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Merck
CN

132985

Crotonaldehyde, predominantly trans

90%

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About This Item

Linear Formula:
CH3CH=CHCHO
CAS Number:
Molecular Weight:
70.09
UNSPSC Code:
12352100
MDL number:
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mp

−76 °C (lit.)

InChI key

MLUCVPSAIODCQM-NSCUHMNNSA-N

InChI

1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2+

SMILES string

[H]\C(C)=C(\[H])C([H])=O

vapor density

2.41 (vs air)

vapor pressure

32 mmHg ( 20 °C)

assay

90%

autoignition temp.

320 °F

expl. lim.

19.5 %

impurities

8-10% water

refractive index

n20/D 1.4362 (lit.)

bp

104 °C (lit.)

solubility

water: soluble 18.1g/100g at 20 °C, water: soluble 19.2g/100g at 5 °C

density

0.846 g/mL at 25 °C (lit.)

General description

Crotonaldehyde on hydrogenation over Pt/SiO2 and Pt/TiO2 catalysts yields butyraldehyde and crotylalcohol depending on the size of the Pt particles and the promotion by surface oxides. It forms adducts with oligodeoxynucleotides containing 1,N2-deoxyguanosine residues and forms crosslinks with the tetrapeptide Lys-Trp-Lys-Lys.

Application

Crotonaldehyde was used to study the kinetics of the reaction of acrolein,crotonaldehyde and pivalaldehyde with Cl atoms.

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Structure Sensitivity of the Hydrogenation of Crotonaldehyde over Pt/SiO2 and Pt/TiO2.
Englisch M, et al.
J. Catal., 166(1), 25-35 (1997)
Andrew J Kurtz et al.
The Journal of biological chemistry, 278(8), 5970-5976 (2002-12-28)
DNA-protein cross-links (DPCs) are formed upon exposure to a variety of chemical and physical agents and pose a threat to genomic integrity. In particular, acrolein and related aldehydes produce DPCs, although the chemical linkages for such cross-links have not been
Reactions of acrolein, crotonaldehyde and pivalaldehyde with Cl atoms: structure-activity relationship and comparison with OH and NO3 reactions.
Ullerstam M, et al.
Physical Chemistry Chemical Physics, 3(6), 986-992 (2001)

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