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Chemical Compound Review:

Isobutenal 2-methylprop-2-enal

Synonyms: METHACROLEIN, HSDB 182, NSC-8260, CCRIS 1153, AG-H-16193, ...

Neudecker, T. et al., Surratt, J.D. et al., Colby, D.A. et al., Pi, Z. et al.

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Disease relevance of Methylacrylaldehyde

The C2-alkylated acrolein derivatives 2-methylacrolein, 2-ethylacrolein and 2-propylacrolein are mutagenic in Salmonella typhimurium TA100 [1].

High impact information on Methylacrylaldehyde

Alternatively, for beta-alkylation products of the N-benzyl imine of methacrolein, hydrolysis can be performed under conditions that provide complete isomerization to the E isomer [2].
We present, to our knowledge, the first evidence of particle-phase esterification reactions in SOA, where the further oxidation of the isoprene oxidation product methacrolein under high-NO(x) conditions produces polyesters involving 2-methylglyceric acid as a key monomeric unit [3].
Theoretical study on the Diels-Alder reaction between 2-methylacrolein and cyclopentadiene catalyzed by a cationic oxazaborolidine Lewis acid [4].
As shown for 2-methylacrolein, the reduction in mutagenicity is dependent on the concentration of S9 in the S9 mix and is not significantly influenced by heat inactivation of the S9 mix or by addition of TCPO, an inhibitor of epoxide hydrolase, to the testing system [1].

References

Mutagenicity of 2-methylacrolein, 2-ethylacrolein and 2-propylacrolein in Salmonella typhimurium TA100. A comparative study. Neudecker, T., Eder, E., Deininger, C., Henschler, D. Mutat. Res. (1991) [Pubmed]
Stereoselective Alkylation of alpha,beta-Unsaturated Imines via C-H Bond Activation. Colby, D.A., Bergman, R.G., Ellman, J.A. J. Am. Chem. Soc. (2006) [Pubmed]
Chemical composition of secondary organic aerosol formed from the photooxidation of isoprene. Surratt, J.D., Murphy, S.M., Kroll, J.H., Ng, N.L., Hildebrandt, L., Sorooshian, A., Szmigielski, R., Vermeylen, R., Maenhaut, W., Claeys, M., Flagan, R.C., Seinfeld, J.H. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
Theoretical study on the Diels-Alder reaction between 2-methylacrolein and cyclopentadiene catalyzed by a cationic oxazaborolidine Lewis acid. Pi, Z., Li, S. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]

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