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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:
516-05-2
Molecular Weight:
118.09
Beilstein:
1756084
EC Number:
208-219-5
MDL number:
MFCD00002656
UNSPSC Code:
12352100
PubChem Substance ID:
24896996
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

200

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.[1][2]
  • Synthesis of pyrimidinium betaines with formamidine.[3]
  • Synthesis of malonic acid half thioester (MAHT).[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9721
STBK5756
STBK5022
STBJ8628
STBF5304V

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Wendy Schijns et al.
The American journal of clinical nutrition, 108(1), 6-12 (2018-06-23)
After Roux-en-Y gastric bypass (RYGB), patients often develop a vitamin B-12 deficiency. Our objective was to investigate whether oral supplementation increases and normalizes low vitamin B-12 concentrations (vitamin B-12 > 200 pmol/L) in RYGB patients as compared to intramuscular injections. A randomized
Georg Staubli et al.
Pediatric emergency care, 32(12), 827-829 (2015-11-17)
The efficiency of nitrous oxide in an equimolar mixture with oxygen or in concentrations up to 70% is approved for short painful procedures. Evaluation of the vitamin B12 levels in anesthetic staff applying nitrous oxide showed reduced vitamin B12 plasma
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)
Catalysed esterifications in room temperature ionic liquids with acidic counteranion as recyclable reaction media.
Fraga-Dubreuil J, et al.
Catalysis Communications, 3(5), 185-190 (2002)
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