L(-)-10-Camphorsulfonyl chloride CAS 39262-22-1

Introduction：Basic information about L(-)-10-Camphorsulfonyl chloride CAS 39262-22-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

L(-)-10-Camphorsulfonyl chloride Basic information

• Product Name: L(-)-10-Camphorsulfonyl chloride
• Synonyms: L(-)-10-CAMPHORSULFONYL 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;[3-(chlorosulfonylmethyl)-2,2,3-trimethylcyclopentyl]methanesulfonyl chloride;(1R)-(-)-10-CAMPHORSULFONYL CHLORIDE, 97 %
• 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

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 Rotation: [α]18/D 33°, c = 3 in chloroform
• Water Solubility: Decomposes
• Sensitive: Moisture Sensitive
• BRN: 3205975
• InChI: InChI=1S/C10H15ClO3S/c1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h7H,3-6H2,1-2H3/t7-,10-/m0/s1
• InChIKey: BGABKEVTHIJBIW-UHFFFAOYSA-N
• SMILES: [C@@]12(CS(Cl)(=O)=O)C(C)(C)[C@@]([H])(CC1)CC2=O
• CAS DataBase Reference: 39262-22-1(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
• F: 10-21
• HazardClass: 8
• PackingGroup: II
• HS Code: 29147090
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Skin Corr. 1B

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.

Synthesis

In the dry 250 mL round bottom flask with magnetic stirrer, reflux condenser tube and drying tube, add sulfoxide, cooled to 0 ?? with an ice water bath, under stirring in batches to add camphorsulfonic acid synthesized by the above method, reacted at 0 ?? for 1h, withdraw the ice bath, so that the natural warming, and then reacted at room temperature for another 2h, microthermal to the solution until clarified, the tail gas is absorbed by a 10% solution of sodium hydroxide. At the end of the reaction, the excess sulfoxide chloride was evaporated under reduced pressure, and the reactants were poured into crushed ice with rapid stirring, quickly filtered, washed with ice water and dried under vacuum to obtain a white powdery solid. After petroleum ether recrystallization to get the product levocamphor-10-sulfonyl chloride.

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.]