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L(-)-10-Camphorsulfonyl chloride

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L(-)-10-Camphorsulfonyl chloride Basic information
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. 2-8°C
  • optical activity[α]18/D 33°, c = 3 in chloroform
  • Water Solubility Decomposes
  • Sensitive Moisture Sensitive
  • BRN 3205975
  • InChIKeyBGABKEVTHIJBIW-UHFFFAOYSA-N
  • CAS DataBase Reference39262-22-1(CAS DataBase Reference)
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
L(-)-10-Camphorsulfonyl chloride Usage And Synthesis
  • Chemical Propertieswhite to light yellow crystal powde
  • UsesA chiral derivative of Camphor
  • UsesL(-)-10-Camphorsulfonyl chloride is a useful synthetic intermediate,it is used for asymmetric hydroxylation.
  • Purification MethodsIf 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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