Identification | More | [Name]
D(+)-10-Camphorsulfonyl chloride | [CAS]
21286-54-4 | [Synonyms]
(+)-10-CAMPHORSULFONYL CHLORIDE (1S)-(+)-10-CAMPHORSULFONYL CHLORIDE (1S)-CAMPHOR-10-SULFONIC ACID CHLORIDE (1S)-(+)-CAMPHOR-10-SULFONYL CHLORIDE (1S)-(+)-CAMPHOR-10-SULPHONYL CHLORIDE (+) CAMPHOR-10-SULFONIC ACID CHLORIDE (+)-CAMPHOR-10-SULFONYL CHLORIDE D(+)-10-CAMPHORSULFONYL CHLORIDE D-CAMPHOR-10-SULFONYL CHLORIDE Bicyclo[2.2.1]heptane-1-methanesulfonyl chloride, 7,7-dimethyl-2-oxo-, (1S)- Dextro-10-camphorsulfonyl chloride d-2-oxobornane-10-sulphonyl chloride (1S)-(+)-10-CAMPHORSULFONYL CHLORIDE, 97 % D-CAMPHOR-10-SULFONYL CHLORIDE 96% (S)-(+)-Camphor-10-SulfonylChloride D(+)CAMPHOR SULFONYL CHLORIDE (+)-Camphor-10-sulfonyl chloride, (1S)-Camphor-10-sulfonic acid chloride Bicyclo[2.2.1]heptane-1-methanesulfonyl chloride, 7,7-dimethyl-2-oxo- D-2-Oxobornane-10-sulfonyl chloride (1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptane-1-methanesulfochloride | [EINECS(EC#)]
244-314-8 | [Molecular Formula]
C10H15ClO3S | [MDL Number]
MFCD00064156 | [Molecular Weight]
250.74 | [MOL File]
21286-54-4.mol |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
67-68 °C | [alpha ]
33 º (c=1, CHCl3 22 ºC) | [Boiling point ]
349.4±15.0 °C(Predicted) | [density ]
1.2078 (estimate) | [refractive index ]
32 ° (C=1, CHCl3) | [storage temp. ]
2-8°C
| [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Crystalline Powder | [color ]
Off-white to beige | [optical activity]
[α]22/D +33°, c = 1 in chloroform | [Sensitive ]
Moisture Sensitive | [Usage]
A useful synthetic intermediate. Used for asymmetric hydroxylation | [BRN ]
3205974 | [InChIKey]
BGABKEVTHIJBIW-UHFFFAOYSA-N | [CAS DataBase Reference]
21286-54-4(CAS DataBase Reference) | [NIST Chemistry Reference]
(+)-Camphor-10-sulfonyl chloride(21286-54-4) |
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 ]
29147000 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Uses]
A chiral derivative of Camphor | [Uses]
A chiral derivative of Camphor. | [Uses]
As a useful synthetic intermediate, D(+)-10-Camphorsulfonyl chloride can be 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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