382183

Benzyloxyacetaldehyde

97%

• Synonym(s): α-(Benzyloxy)acetaldehyde, (Benzyloxy)acetaldehyde, (Benzyloxy)ethanal, (Phenylmethoxy)acetaldehyde, 2-(Benzyloxy)acetaldehyde, 2-(Benzyloxy)ethanal, 2-(Phenylmethoxy)acetaldehyde
• Linear Formula: C₆H₅CH₂OCH₂CHO
• CAS Number: 60656-87-3
• Molecular Weight: 150.17
• EC Number: 262-349-7
• MDL number: MFCD00191779
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863874
• NACRES: NA.22

Properties

• Assay: 97%
• form: liquid
• contains: 0.5% hydroquinone as stabilizer
• refractive index: n20/D 1.518 (lit.)
• bp: 118-120 °C/13 mmHg (lit.)
• density: 1.069 g/mL at 25 °C (lit.)
• SMILES string: O=CCOCc1ccccc1
• InChI: 1S/C9H10O2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-6H,7-8H2
• InChI key: NFNOAHXEQXMCGT-UHFFFAOYSA-N

Description

General description

Benzyloxyacetaldehyde is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).

Application

Benzyloxyacetaldehyde may be used in the following syntheses:

• (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate
• (S)-5-benzyloxy-4-hydroxypentan-2-one
• myxothiazols

Benzyloxyacetaldehyde may be used in the synthesis of 1-deoxy-L-xylulose, via antibody catalysis.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H315,H319,H335,H411
• Precautionary Statements: P261 - P264 - P271 - P273 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves