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133035

Sigma-Aldrich

Methacrolein

95%

Synonym(s):

Methacrylaldehyde

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5 ML
$84.90
25 ML
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About This Item

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

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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[1]. It is the major product of isoprene oxidation[2].

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[3]. 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[4].

signalword

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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

5.0 °F - closed cup

flash_point_c

-15 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1053
MKCT0274
MKCN7245
MKCJ3952
MKCF1001

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Catalysis by heteropoly compounds: IV. Oxidation of methacrolein to methacrylic acid over 12-molybdophosphoric acid.
Konishi Y, et al.
J. Catal., 77(1), 169-179 (1982)
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
John D Crounse et al.
The journal of physical chemistry. A, 116(24), 5756-5762 (2012-03-29)
Peroxy radicals formed by addition of OH and O(2) to the olefinic carbon atoms in methacrolein react with NO to form methacrolein hydroxy nitrate and hydroxyacetone. We observe that the ratio of these two compounds, however, unexpectedly decreases as the
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
View All Related Papers

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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