(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl chloroformate

• ChemBase ID: 145997
• Molecular Formular: C11H19ClO2
• Molecular Mass: 218.72036
• Monoisotopic Mass: 218.10735753
• SMILES: C[C@H]1CC[C@@H]([C@H](C1)OC(=O)Cl)C(C)C
• Canonical SMILES: C[C@H]1CC[C@@H]([C@H](C1)OC(=O)Cl)C(C)C
• InChI: InChI=1S/C11H19ClO2/c1-7(2)9-5-4-8(3)6-10(9)14-11(12)13/h7-10H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
• InChIKey: KIUPCUCGVCGPPA-AEJSXWLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl chloroformate
• IUPAC Traditional name: (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl chloroformate
• Synonyms: (1S)-(+)-Menthyl chloroformate; (1S)-(+)-氯甲酸薄荷酯

Database IDs

• CAS Number: 7635-54-3
• MDL Number: MFCD00134483
• Beilstein Number: 2414685
• PubChem SID: 162240197; 24863571
• PubChem CID: 2733329

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.1121254
• LogD (pH = 7.4): 4.1121254
• Log P: 4.1121254
• Molar Refractivity: 57.3098 cm^3
• Polarizability: 22.913548 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 108-109 °C/11 mmHg(lit.)
• Flash Point: 158 °F; 70 °C
• Density: 1.031 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.458(lit.); n20/D 1.459
• Optical Rotation: [α]20/D +82±2°, c = 1% in chloroform; [α]20/D +83°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 3277
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 23-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H314-H331
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3277 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (sum of enantiomers, GC)
• Grade: purum
• Optical Purity: ee: 97% (GLC)
• Empirical Formula (Hill Notation): C11H19ClO2

DETAILS

Sigma Aldrich - 378712

Packaging
5, 25 mL in glass bottle
Application
Chiral auxiliary in the asymmetric synthesis of quaternary carbon centers.1