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190543

Acrolein dimethyl acetal

Name: Acrolein dimethyl acetal
Brand: ALDRICH

98%

Synonym(s):

3,3-Dimethoxy-1-propene

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About This Item

Linear Formula:

H₂C=CHCH(OCH₃)₂

CAS Number:

6044-68-4

Molecular Weight:

102.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24851444

EC Number:

227-936-4

Beilstein/REAXYS Number:

1700037

MDL number:

MFCD00008632

Assay:

98%

Form:

liquid

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Properties

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.395 (lit.)

bp

89-90 °C (lit.)

density

0.862 g/mL at 25 °C (lit.)

functional group

acetal, ether

SMILES string

COC(OC)C=C

InChI

1S/C5H10O2/c1-4-5(6-2)7-3/h4-5H,1H2,2-3H3

InChI key

OBWGMYALGNDUNM-UHFFFAOYSA-N

Description

General description

Acrolein dimethyl acetal undergoes cationic α-diimine palladium chelate catalyzed copolymerization with ethene to yield branched copolymers.

Application

Acrolein dimethyl acetal was used in the facile one step synthesis of 4-hydroxy-2E-nonenal and its dimethyl acetal via a cross-metathesis reaction with octen-3-ol.

pictograms

GHS02

signalword

Danger

hcodes

H225

pcodes

P210

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

26.6 °F - closed cup

flash_point_c

-3 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Palladium-catalyzed copolymerization of ethene with acrolein dimethyl acetal: catalyst action and deactivation.

Weidong Li et al.

Journal of the American Chemical Society, 126(39), 12246-12247 (2004-09-30)

Acrolein dimethyl acetal (ADMA) can be copolymerized with ethene using a cationic alpha-diimine palladium chelate catalyst to yield branched copolymers. Catalyst deactivation occurs via methanol elimination to give an inert eta3-1-methoxyallyl palladium species. This process can be retarded by the

An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds.

Laurent Soulère et al.

Chemistry and physics of lipids, 150(2), 239-243 (2007-10-05)

The facile one step synthesis of 4-hydroxy-2E-nonenal and its dimethyl acetal via a cross-metathesis reaction between commercially available octen-3-ol and acrolein or its dimethyl acetal is reported. The method was extended to the synthesis of C6 and C12 4-hydroxy-2E-enals, their

Global Trade Item Number

SKU	GTIN
190543-25ML	04061837670480
190543-5ML	04061838759870