Methacrolein | CAS#78-85-3 | biochemical

MedKoo Cat#: 146190 | Name: Methacrolein

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Methacrolein is an organic compound that functions as a reactive aldehyde, primarily used in the production of methacrylic acid and its derivatives, which are key components in plastics, adhesives, and coatings. It has been found to exhibit toxic properties, particularly as an irritant to the respiratory system and eyes. Its mechanism of toxicity is related to its ability to form adducts with cellular macromolecules, disrupting protein function and promoting oxidative stress. Additionally, methacrolein is being studied for its potential role in inflammation and diseases associated with environmental exposure.

Chemical Structure

Methacrolein

CAS#78-85-3

Theoretical Analysis

MedKoo Cat#: 146190

Name: Methacrolein

CAS#: 78-85-3

Chemical Formula: C4H6O

Exact Mass: 70.0419

Molecular Weight: 70.09

Elemental Analysis: C, 68.55; H, 8.63; O, 22.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Methacrolein;

IUPAC/Chemical Name

methacrylaldehyde

InChi Key

STNJBCKSHOAVAJ-UHFFFAOYSA-N

InChi Code

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

SMILES Code

CC(=C)C=O

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 70.09 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Zhou L, Zhang S, Li Z, Scott J, Zhang Z, Liu R, Yun J. Selective oxidation of methacrolein to methacrylic acid over H4PMo11VO40/C3N4-SBA-15. RSC Adv. 2019 Oct 23;9(58):34065-34075. doi: 10.1039/c9ra06021a. PMID: 35528902; PMCID: PMC9073591. 2: Zhang Z, Wang C, Zhao Y, Zhao Y, Li G, Xie H, Jiang L. Autoxidation Mechanism and Kinetics of Methacrolein in the Atmosphere. J Phys Chem A. 2023 Mar 30;127(12):2819-2829. doi: 10.1021/acs.jpca.3c00128. Epub 2023 Mar 20. PMID: 36939326. 3: Yang J, Li Y, Makroni L, Liu F. The photoisomerization mechanism of methacrolein oxide (MACR-OO): the cyclic dioxole formation pathway revealed. Phys Chem Chem Phys. 2022 Sep 28;24(37):22531-22537. doi: 10.1039/d2cp03028d. PMID: 36111632. 4: Lin X, Hu R, Ma Z, Yue H, Wen Z, Zhang C, Fittschen C, Zhang W, Tang X. Cl- Initiated oxidation of methacrolein under NOx-free conditions studied by VUV photoionization mass spectrometry. Phys Chem Chem Phys. 2022 Jul 27;24(29):17471-17478. doi: 10.1039/d2cp02101c. PMID: 35822339. 5: Wendt CH, Bowler RP, Demorest C, Hastie A, Labaki WW, Chen M, Carmella SG, Hecht SS. Levels of Urinary Mercapturic Acids of Acrolein, Methacrolein, Crotonaldehyde, and Methyl Vinyl Ketone in Relationship to Chronic Obstructive Pulmonary Disease in Cigarette Smokers of the Subpopulations and Intermediate Outcome Measures in COPD Study (SPIROMICS). Chem Res Toxicol. 2023 Sep 19. doi: 10.1021/acs.chemrestox.3c00197. Epub ahead of print. PMID: 37725788. 6: Larsen ST, Nielsen GD. Effects of methacrolein on the respiratory tract in mice. Toxicol Lett. 2000 Apr 3;114(1-3):197-202. doi: 10.1016/s0378-4274(99)00300-8. PMID: 10713485. 7: Lin YH, Yin C, Takahashi K, Lin JJ. Surprisingly long lifetime of methacrolein oxide, an isoprene derived Criegee intermediate, under humid conditions. Commun Chem. 2021 Feb 5;4(1):12. doi: 10.1038/s42004-021-00451-z. PMID: 36697547; PMCID: PMC9814537. 8: Guidry LM, Bardash LA, Yigiter A, Ravi S, Marchetti B, Karsili TNV. The role of solar photolysis in the atmospheric removal of methacrolein oxide and the methacrolein oxide-water van-der Waals complex in pristine environments. Photochem Photobiol. 2025 Mar-Apr;101(2):423-433. doi: 10.1111/php.14007. Epub 2024 Aug 2. PMID: 39095969. 9: Ling Z, He Z, Wang Z, Shao M, Wang X. Sources of methacrolein and methyl vinyl ketone and their contributions to methylglyoxal and formaldehyde at a receptor site in Pearl River Delta. J Environ Sci (China). 2019 May;79:1-10. doi: 10.1016/j.jes.2018.12.001. Epub 2018 Dec 17. PMID: 30784434. 10: Lee HK, Chantanapongvanij P, Schmidt RR, Stephenson TA. Master Equation Studies of the Unimolecular Decay of Thermalized Methacrolein Oxide: The Impact of Atmospheric Conditions. J Phys Chem A. 2023 May 25;127(20):4492-4502. doi: 10.1021/acs.jpca.3c00542. Epub 2023 May 10. PMID: 37163697; PMCID: PMC10226126. 11: Cai JR, Su JH, Lee YP. Formation reaction mechanism and infrared spectra of anti-trans-methacrolein oxide and its associated precursor and adduct radicals. Commun Chem. 2022 Mar 4;5(1):26. doi: 10.1038/s42004-022-00644-0. PMID: 36697653; PMCID: PMC9814089. 12: Tani A, Tobe S, Shimizu S. Uptake of methacrolein and methyl vinyl ketone by tree saplings and implications for forest atmosphere. Environ Sci Technol. 2010 Sep 15;44(18):7096-101. doi: 10.1021/es1017569. PMID: 20715865. 13: Wang X, Wei Y, Zhang H, Bao L, He M, Yuan S. Understanding the properties of methyl vinyl ketone and methacrolein at the air-water interface: Adsorption, heterogeneous reaction and environmental impact analysis. Chemosphere. 2021 Nov;283:131183. doi: 10.1016/j.chemosphere.2021.131183. Epub 2021 Jun 14. PMID: 34467940. 14: Vansco MF, Marchetti B, Trongsiriwat N, Bhagde T, Wang G, Walsh PJ, Klippenstein SJ, Lester MI. Synthesis, Electronic Spectroscopy, and Photochemistry of Methacrolein Oxide: A Four-Carbon Unsaturated Criegee Intermediate from Isoprene Ozonolysis. J Am Chem Soc. 2019 Sep 25;141(38):15058-15069. doi: 10.1021/jacs.9b05193. Epub 2019 Sep 11. PMID: 31446755. 15: Zheng Y, Yang Y, Li Y, Cai L, Zhao X, Xue B, Li Y, An J, Zhang J. Preparation of Hydrophobic Au Catalyst and Application in One-Step Oxidative Esterification of Methacrolein to Methyl Methacrylate. Molecules. 2024 Apr 19;29(8):1854. doi: 10.3390/molecules29081854. PMID: 38675674; PMCID: PMC11055172. 16: McCoy JC, Léger SJ, Frey CF, Vansco MF, Marchetti B, Karsili TNV. Modeling the Conformer-Dependent Electronic Absorption Spectra and Photolysis Rates of Methyl Vinyl Ketone Oxide and Methacrolein Oxide. J Phys Chem A. 2022 Feb 3;126(4):485-496. doi: 10.1021/acs.jpca.1c08381. Epub 2022 Jan 20. PMID: 35049299. 17: Muramoto S, Matsubara Y, Mwenda CM, Koeduka T, Sakami T, Tani A, Matsui K. Glutathionylation and Reduction of Methacrolein in Tomato Plants Account for Its Absorption from the Vapor Phase. Plant Physiol. 2015 Nov;169(3):1744-54. doi: 10.1104/pp.15.01045. Epub 2015 Jul 13. PMID: 26169680; PMCID: PMC4634080. 18: Sun C, Xu B, Zhang S. Atmospheric reaction of Cl + methacrolein: a theoretical study on the mechanism, and pressure- and temperature-dependent rate constants. J Phys Chem A. 2014 May 22;118(20):3541-51. doi: 10.1021/jp500993k. Epub 2014 May 8. PMID: 24784774. 19: Wang G, Liu T, Zou M, Sojdak CA, Kozlowski MC, Karsili TNV, Lester MI. Electronic Spectroscopy and Dissociation Dynamics of Vinyl-Substituted Criegee Intermediates: 2-Butenal Oxide and Comparison with Methyl Vinyl Ketone Oxide and Methacrolein Oxide Isomers. J Phys Chem A. 2023 Jan 12;127(1):203-215. doi: 10.1021/acs.jpca.2c08025. Epub 2022 Dec 27. PMID: 36574960. 20: Endo Y, Chung CA, Witek HA, Cabezas C, Lee YP. Detection of a C4 Criegee Intermediate: Fourier-Transform Microwave Spectroscopy of Methacrolein Oxide. J Phys Chem A. 2023 Oct 19;127(41):8602-8606. doi: 10.1021/acs.jpca.3c05553. Epub 2023 Oct 10. PMID: 37816148.