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245305 Sigma-Aldrich

(1R)-(−)-Menthyl chloroformate

optical purity ee: 99% (GLC)

Synonym: (−)-Menthyl chloroformate

  • CAS Number 14602-86-9

  • Empirical Formula (Hill Notation) C11H19ClO2

  • Molecular Weight 218.72

  •  Beilstein/REAXYS Number 2414686

  •  MDL number MFCD00009694

  •  PubChem Substance ID 24854513

  •  NACRES NA.22

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Properties

Related Categories Acid Halides, Analytical Reagents, Analytical/Chromatography, Asymmetric Synthesis, Chemical Synthesis,
vapor pressure   0.01 psi ( 20 °C)
InChI Key   KIUPCUCGVCGPPA-KXUCPTDWSA-N
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.)
storage temp.   2-8°C

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.

Packaging

25, 100 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3277 8(6.1) / PGII
WGK Germany 
3
Flash Point(F) 
158 °F
Flash Point(C) 
70 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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