(-)-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. |
Computed Descriptors for (-)-Camphanic acid chloride
| InChIKey | PAXWODJTHKJQDZ-RGURZIINSA-N |
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