(-)-Camphanic acid chloride

Synonym(s):(−)-Camphanoyl chloride;(1S)-3-Oxo-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride

CAS NO.：39637-74-6
Empirical Formula: C10H13ClO3
Molecular Weight: 216.66
MDL number: MFCD00135626
EINECS: 254-552-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-28 18:16:09

What is (-)-Camphanic acid chloride?

Chemical properties

Off-White Powder

The Uses of (-)-Camphanic acid chloride

An optically active resolving agent

The Uses of (-)-Camphanic acid chloride

(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.

The Uses of (-)-Camphanic acid chloride

(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.]

Properties of (-)-Camphanic acid chloride

Melting point:	71-73 °C(lit.)
Boiling point:	310.92°C (rough estimate)
alpha	-18 º (c=2, CCl4)
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
CAS DataBase Reference	39637-74-6(CAS DataBase Reference)

Safety information for (-)-Camphanic acid chloride

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05
GHS Hazard Statements	H314:Skin corrosion/irritation
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.