245305

(1R)-(−)-Menthyl chloroformate

optical purity ee: 99% (GLC)

• Synonym(s): (−)-Menthyl chloroformate
• Empirical Formula (Hill Notation): C₁₁H₁₉ClO₂
• CAS Number: 14602-86-9
• Molecular Weight: 218.72
• Beilstein/REAXYS Number: 2414686
• MDL number: MFCD00009694
• UNSPSC Code: 12352101
• PubChem Substance ID: 24854513
• NACRES: NA.22

Properties

• vapor pressure: 0.01 psi ( 20 °C)
• form: liquid
• optical activity: [α]20/D −83°, c = 1 in chloroform
• optical purity: ee: 99% (GLC)
• refractive index: n20/D 1.458 (lit.)
• bp: 108-109 °C/11 mmHg (lit.)
• density: 1.02 g/mL at 25 °C (lit.)
• functional group: chloro
• storage temp.: 2-8°C
• SMILES string: CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(Cl)=O
• 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-/m1/s1
• InChI key: KIUPCUCGVCGPPA-KXUCPTDWSA-N

Description

Application

1R)-(-)-Menthyl chloroformate may be used in the preparation of 1-O-menthoxycarbonyl myo-inositol.[1]

Chiral derivatizing agent used for the resolution of alcohols and amines by GC, HPLC, or crystallization.[2]

Readily forms a chloroimidodicarbonate which asymmetrically chlorinates silyl enol ethers under mild conditions and in good yields.[3]

Safety Information

• pictograms: GHS06,GHS05
• signalword: Danger
• hcodes: H314,H331
• pcodes: P261 - P271 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Inhalation - Skin Corr. 1B
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 158.0 °F - closed cup
• flash_point_c: 70 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter