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Camphorsultam information


Camphorsultam
Names
IUPAC name
2,10-Camphorsultam
Systematic IUPAC name
(1S,5R,7R)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]decane 3,3-dioxide
Other names
Camphorsultam, Bornanesultam, Oppolzer's Sultam, (–)-10,2-Camphorsultam, (1S)-(–)-2,10-Camphorsultam, (3aS,6R,7aR)-8,8-Dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide, (−)-exo-10,2-Bornanesultam
Identifiers
CAS Number
  • 108448-77-7[1] ☒N[PubChem]
3D model (JSmol)
  • Interactive image
ChemSpider
  • 628224
PubChem CID
  • 719751
InChI
  • InChI=1S/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10-/m0/s1
    Key: DPJYJNYYDJOJNO-NRPADANISA-N
  • InChI=1/C10H17NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7-8,11H,3-6H2,1-2H3/t7-,8-,10-/m0/s1
    Key: DPJYJNYYDJOJNO-NRPADANIBE
SMILES
  • CC1([C@H]2CC[C@@]13CS(=O)(=O)N[C@H]3C2)C
Properties
Chemical formula
 C10H17NO2S
Molar mass 215.31 g·mol−1
Appearance White, crystalline solid
Density 1.287 g/cm3
Melting point 181 to 183 °C (358 to 361 °F; 454 to 456 K)
Boiling point 325 °C (617 °F; 598 K)
Refractive index (nD)
 1.567
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritating to respiratory system and respiratory tract
Flash point 105.3 °C (221.5 °F; 378.4 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Camphorsultam, also known as bornanesultam, is a crystalline solid primarily used as a chiral auxiliary in the synthesis of other chemicals with a specific desired stereoselectivity. Camphorsultam is commercially available in both enantiomers of its exo forms: (1R)-(+)-2,10-camphorsultam and (1S)-(−)-2,10-camphorsultam.

  1. ^ Chambers, Michael. "ChemIDplus - 0108448777 - DPJYJNYYDJOJNO-UHFFFAOYSA-N - (2S)-Bornane-10,2-sultam - Similar structures search, synonyms, formulas, resource links, and other chemical information". chem.nlm.nih.gov.

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