Citramalic acid, (-)-
Basic information
- CAS
6236-10-8- Standard SMILES
C[C@@](O)(CC(=O)O)C(=O)O- InChIKey
XFTRTWQBIOMVPK-RXMQYKEDSA-N- Molecular formula
- C5H8O5
- Average molar mass
- 148.11 g/mol
- Monoisotopic mass
- 148.03717335
Overview
D-citramalic acid is the D-enantiomer of citramalic acid. It is a conjugate acid of a D-citramalate(2-).
Names & identifiers
- Preferred name
- Citramalic acid, (-)-
- IUPAC
- (2R)-2-hydroxy-2-methylbutanedioic acid
- English name
- (R)-(-)-Citramalic acid
- Molecular formula
- C5H8O5
- Molecular weight
- 148.11
Names & synonyms
D-Citramalic acidD-(-)-Citramalic acid6236-10-8(2R)-2-hydroxy-2-methylbutanedioic acidR-Citramalic acid(R)-Citramalic acid(-)-CITRAMALIC ACID2R-Methylmalic acid(2R)-2-hydroxy-2-methylsuccinic acidCitramalic acid, (-)-788CNO6T4DButanedioic acid, 2-hydroxy-2-methyl-, (2R)-
Show more names
2-METHYLMALIC ACIDD-(-)-CitramalicAciD-2-METHYLMALIC ACID(-)-2-METHYLMALIC ACID(R)-2-Methylmalic acidD(-)-2-METHYLMALIC ACID(-)-2-Methyl-D-malic acid
D-(-)-2-Methylmalic acidCHEBI:15586DTXSID80331440RefChem:577451DTXCID30282534625-626-7(R)-(-)-citramalic acid(R)-2-Hydroxy-2-methylsuccinic acid
Database identifiers
- CAS
6236-10-8- PubChem CID
- 439766
- DTXSID
DTXSID80331440- ChEBI
CHEBI:15586- UNII
- 788CNO6T4D
- EC Number
- 625-626-7
- Nikkaji
- J73.970G
Properties
Computed structural properties
- XLogP
- -0.9
- Topological polar surface area
- 94.8 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 163
Physicochemical properties
- Melting point
- 108 · 108-110 °C(lit.)
- Boiling point
- 188.68 °C · 188.68°C (rough estimate)
- Density
- 1.2336 · 1.2336 (rough estimate)
- refractive index
- 1.392 · 1.3920 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- PBS (pH 7.2): 10 mg/ml
- pka
- 3.65 · 3.65±0.28(Predicted)
- form
- powder or crystals
- optical activity
- -19 · [α]/D -19.0±1.0°, c = 0.5 in 1 M HCl
- Merck
- 2323 · 2323
- BRN
- 1723818 · 1723818
- InChI
- 1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)/t5-/m1/s1
- InChIKey
- XFTRTWQBIOMVPK-RXMQYKEDSA-N
- SMILES
- C[C@@](O)(CC(O)=O)C(O)=O || C[C@@](O)(CC(O)=O)C(O)=O
- CAS DataBase Reference
- 6236 · 6236-10-8(CAS DataBase Reference)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationButanedioic acid, 2-hydroxy-2-methyl-, (2R)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 3-10
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Additional notes
DefinitionChEBI: D-citramalic acid is the D-enantiomer of citramalic acid. It is a conjugate acid of a D-citramalate(2-).
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…