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L(-)-10-Camphorsulfonyl chloride

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L(-)-10-Camphorsulfonyl chloride Basic information

Product Name:
L(-)-10-Camphorsulfonyl chloride
Synonyms:
  • L(-)-10-CAMPHORSULFONYL CHLORIDE
  • (-)-CAMPHOR-10-SULFONYL CHLORIDE
  • (1R)-(-)-10-CAMPHORSULFONYL CHLORIDE
  • (1R)-(-)-CAMPHOR-10-SULPHONYL CHLORIDE
  • (1R)-(-)-CAMPHOR-10-SULFONIC ACID CHLORIDE
  • (1R)-CAMPHOR-10-SULFONIC ACID CHLORIDE
  • (1R)-(-)-CAMPHOR-10-SULFONYL CHLORIDE
  • (-)-10-CAMPHORSULFONYL CHLORIDE
CAS:
39262-22-1
MF:
C10H15ClO3S
MW:
250.74
EINECS:
628-057-2
Product Categories:
  • Peptide
  • Intermediates & Fine Chemicals
  • chiral
  • Chiral Reagents
  • Pharmaceuticals
  • Sulfonyl Chlorides
  • Bicyclic Monoterpenes
  • Biochemistry
  • for Resolution of Alcohols & Thiols
  • for Resolution of Bases
  • Optical Resolution
  • Synthetic Organic Chemistry
  • Terpenes
Mol File:
39262-22-1.mol
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L(-)-10-Camphorsulfonyl chloride Chemical Properties

Melting point:
66-68 °C(lit.)
alpha 
-33 º (c=3, chloroform)
Boiling point:
349.4±15.0 °C(Predicted)
Density 
1.331±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Acetone, Dichloromethane, Ethyl Acetate, Methanol
form 
Solid
color 
White
optical activity
[α]18/D 33°, c = 3 in chloroform
Water Solubility 
Decomposes
Sensitive 
Moisture Sensitive
BRN 
3205975
InChIKey
BGABKEVTHIJBIW-UHFFFAOYSA-N
CAS DataBase Reference
39262-22-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
C
Risk Statements 
34
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
10-21
HazardClass 
8
PackingGroup 
II
HS Code 
29147090

MSDS

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L(-)-10-Camphorsulfonyl chloride Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

A chiral derivative of Camphor.

Uses

L(-)-10-Camphorsulfonyl chloride is a useful synthetic intermediate,it is used for asymmetric hydroxylation.

Purification Methods

If free from OH bands in the IR, then recrystallise it from Et2O or pet ether; otherwise treat it with SOCl2 at 50o for 30minutes, evaporate, dry the residue over KOH in a vacuum and recrystallise it. The (±)-acid chloride has m 85o [Bartlett & Knox Org Synth 45 14 1965]. Itis characterised as the amide (prisms from EtOH) m 132o, [ ] 17 (+) and (-) 1.5o (EtOH). On repeated recrystallisation from EtOH the anilide has m 120.5-121o, [] 25 +76o (c 1, CHCl3). [Read & Storey J Chem Soc 2761 1930, Sutherland & Shriner J Am Chem Soc 58 62 1936, Halterman et al. J Am Chem Soc 109 8105 1987, Bartlet & Knox Org Synth 45 55 1945, Beilstein 11 IV 650.]

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