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245305

(1R)-(−)-Menthyl chloroformate

Name: (1<I>R</I>)-(−)-Menthyl chloroformate
Brand: ALDRICH

optical purity ee: 99% (GLC)

Synonym(s):

(−)-Menthyl chloroformate

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₉ClO₂

CAS Number:

14602-86-9

Molecular Weight:

218.72

MDL number:

MFCD00009694

Beilstein/REAXYS Number:

2414686

UNSPSC Code:

12352101

NACRES:

NA.22

PubChem Substance ID:

24854513

Form:

liquid

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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.

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

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

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

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

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