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617-48-1 molecular structure
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2-hydroxybutanedioic acid

ChemBase ID: 102582
Molecular Formular: C4H6O5
Molecular Mass: 134.08744
Monoisotopic Mass: 134.02152329
SMILES and InChIs

SMILES:
OC(CC(=O)O)C(=O)O
Canonical SMILES:
OC(=O)CC(C(=O)O)O
InChI:
InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)
InChIKey:
BJEPYKJPYRNKOW-UHFFFAOYSA-N

Cite this record

CBID:102582 http://www.chembase.cn/molecule-102582.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-hydroxybutanedioic acid
IUPAC Traditional name
malic acid
Synonyms
Hydroxy Succinic Acid
Kyselina Jablecna
DL-Hydroxybutanedioic acid
DL-MALIC ACID
2-Hydroxybutanedioic Acid
Malic Acid
(+/-)-Malic Acid
2-Hydroxyethane-1,2-dicarboxylic Acid
2-Hydroxysuccinic Acid
Deoxytetraric Acid
E 296
FDA 2018
Hydroxysuccinic Acid
Musashi-no-Ringosan
NSC 25941
Nanoveson M
Pomalus Acid
R,S(+/-)-Malic Acid
α-Hydroxysuccinic Acid
(R)-(+)-Hydroxysuccinic acid
D-(+)-Malic acid
(±)-Hydroxysuccinic acid
(±)-2-Hydroxysuccinic acid
DL-Malic acid
DL-Malic acid
Malic acid
L-Malic acid
D-Malic acid
(–)-Malic acid
(+)-Malic acid
(S)-Hydroxybutanedioic acid
(R)-Hydroxybutanedioic acid
Malic acid
D-(+)-苹果酸
(±)-2-羟基琥珀酸
DL-羟基丁二酸
DL-苹果酸
DL-苹果酸
苹果酸
CAS Number
617-48-1
6915-15-7
636-61-3
EC Number
211-262-2
230-022-8
MDL Number
MFCD00004245
MFCD00064212
Beilstein Number
1723540
1723539
Merck Index
145707
PubChem SID
24856486
24901221
162089952
24896626
24896573
24854408
24897242
PubChem CID
525
CHEBI ID
6650
CHEMBL
1455497
Chemspider ID
510
FEMA ID
2655
KEGG ID
C00149
Unique Ingredient Identifier
817L1N4CKP
Wikipedia Title
Malic_acid
Flavis Number
8.017

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.198357  H Acceptors
H Donor LogD (pH = 5.5) -3.9168313 
LogD (pH = 7.4) -6.814561  Log P -1.1136414 
Molar Refractivity 24.8752 cm3 Polarizability 10.123206 Å3
Polar Surface Area 94.83 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
558 g/L (at 20 °C) in water expand Show data source
DMSO expand Show data source
Methanol expand Show data source
methanol: soluble0.1 g/mL, clear, colorless expand Show data source
Soluble in acetone, dioxane, water, methanol and ethanol. Insoluble in benzene. expand Show data source
Apperance
White Solid expand Show data source
Melting Point
100-104°C expand Show data source
129-131 °C expand Show data source
129-132 °C expand Show data source
129-133 °C expand Show data source
130°C expand Show data source
130-133°C expand Show data source
131-133 °C(lit.) expand Show data source
131-133°C expand Show data source
131-133°C expand Show data source
Boiling Point
150°C expand Show data source
Flash Point
203°C(397°F) expand Show data source
Auto Ignition Point
340°C expand Show data source
644 °F expand Show data source
Density
1.60 expand Show data source
1.601 g/ml expand Show data source
1.609 expand Show data source
1.609 g cm-3 expand Show data source
Vapor Pressure
< 0.1 mm Hg (20°C) expand Show data source
<0.1 mmHg ( 20 °C) expand Show data source
Vapor Density
4.6 (vs air) expand Show data source
Optical Rotation
[α]/D -0.10 to +0.10° expand Show data source
+28 (c=5.5 in pyridine) expand Show data source
pKa
pKa1 = 3.40, pKa2 = 5.20 expand Show data source
Storage Condition
Refrigerator expand Show data source
Room Temperature (15-30°C) expand Show data source
RTECS
ON7175000 expand Show data source
ON7260000 expand Show data source
European Hazard Symbols
X expand Show data source
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22-37/38-41 expand Show data source
37/38-41 expand Show data source
R:36 expand Show data source
Safety Statements
26-36/37/39-60 expand Show data source
26-36/39 expand Show data source
26-37/39 expand Show data source
S:26 expand Show data source
TSCA Listed
expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H302-H315-H318-H335 expand Show data source
H318-H315-H302-H335 expand Show data source
H318-H315-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Allergens
no known allergens expand Show data source
Purity
≥98% (capillary GC) expand Show data source
≥99% expand Show data source
≥99.0% expand Show data source
≥99.0% (T) expand Show data source
98% expand Show data source
98+% expand Show data source
99% expand Show data source
99-100.5% (alkalimetric) expand Show data source
Grade
Kosher expand Show data source
puriss. expand Show data source
purum expand Show data source
ReagentPlus® expand Show data source
SAJ first grade expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Suitability
complies for identity (IR) expand Show data source
meets USP/NF testing specifications expand Show data source
Ignition Residue
≤0.1% expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
≤0.05% maleic acid expand Show data source
≤0.1% water insoluble matter expand Show data source
≤1% fumaric acid expand Show data source
Cation Traces
As: ≤3 mg/kg expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤5 mg/kg expand Show data source
Hg: ≤1 mg/kg expand Show data source
K: ≤50 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Na: ≤50 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤2 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Zn: ≤5 mg/kg expand Show data source
Quality
meets analytical specification of FCC, E296 expand Show data source
Linear Formula
HO2CCH2CH(OH)CO2H expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02102234 external link
Crystalline
Purity: 99%
Sigma Aldrich - W265501 external link
Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum
Sigma Aldrich - 240176 external link
Packaging
50, 250 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Sigma Aldrich - M1210 external link
Packaging
2 kg in poly bottle
500 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Sigma Aldrich - M0875 external link
Packaging
1 kg in poly bottle
100, 500 g in poly bottle
Toronto Research Chemicals - M159510 external link
The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid rece

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Rindi, G., et al.: Biochem. J., 80, 214 (1961)
  • • Wolfgang, M., et al.: J. Biol. Chem., 281, 37265 (1961)
  • • Navarro, D., et al.: Metab. Brain Dis., 23, 115 (1961)
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PATENTS

PATENTS

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INTERNET

INTERNET

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