(-)-Camphanic acid chloride

(-)-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)-(-)-Camphanicchloride,95%;(1S,4R)-(-)-Camphanic chloride;(1S)-(-)-Camphanic chloride, 98% (99% EE);(-)-CAMPHANIC ACID CHLORIDE 98%
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
(-)-Camphanic acid chloride Structure
(-)-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
InChIKeyPAXWODJTHKJQDZ-RGURZIINSA-N
CAS DataBase Reference39637-74-6(CAS DataBase Reference)
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 Information
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(-)-Camphanic acid chloride English
SigmaAldrich English
ACROS English
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(-)-Camphanic acid chloride Usage And Synthesis
Chemical PropertiesOff-White Powder
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.
UsesAn optically active resolving agent
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 MethodsIt 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.]
(-)-Camphanic acid chloride Preparation Products And Raw materials
Raw materialsD-(+)-Camphoric acid
(1R)-(+)-CAMPHANIC ACID CHLORIDE,(1R)-(+)-CAMPHANIC ACID CHLORIDE TETRAHYDROPYRAN-2-CARBONYL CHLORIDE 1-CHLORO-3,3-DIMETHYLPENTANE 1-CHLORO-3,3-DIMETHYLBUTANE 2,2,4,4-TETRAMETHYLTETRAHYDROFURAN 5,5-DIMETHYL-DIHYDRO-FURAN-2-ONE ALPHA,ALPHA-DIMETHYL-GAMMA-BUTYROLACTONE DIHYDRO-4,4-DIMETHYL-2(3H)-FURANONE 2-Methyl-5-hydroxypentanoic acid lactone 3,3-DIMETHYL-TETRAHYDRO-PYRAN-2-ONE 2H-Pyran-2-one, 3-ethyltetrahydro- (S)-5-HEXANOLIDE 3-METHYLPENTANOYL CHLORIDE 1-CHLORO-2-METHYL-2-HEXANOL 5-METHYLHEXANOYL CHLORIDE 4-Methylvaleryl chloride (S)-(-)-2-ACETOXYPROPIONYL CHLORIDE 1-CHLORO-2-METHYL-2-BUTANOL

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