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M54058

Sigma-Aldrich

Methylmalonic acid

99%

Synonym(s):

2-Methylpropanedioic acid

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About This Item

Linear Formula:
CH3CH(CO2H)2
CAS Number:
Molecular Weight:
118.09
Beilstein:
1756084
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

128-130 °C (lit.)

SMILES string

CC(C(O)=O)C(O)=O

InChI

1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)

InChI key

ZIYVHBGGAOATLY-UHFFFAOYSA-N

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Application

Methylmalonic acid can be used as a substrate in:
  • Esterification reactions by various catalysts.
  • Synthesis of pyrimidinium betaines with formamidine.
  • Synthesis of malonic acid half thioester (MAHT).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Catalysed esterifications in room temperature ionic liquids with acidic counteranion as recyclable reaction media.
Fraga-Dubreuil J, et al.
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A Stable anionic N-heterocyclic carbene and its zwitterionic complexes.
Cesar V, et al.
Journal of the American Chemical Society, 130(34), 11286-11287 (2008)
Novel Bronsted acidic ionic liquid as efficient and reusable catalyst system for esterification.
Gui J, et al.
Catalysis Communications, 5(9), 473-477 (2004)

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