[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl chloride

• ChemBase ID: 149950
• Molecular Formular: C10H15ClO3S
• Molecular Mass: 250.7423
• Monoisotopic Mass: 250.04304302
• SMILES: CC1([C@@H]2CC[C@]1(C(=O)C2)CS(=O)(=O)Cl)C
• Canonical SMILES: O=C1C[C@@H]2C([C@]1(CC2)CS(=O)(=O)Cl)(C)C
• 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-/m1/s1
• InChIKey: BGABKEVTHIJBIW-GMSGAONNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl chloride
• IUPAC Traditional name: [(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonyl chloride
• Synonyms: (+)-Camphor-10-sulfonic acid chloride; (1S)-(+)-Camphor-10-sulfonyl chloride; (+)-Camphor-10-sulfonyl chloride; (1S)-Camphor-10-sulfonic acid chloride; (1S)-(+)-10-Camphorsulfonyl chloride; (+)-10-樟脑磺酸氯; (1S)-(+)-樟脑-10-磺酰氯; (+)-樟脑-10-磺酰氯; (1S)-樟脑-10-磺酰氯; (1S)-(+)-10-樟脑磺酰氯

Database IDs

• CAS Number: 21286-54-4
• EC Number: 244-314-8
• MDL Number: MFCD00064156
• Beilstein Number: 3205974
• PubChem SID: 24852805; 24853136; 162244112
• PubChem CID: 88856

CALCULATED PROPERTIES

• Acid pKa: 19.964539
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7480035
• LogD (pH = 7.4): 1.7480035
• Log P: 1.7480035
• Molar Refractivity: 58.2324 cm^3
• Polarizability: 23.925394 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-67 °C(lit.); 67-68 °C
• Optical Rotation: [α]20/D +32±1°, c = 1% in chloroform; [α]22/D +33°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0%; ≥99.0% (AT); 97%
• Grade: for chiral derivatization
• Empirical Formula (Hill Notation): C10H15ClO3S

DETAILS

Sigma Aldrich - 219576

Packaging
5, 25, 100 g in glass bottle
Application
Chiral resolving agent.1 Used in the synthesis of nonpeptide oxytocin antagonists.2

Sigma Aldrich - 21380

Other Notes
Reagent used for the resolution of various types of compounds. Determination of enantiomeric purity of amines by derivatization and HPLC 1; Determination of enantiomeric purity of alcohols and amines by derivatization and H-NMR2,3; Reagent used for the simultaneous resolution and activation of alcohols 4