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368202

Sigma-Aldrich

Fumaraldehyde bis(dimethyl acetal)

95%

Synonym(s):

trans-1,1,4,4-Tetramethoxy-2-butene

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About This Item

Linear Formula:
(CH3O)2CHCH=CHCH(OCH3)2
CAS Number:
6068-62-8
Molecular Weight:
176.21
Beilstein:
1723349
MDL number:
MFCD00075507
UNSPSC Code:
12352100
PubChem Substance ID:
24862900
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.428 (lit.)

bp

100-103 °C/15 mmHg (lit.)

density

1.01 g/mL at 25 °C (lit.)

SMILES string

COC(OC)\C=C\C(OC)OC

InChI

1S/C8H16O4/c1-9-7(10-2)5-6-8(11-3)12-4/h5-8H,1-4H3/b6-5+

InChI key

ZFGVCDSFRAMNMT-AATRIKPKSA-N

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Application

Fumaraldehyde bis(dimethyl acetal) may be used in the syntheses of C20-carotene and crocetin or descrocetin esters. It may be used in the preparation of fumaraldehyde dimethylacetal, (FDMA), by partial acid hydrolysis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

176.0 °F - closed cup

Flash Point(C)

80 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Efficient syntheses of C20-carotene and crocetin (descrocetin) esters promoted by an acidic ionic liquid.
Kryshtal GV, et al.
Tetrahedron Letters, 53(37), 4971-4973 (2012)
Tonibelle N Gatbonton-Schwager et al.
Redox biology, 2, 755-763 (2014-07-11)
4-Hydroxy-2-(E)-nonenal (4-HNE) is one of the major lipid peroxidation product formed during oxidative stress. At high concentrations, 4-HNE is cytotoxic and exerts deleterious effects that are often associated with the pathology of oxidative stress-driven disease. Alternatively, at low concentrations it

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