(1R,3S,5s)-cyclohexane-1,3,5-tricarboxylic acid

• ChemBase ID: 145990
• Molecular Formular: C9H12O6
• Molecular Mass: 216.18798
• Monoisotopic Mass: 216.0633881
• SMILES: C1[C@@H](C[C@@H](C[C@@H]1C(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1C[C@@H](C[C@@H](C1)C(=O)O)C(=O)O
• InChI: InChI=1S/C9H12O6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h4-6H,1-3H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5+,6-
• InChIKey: FTHDNRBKSLBLDA-FPFOFBBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5s)-cyclohexane-1,3,5-tricarboxylic acid
• IUPAC Traditional name: (1R,3S,5s)-cyclohexane-1,3,5-tricarboxylic acid
• Synonyms: cis,cis-1,3,5-Cyclohexanetricarboxylic acid; 1,3,5-Cyclohexanetricarboxylic acid; cis,cis-1,3,5-Cyclohexanetricarboxylic acid; 顺,顺-1,3,5-环己三羧酸; 1,3,5-环己烷三羧酸; 顺,顺-1,3,5-环己三羧酸

Database IDs

• CAS Number: 16526-68-4
• MDL Number: MFCD00075294
• Beilstein Number: 3120108
• PubChem SID: 162240190; 24861244; 24873774
• PubChem CID: 349732

CALCULATED PROPERTIES

• Acid pKa: 3.390261
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.2600107
• LogD (pH = 7.4): -9.0916815
• Log P: 0.33564553
• Molar Refractivity: 46.3257 cm^3
• Polarizability: 18.422855 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210-215 °C; 211-215 °C(lit.); 216-220 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥90% (T); ≥97.0% (T)
• Grade: purum; technical
• Compostion: cis, 90%; cis, 95%
• Linear Formula: C6H9(CO2H)3
• Empirical Formula (Hill Notation): C9H12O6

DETAILS

Sigma Aldrich - 514837

Packaging
1, 10 g in glass bottle

Sigma Aldrich - 344346

Packaging
1, 10 g in glass bottle

Sigma Aldrich - 29190

Other Notes
Stability of metal complexes1; Preparation of 1-silaadamantane2