2-{[(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}acetic acid

• ChemBase ID: 79682
• Molecular Formular: C12H22O3
• Molecular Mass: 214.30128
• Monoisotopic Mass: 214.15689456
• SMILES: O([C@@H]1[C@H](CC[C@@H](C1)C)C(C)C)CC(=O)O
• Canonical SMILES: C[C@H]1CC[C@@H]([C@H](C1)OCC(=O)O)C(C)C
• InChI: InChI=1S/C12H22O3/c1-8(2)10-5-4-9(3)6-11(10)15-7-12(13)14/h8-11H,4-7H2,1-3H3,(H,13,14)/t9-,10+,11-/m0/s1
• InChIKey: CILPHQCEVYJUDN-AXFHLTTASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl]oxy}acetic acid
• IUPAC Traditional name: {[(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl]oxy}acetic acid
• Synonyms: (+)-Menthyloxyacetic acid; L-(Menthyloxy)acetic acid; {[(1R,2S,5R)-2-Isopropyl-5-methylcyclohex-1-yl]oxy}acetic acid; (+)-薄荷氧基乙酸

Database IDs

• CAS Number: 94133-41-2; 40248-63-3
• EC Number: 302-700-4
• MDL Number: MFCD00001483; MFCD00077813
• Beilstein Number: 3198466
• PubChem SID: 24868403; 162044445
• PubChem CID: 2733292

CALCULATED PROPERTIES

• Acid pKa: 4.499642
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.744947
• LogD (pH = 7.4): -0.02388805
• Log P: 2.785383
• Molar Refractivity: 58.2811 cm^3
• Polarizability: 23.31536 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 52-55°C
• Boiling Point: 163-164 °C/10 mmHg(lit.); 163-164°C/10mm
• Flash Point: 110°C; 113 °C; 235.4 °F
• Density: 1.01; 1.02 g/mL at 25 °C(lit.)
• Refractive Index: 1.4672; n20/D 1.465(lit.)
• Optical Rotation: [α]20/D +92.5°, c = 10 in ethanol; [α]20/D +93±3°, c = 10% in ethanol

Safety Information

• Storage Warning: Irritant
• 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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 98%
• Grade: purum
• Optical Purity: ee: 96% (GLC); enantiomeric ratio: ≥98.75:2.25 (GC)
• Empirical Formula (Hill Notation): C12H22O3

DETAILS

Sigma Aldrich - 448397

Packaging
1, 5 mL in glass bottle