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226076

Sigma-Aldrich

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
Beilstein:
2044501
EC Number:
214-413-0
MDL number:
MFCD00008491
UNSPSC Code:
12352100
PubChem Substance ID:
24853541
NACRES:
NA.22
Pricing and availability is not currently available.

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

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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1 of 4

This Item
381438W212806121967
Benzaldehyde dimethyl acetal 99%

226076

Benzaldehyde dimethyl acetal

Benzaldehyde dimethyl acetal 95%

381438

Benzaldehyde dimethyl acetal

Benzaldehyde dimethyl acetal ≥98%, FG

W212806

Benzaldehyde dimethyl acetal

Aminoacetaldehyde dimethyl acetal 99%

121967

Aminoacetaldehyde dimethyl acetal

Quality Level

200

Quality Level

100

Quality Level

400

Quality Level

200

refractive index

n20/D 1.493 (lit.)

refractive index

n20/D 1.493 (lit.)

refractive index

n20/D 1.493 (lit.)

refractive index

n20/D 1.417 (lit.)

bp

87-89 °C/18 mmHg (lit.)

bp

87-89 °C/18 mmHg (lit.)

bp

87-89 °C/18 mmHg (lit.)

bp

135-139 °C/95 mmHg (lit.)

density

1.014 g/mL at 25 °C (lit.)

density

1.014 g/mL at 25 °C (lit.)

density

1.014 g/mL at 25 °C (lit.)

density

0.965 g/mL at 25 °C (lit.)

form

liquid

form

-

form

-

form

-

General description

The abstraction of α-hydrogen atoms from benzaldehyde dimethyl acetal by active bromine at 80°C has been investigated[1].

Benzaldehyde dimethyl acetal is derived from the condensation reaction between benzaldehyde and methanol. It is used as a protecting group.[2]

Application

Benzaldehyde dimethyl acetal used as an effective reagent for the construction of selenocarbonyl compounds[3].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000408262
0000408262
0000248898
MKCR8521
MKCP4239

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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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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