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Merck
CN

12025

Benzaldehyde dimethyl acetal

purum, ≥98.0% (GC)

Synonym(s):

α,α-Dimethoxytoluene

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About This Item

Linear Formula:
C6H5CH(OCH3)2
CAS Number:
1125-88-8
Molecular Weight:
152.19
EC Number:
214-413-0
UNSPSC Code:
12352100
PubChem Substance ID:
329749598
Beilstein/REAXYS Number:
2044501
MDL number:
MFCD00008491

Key Documents

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grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.493 (lit.), n20/D 1.494

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

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Other Notes

Reagent for a convenient introduction of the O-benzylidene group into carbohydrates

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk

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

Regulatory Information

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D Horton et al.
Carbohydrate research, 44(2), 227-240 (1975-11-01)
A simple, preparative route in nine steps from methyl alpha-D-mannopyranoside (1) is described that affords, in 40% overall yield, the title amino sugar 11, the sugar constituent of the antitumor antibiotics adriamycin and daunorubicin. The 2,3:4,5-dibenzylidene acetal (2) of 1
M.E. Evans
Carbohydrate Research, 21, 473-473 (1972)
J.-C. Florent et al.
Synthesis, 29-29 (1982)
N Sakairi et al.
Carbohydrate research, 246, 61-73 (1993-08-17)
Treatment of phenyl alpha-maltoside with an excess of alpha, alpha-dimethoxytoluene in the presence of (+)-10-camphorsulfonic acid, followed by partial hydrolysis to remove unstable acyclic acetal substituents, gave phenyl 3,2':4',6'-di-O-benzylidene-alpha-maltoside. Thus, one of the benzylidene groups formed an eight-membered cyclic acetal

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