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385395

Sigma-Aldrich

Acetaldehyde dimethyl acetal

95%

Synonym(s):

1,1-Dimethoxyethane, Dimethyl acetal

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About This Item

Linear Formula:
CH3CH(OCH3)2
CAS Number:
534-15-6
Molecular Weight:
90.12
Beilstein:
1697039
EC Number:
208-589-8
MDL number:
MFCD00008493
UNSPSC Code:
12352100
eCl@ss:
39021102
PubChem Substance ID:
24864023
NACRES:
NA.22

vapor density

3.1 (vs air)

Assay

95%

form

liquid

refractive index

n20/D 1.367 (lit.)

bp

64 °C (lit.)

density

0.852 g/mL at 25 °C (lit.)

SMILES string

COC(C)OC

InChI

1S/C4H10O2/c1-4(5-2)6-3/h4H,1-3H3

InChI key

SPEUIVXLLWOEMJ-UHFFFAOYSA-N

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General description

Kinetics of oxidative degradation of acetaldehyde dimethyl acetal has been studied by pulse radiolysis. It also undergoes addition with various ketones, esters, amides and thioesters in the presence of silyl trifluoromethanesulfonates and an amine base. Lewis acid-mediated reaction of the titanium enolate of (S)-N-acetyl-4-isopropyl-1,3-thiazolidine-2-thione with acetaldehyde dimethyl acetal has been studied.

Application

Acetaldehyde dimethyl acetal may be used in the preparation of glucoside derivatives of steganol. It may be used as polymer solvent for the encapsulation of water-soluble model protein, bovine serum albumin into biodegradable poly(D,L-lactic acid.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hydroxyl-radical-induced oxidation of acetaldehyde dimethyl acetal in oxygenated aqueous solution. Rapid O2 anion radical release from the MeC (OMe)2O2 radical.
Schuchmann MN, et al.
Journal of the American Chemical Society, 112(1), 403-407 (1990)
Enantiopure β-methoxy carboxyl derivatives from a chiral titanium enolate and dimethyl acetals.
Cosp A, et al.
Tetrahedron Letters, 42(28), 4629-4631 (2001)
B Gander et al.
Journal of microencapsulation, 12(1), 83-97 (1995-01-01)
The aim was to study the effect of the type of polymer solvent on characteristics of microspheres produced by spray drying. The water-soluble model protein, bovine serum albumin (BSA) was microencapsulated into biodegradable poly(D,L-lactic acid) using the following 10 different
R P Hicks et al.
Journal of natural products, 48(3), 357-362 (1985-05-01)
Glucoside derivatives of steganol analogous to the semisynthetic podophyllotoxin derivative, VP 16-213, were prepared. Glucosidation of steganol with 2, 3, 4, 6-tetra-O-benzylglucopyranose gave the alpha-anomer of the glucoside as the major product. Subsequent removal of the benzyl groups and reaction
A Chandra et al.
Lipids, 32(7), 779-782 (1997-07-01)
4-Hydroxy-2-trans-nonenal, the most abundant and toxic unsaturated aldehyde generated during membrane lipid peroxidation, was synthesized starting from fumaraldehyde dimethyl acetal. In the first step of the synthesis, the fumaraldehyde dimethyl acetal was partially hydrolyzed using amberlyst catalyst to obtain the
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