489174

Benzyloxyacetone

90%

• Sinónimos: 1-Benzyloxy-2-propanone
• Fórmula lineal: C₆H₅CH₂OCH₂COCH₃
• Número de CAS: 22539-93-1
• Peso molecular: 164.20
• MDL number: MFCD01863536
• UNSPSC Code: 12352100
• PubChem Substance ID: 24872460
• NACRES: NA.22

Propiedades

• 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

Descripción

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.

Información de seguridad

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)