2-[(1R,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]acetic acid

• ChemBase ID: 147735
• Molecular Formular: C12H20O3
• Molecular Mass: 212.2854
• Monoisotopic Mass: 212.1412445
• SMILES: C[C@@]12CC[C@@H](C1(C)C)[C@@H]([C@H]2O)CC(=O)O
• Canonical SMILES: OC(=O)C[C@@H]1[C@@H](O)[C@]2(C([C@@H]1CC2)(C)C)C
• InChI: InChI=1S/C12H20O3/c1-11(2)8-4-5-12(11,3)10(15)7(8)6-9(13)14/h7-8,10,15H,4-6H2,1-3H3,(H,13,14)/t7-,8+,10+,12-/m0/s1
• InChIKey: LWVQRKXAZCLJPX-PUJIEXKFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]acetic acid
• IUPAC Traditional name: [(1R,2S,3R,4R)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptan-2-yl]acetic acid
• Synonyms: (-)-Isoborneolacetic acid; [1R-(2-endo,3-exo)]-3-Hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptane-2-acetic acid; (-)-异冰片乙酸; [1R-(2-内,3-外)]-3-羟基-4,7,7-三甲基二环[2.2.1]庚烷-2-乙酸

Database IDs

• CAS Number: 81925-04-4
• PubChem SID: 162241919; 24858745
• PubChem CID: 11031160

CALCULATED PROPERTIES

• Acid pKa: 4.7419167
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.65153766
• LogD (pH = 7.4): -1.1254873
• Log P: 1.4787576
• Molar Refractivity: 56.0523 cm^3
• Polarizability: 22.52453 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 107-111 °C(lit.)
• Optical Rotation: [α]20/D -18°, c = 1 in chloroform

Safety Information

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

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C12H20O3

DETAILS

Sigma Aldrich - 309664

Packaging
1, 5 g in glass bottle