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Merck
CN

226076

Benzaldehyde dimethyl acetal

99%

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853541
EC Number:
214-413-0
Beilstein/REAXYS Number:
2044501
MDL number:
MFCD00008491
Assay:
99%
Form:
liquid

Key Documents

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Product Name

Benzaldehyde dimethyl acetal, 99%

InChI key

HEVMDQBCAHEHDY-UHFFFAOYSA-N

InChI

1S/C9H12O2/c1-10-9(11-2)8-6-4-3-5-7-8/h3-7,9H,1-2H3

SMILES string

COC(OC)c1ccccc1

assay

99%

form

liquid

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

Quality Level

200

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Application

Benzaldehyde dimethyl acetal used as an effective reagent for the construction of selenocarbonyl compounds.

General description

The abstraction of α-hydrogen atoms from benzaldehyde dimethyl acetal by active bromine at 80°C has been investigated.

Benzaldehyde dimethyl acetal is derived from the condensation reaction between benzaldehyde and methanol. It is used as a protecting group.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000408262
0000408262
0000248898
0000248898
MKCR8521

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1151. Polar influences in radical reactions. Part IV. The abstraction of benzylic hydrogen atoms from substituted benzyl methyl ethers and benzaldehyde dimethyl acetals by atomic bromine.
Huang RL and Lee KH.
Journal of the Chemical Society, 5963-5969 (1964)
Tetrahedron Letters, 33, 7865-7865 (1992)
One-pot synthesis of orthogonally protected sugars through sequential base-promoted/acid-catalyzed steps: A solvent-free approach with self-generation of a catalytic species
Traboni S, et al.
Tetrahedron Letters, 60, 1777-1780 (2019)
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
Simona Matrella et al.
Macromolecular bioscience, 15(7), 927-940 (2015-03-18)
Intrinsic antimicrobial thermoplastic A(BC)n copolymers (n = 1, 2, 4), where A was poly(ethylene glycol) (PEG), BC was a random chain of methylmethacrylate (MMA), and alkyl-aminoethyl methacrylate (AAEMA), were synthesized and the antimicrobial activity and hemolyticity were evaluated on plaques obtained by

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