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(-)-Camphanic acid chloride

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(-)-Camphanic acid chloride Basic information

Product Name:
(-)-Camphanic acid chloride
Synonyms:
  • (-)-CAMPHANIC ACID CHLORIDE
  • (-)-CAMPHANIC CHLORIDE
  • (1S)-(-)-Camphanicacidchloride
  • 3-oxa-2-oxobornane-4-carbonyl chloride
  • (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chlorid
  • (1S)-(-)-Camphanicchloride,95%
  • (1S,4R)-(-)-Camphanic chloride
  • (1S)-(-)-Camphanic chloride, 98% (99% EE)
CAS:
39637-74-6
MF:
C10H13ClO3
MW:
216.66
EINECS:
254-552-4
Product Categories:
  • Chiral Reagents
  • Chiral Compound
  • FINE Chemical & INTERMEDIATES
  • Chemical intermediate for Efavirenz
  • Bicyclic Monoterpenes
  • Biochemistry
  • for Resolution of Alcohols & Thiols
  • Optical Resolution
  • Synthetic Organic Chemistry
  • Terpenes
Mol File:
39637-74-6.mol
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(-)-Camphanic acid chloride Chemical Properties

Melting point:
71-73 °C(lit.)
alpha 
-18 º (c=2, CCl4)
Boiling point:
310.92°C (rough estimate)
Density 
1.2072 (rough estimate)
refractive index 
1.5390 (estimate)
storage temp. 
2-8°C
solubility 
soluble in Dichloromethane, Ether, Ethyl Acetate, Methanol
form 
Powder
color 
Yellow to orange-brown
optical activity
[α]23/D 18°, c = 2 in carbon tetrachloride
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
BRN 
3590860
InChIKey
PAXWODJTHKJQDZ-RGURZIINSA-N
CAS DataBase Reference
39637-74-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
C,Xi
Risk Statements 
34-29
Safety Statements 
26-36/37/39-45-8-27
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
10-21
HazardClass 
8
PackingGroup 
II
HS Code 
29322090

MSDS

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(-)-Camphanic acid chloride Usage And Synthesis

Chemical Properties

Off-White Powder

Uses

An optically active resolving agent

Uses

(1S)-(-)-Camphanic chloride is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.

Uses

(1S)-(-)-Camphanic chloride may be used in esterification of enantiomers in volatiles releasedf from wheat, in order to determine the proportion of enantiomers and also in quantifying the esters.

General Description

(1S)-(-)-Camphanic chloride is a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.

Purification Methods

It is soluble in toluene (50g/100mL at 0o) and crystallises from pet ether (b 40-60o). It sublimes at 70o/5mm, Store it dry at 0o, max (CCl4) 1805s and 1780m cm-1. Armarego et al. J Chem Soc, Perkin Trans I 2229 1976, Gerlach Helv Chim Acta 51 1587 1968, Gerlach Helv Chim Acta 68 1815 1985, Beilstein 18/8 V 101.]

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