2-Methylsuccinic acid explained

2-Methylsuccinic acid is an organic compound with the formula HO2CCH(CH3)CH2CO2H. A white solid, it is the simplest chiral dicarboxylic acid. It is a recurring component of urban aerosols.[1] Salts and esters of 2-methylsuccinic acid are called 2-methylsuccinates.

Preparation

It can be prepared by partial hydrogenation of itaconic acid over Raney nickel.[2] Alternatively, hydrocyanation of ethyl crotonate affords an intermediate, which converts to 2-methylsuccinic acid after hydrolysis of the ester and nitrile substituents.[3]

References

  1. Seasonal Changes in the Distribution of Dicarboxylic Acids in the Urban Atmosphere. Kawamura, Kimitaka . Ikushima, Kouichi. Environmental Science and Technology. 1993. 27. 10 . 2227–35. 10.1021/es00047a033. 1993EnST...27.2227K .
  2. 3-Methylthiophene. R. F. Feldkamp . B. F. Tullar. Org. Synth.. 1954 . 34. 73. 10.15227/orgsyn.034.0073.
  3. Org. Synth.. 1946. 26. 54. 10.15227/orgsyn.026.0054. Methylsuccinic acid. George Bosworth Brown.

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