381438

Benzaldehyde dimethyl acetal

95%

• Synonym(s): α,α-Dimethoxytoluene
• Linear Formula: C₆H₅CH(OCH₃)₂
• CAS Number: 1125-88-8
• Molecular Weight: 152.19
• Beilstein: 2044501
• EC Number: 214-413-0
• MDL number: MFCD00008491
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863815
• NACRES: NA.22

Properties

• Assay: 95%
• refractive index: n20/D 1.493 (lit.)
• bp: 87-89 °C/18 mmHg (lit.)
• density: 1.014 g/mL at 25 °C (lit.)
• SMILES string: COC(OC)c1ccccc1
• InChI: 1S/C9H12O2/c1-10-9(11-2)8-6-4-3-5-7-8/h3-7,9H,1-2H3
• InChI key: HEVMDQBCAHEHDY-UHFFFAOYSA-N

Description

General description

Benzaldehyde dimethyl acetal is an organic building block. Pyridinium tosylate-catalyzed acetal exchange reaction between benzaldehyde dimethyl acetal and 6-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-α-D-glucofuranose is reported to afford 3,5-O-benzylidene-1,2-O-isopropylidene-α-D-glucofuranose. The kinetics of the hydrolysis of benzaldehyde dimethyl acetal over amberlite IR-120 has been studied using a circulated batch reactor in dioxane. One-pot tandem conversion of benzaldehydedimethylacetal to trans-1-nitro-2-phenylethylene has been reported.

Application

Benzaldehyde dimethyl acetal is suitable for use in the synthesis of 4,6-dihydroxy sugar, required for the total synthesis of Porphyromonas gingivalis 381 derived lipid A. It may be used in the preparation of 1-O-methyl-2,3-di-O-galloyl-β-D-glucose.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 156.2 °F - closed cup
• Flash Point(C): 69 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves