| Identification | More | [Name]
L(-)-10-Camphorsulfonyl chloride | [CAS]
39262-22-1 | [Synonyms]
(-)-10-CAMPHORSULFONYL CHLORIDE
(1R)-(-)-10-CAMPHORSULFONYL CHLORIDE
(1R)-(-)-CAMPHOR-10-SULFONIC ACID CHLORIDE
(1R)-CAMPHOR-10-SULFONIC ACID CHLORIDE
(1R)-(-)-CAMPHOR-10-SULFONYL CHLORIDE
(1R)-(-)-CAMPHOR-10-SULPHONYL CHLORIDE
(-)-CAMPHOR-10-SULFONYL CHLORIDE
L(-)-10-CAMPHORSULFONYL CHLORIDE
(1R)-(-)-10-CAMPHORSULFONYL CHLORIDE, 97 %
(1R)-(-)-CAMPHOR-10-SULFONIC ACID CHLORIDE 98+%
6,(1R)-(-)-10-Camphorsulfonylchloride
Bicyclo2.2.1heptane-1-methanesulfonyl chloride, 7,7-dimethyl-2-oxo-, (1R,4S)-
(-)-Camphor-10-sulphonyl chloride
(-)-Camphor-10-sulfonyl chloride, (1R)-Camphor-10-sulfonic acid chloride
(7,7-Dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl)methanesulfonyl chloride
(1R,4S)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfochloride
[1R,4R,(-)]-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfonic acid chloride | [EINECS(EC#)]
628-057-2 | [Molecular Formula]
C10H15ClO3S | [MDL Number]
MFCD00064155 | [Molecular Weight]
250.74 | [MOL File]
39262-22-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [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
| [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 | [Usage]
A useful synthetic intermediate. Used for asymmetric hydroxylation | [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 Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29147090 |
| Hazard Information | Back Directory | [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 ℃ f | [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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