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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

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vapor density

3.1 (vs air)

Quality Level

100

Assay

95%

form

liquid

refractive index

n20/D 1.367 (lit.)

bp

64 °C (lit.)

density

0.852 g/mL at 25 °C (lit.)

functional group

acetal
ether

SMILES string

COC(C)OC

InChI

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

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General description

Kinetics of oxidative degradation of acetaldehyde dimethyl acetal has been studied by pulse radiolysis.[1] It also undergoes addition with various ketones, esters, amides and thioesters in the presence of silyl trifluoromethanesulfonates and an amine base.[2] 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.[3]

Application

Acetaldehyde dimethyl acetal may be used in the preparation of glucoside derivatives of steganol.[4] 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.[5]

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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKAA1279
    00829BJ
    12111AE
    01604PC
    17530PS

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    Karl J Bonney et al.
    The Journal of organic chemistry, 76(1), 97-104 (2010-12-01)
    9-Oxabicyclo[6.1.0]non-4-ene (1) undergoes intramolecular bromonium ion-assisted epoxide ring-opening using N-bromosuccinimide via a presumed oxonium ion that is subject to stereospecific, nonregioselective capture with added external nucleophiles producing novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers. Carboxylic acids (as catalyzed by tetramethylguanidine), alcohols, water
    Stereoselective synthesis of cyclic ethers via bromine assistedepoxide ring expansion.
    Davies SG, et al.
    Tetrahedron Letters, 26(11), 1461-1464 (1985)
    Transannular oxygen participation in halofluorination reactions of 9-oxabicyclo [6.1. 0] non-4-ene [1].
    Haufe G, et al.
    Journal of Fluorine Chemistry, 46(1), 83-95 (1990)
    High-yielding, two-step 18F labeling strategy for 18F-PARP1 inhibitors.
    Edmund J Keliher et al.
    ChemMedChem, 6(3), 424-427 (2011-03-02)

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