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133035

Sigma-Aldrich

Methacrolein

95%

Synonym(s):

Methacrylaldehyde

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About This Item

Linear Formula:
H2C=C(CH3)CHO
CAS Number:
78-85-3
Molecular Weight:
70.09
Beilstein:
1209258
EC Number:
201-150-1
MDL number:
MFCD00006974
UNSPSC Code:
12352100
PubChem Substance ID:
24848091
NACRES:
NA.22
form:
liquid
Assay:
95%

vapor density

2.4 (vs air)

Quality Level

100

vapor pressure

121 mmHg ( 20 °C)
13.44 psi ( 55 °C)
5.35 psi ( 20 °C)

Assay

95%

form

liquid

refractive index

n20/D 1.416 (lit.)

bp

68-70 °C (lit.)

mp

−81 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H6O/c1-4(2)3-5/h3H,1H2,2H3

InChI key

STNJBCKSHOAVAJ-UHFFFAOYSA-N

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General description

Methacrolein on oxidation over heteropoly acid catalysts (mainly 12-molybdophosphoric acid) at 300°C yields methacrylic acid. It is the major product of isoprene oxidation.

Application

Methacrolein was used to study the effect of parts per billion levels of limonene oxidation products and the terpene oxidation product, methacrolein on human eye blink frequency. It was also used in determination of rate constants and the products of the reactions between atomic chlorine and acrolein, methacrolein and methyl vinyl ketone.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Muta. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0274
MKCN7245
MKCJ3952
MKCF1001
MKBZ5978V

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Jacob Klenø Nøjgaard et al.
Toxicology letters, 156(2), 241-251 (2005-03-02)
Oxidation products of terpenes (e.g. limonene) contain unidentified irritants, which may be responsible for a fraction of the reported eye and airway complaints in indoor environments. Here we report exposure to parts per billion (ppb) levels of limonene oxidation products
Ze Liu et al.
The journal of physical chemistry. A, 116(1), 437-442 (2011-12-06)
Multiphase acid-catalyzed oxidation by hydrogen peroxide has been suggested to be a potential route to secondary organic aerosol (SOA) formation from isoprene and its gas-phase oxidation products, but the kinetics and chemical mechanism remain largely uncertain. Here we report the
Carmen Barba et al.
The Journal of organic chemistry, 71(26), 9831-9840 (2006-12-16)
A B3LYP/6-31G* study has been carried out for the reactions of methacrolein with cyclopentadiene, parent nitrone, 1-pyrroline-1-oxide, and (Z)-C,N-diphenylnitrone, in which the coordination of a Lewis acid (borane) and the solvent polarity (dichloromethane) have been taken into account. Calculated activation
Michael N Paddon-Row et al.
The Journal of organic chemistry, 74(2), 861-868 (2008-12-11)
The cationic oxazaborolidine-catalyzed Diels-Alder reactions of butadiene and a series of five dienophiles have been studied using density functional theory (B3LYP/6-31G(d)). In each case, the computational results successfully reproduce the experimentally observed sense of stereoinduction and enantiomeric ratio. The computed
Isoprene and its oxidation products methyl vinyl ketone, methacrolein, and isoprene related peroxides measured online over the tropical rain forest of Surinam in March 1998.
Warneke C, et al.
Journal of Atmospheric Chemistry, 38(2), 167-185 (2001)
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