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02300 Sigma-Aldrich

D-(+)-Malic acid

unnatural form, ≥97.0% (T)

Synonym: (R)-(+)-2-Hydroxysuccinic acid, D-Hydroxybutanedioic acid

  • CAS Number 636-61-3

  • Linear Formula HO2CCH2CH(OH)CO2H

  • Molecular Weight 134.09

  •  Beilstein/REAXYS Number 1723540

  •  EC Number 211-262-2

  •  MDL number MFCD00004245

  •  PubChem Substance ID 329747411

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Carboxylic Acids, Chemical Synthesis, Chiral Building Blocks, Chiral Resolution Reagents,
Quality Level   200
assay   ≥97.0% (T)
optical activity   [α]20/D +28.0±2°, c = 5.5% in pyridine
quality   unnatural form
mp   98-102 °C (lit.)
SMILES string   O[C@H](CC(O)=O)C(O)=O
InChI   1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
InChI key   BJEPYKJPYRNKOW-UWTATZPHSA-N

Description

Application

D-(+)-Malic acid can be used:
• As a starting material for the enantioselective total synthesis of (−)-erinapyrone B.
• As a chiral organocatalyst in the synthesis of α-aminophosphonates from various aldehydes, aniline, and diethyl phosphite.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 02300.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
ON7260000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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