381438
Benzaldehyde dimethyl acetal
95%
Synonym(s):
α,α-Dimethoxytoluene
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About This Item
Linear Formula:
C6H5CH(OCH3)2
CAS Number:
Molecular Weight:
152.19
Beilstein/REAXYS Number:
2044501
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)
functional group
acetal
ether
phenyl
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
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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.
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Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
156.2 °F - closed cup
flash_point_c
69 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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