基-2-丙酮

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About This Item

线性分子式:
C6H5CH2OCH2COCH3
CAS号:
22539-93-1
分子量:
164.20
MDL號碼:
MFCD01863536
分類程式碼代碼:
12352100
PubChem物質ID:
24872460
NACRES:
NA.22

化驗

90%

雜質

3% (benzyloxy)acetic acid
3% benzyl alcohol

折射率

n20/D 1.512 (lit.)

bp

259 °C (lit.)

密度

1.04 g/mL at 25 °C (lit.)

SMILES 字串

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 密鑰

YHMRKVGUSQWDGZ-UHFFFAOYSA-N

相关类别

一般說明

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.

應用

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.

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

230.0 °F - closed cup

閃點（°C）

110 °C - closed cup

個人防護裝備

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

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Synthesis and biological evaluation of L-and D-configurations of 2',3'-dideoxy-4'-C-methyl-3'-oxacytidine analogues.
Liu MC, et al.
Bioorganic & Medicinal Chemistry Letters, 11(17), 2301-2304 (2001)
A stereoselective formation of (Z)-2-methyl-2-alkenol by the wittig reaction: its application to a synthesis of nerylacetone and (Z,Z)-farnesylacetone.
Sato K, et al.
Chemistry Letters (Jpn), 10(12), 1711-1714 (1981)
Cis selective wittig olefination of a-alkoxy ketones and its application to the stereoselective synthesis of plaunotol.
Inoue S, et al.
Bulletin of the Chemical Society of Japan, 63(6), 1629-1635 (1990)
Highly selective direct aldol reaction organocatalyzed by (S)-BINAM-L-prolinamide and benzoic acid using a-chalcogen-substituted ketones as donors.
Guillena G, et al.
ARKIVOC (Gainesville, FL, United States), 4, 260-269 (2007)
Stereochemical control of bakers' yeast mediated reduction of a protected 2-hydroxy ketone.
Manzocchi A, et al.
The Journal of Organic Chemistry, 53(18), 4405-4407 (1988)

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