(1S,3R)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid

• ChemBase ID: 126369
• Molecular Formular: C10H16O4
• Molecular Mass: 200.23164
• Monoisotopic Mass: 200.10485899
• SMILES: O=C(O)[C@]1(CC[C@@H](C(=O)O)C1(C)C)C
• Canonical SMILES: OC(=O)[C@@H]1CC[C@](C1(C)C)(C)C(=O)O
• InChI: InChI=1S/C10H16O4/c1-9(2)6(7(11)12)4-5-10(9,3)8(13)14/h6H,4-5H2,1-3H3,(H,11,12)(H,13,14)/t6-,10+/m0/s1
• InChIKey: LSPHULWDVZXLIL-QUBYGPBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid
• IUPAC Traditional name: camphoric acid
• Synonyms: (-)-Camphoric acid; Camphoric acid; (-)-Camphoric acid; (1S,3R)-1,2,2-Trimethyl-1,3-cyclopentanedicarboxylic acid; (1S,3R)-(-)-Camphoric acid; (-)-樟脑酸; (-)-樟脑酸; (1S,3R)-1,2,2-三甲基-1,3-环戊烷二羧酸; (1S,3R)-(-)-樟脑酸

Database IDs

• CAS Number: 560-09-8
• MDL Number: MFCD00064937
• Beilstein Number: 1874674
• Merck Index: 141733
• PubChem SID: 162220703; 24863434; 24852784
• PubChem CID: 21491; 219463
• Chemspider ID: 20198
• Wikipedia Title: Camphoric_acid

CALCULATED PROPERTIES

• Acid pKa: 4.06621
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.4023106
• LogD (pH = 7.4): -3.8919137
• Log P: 1.8114128
• Molar Refractivity: 49.0095 cm^3
• Polarizability: 19.531307 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-187 °C; 184-189 °C; 188-190 °C(lit.); 188-190°C
• Density: 1.21 g/cm^3
• Optical Rotation: [α]20/D -46±2°, c = 1% in ethanol; [α]20/D -48°, c = 10 in ethanol; -48 (c=10 in ethanol)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 98%; 99%
• Grade: purum
• Quality: unnatural form
• Empirical Formula (Hill Notation): C10H16O4

DETAILS

Sigma Aldrich - 376345

Packaging
1 g in glass bottle