[(2R,3R)-3-(bromomethyl)oxiran-2-yl]methyl {7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonate

• ChemBase ID: 137425
• Molecular Formular: C14H21BrO5S
• Molecular Mass: 381.28254
• Monoisotopic Mass: 380.02930677
• SMILES: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)OC[C@@H]1[C@@H](O1)CBr)C
• Canonical SMILES: BrC[C@@H]1O[C@@H]1COS(=O)(=O)CC12CCC(C2(C)C)CC1=O
• InChI: InChI=1S/C14H21BrO5S/c1-13(2)9-3-4-14(13,12(16)5-9)8-21(17,18)19-7-11-10(6-15)20-11/h9-11H,3-8H2,1-2H3/t9?,10-,11+,14?/m0/s1
• InChIKey: WVJLXXFXEMGBCM-DUEVMTECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R)-3-(bromomethyl)oxiran-2-yl]methyl {7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonate
• IUPAC Traditional name: [(2R,3R)-3-(bromomethyl)oxiran-2-yl]methyl {7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonate
• Synonyms: (2′R,3′R)-4′-Bromo-cis-2′,3′-epoxybutyl (1S)-10-camphorsulfonate

Database IDs

• CAS Number: 308796-34-1
• MDL Number: MFCD01863656
• PubChem SID: 24873532; 162231688
• PubChem CID: 16213723

CALCULATED PROPERTIES

• Acid pKa: 19.950624
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.1115866
• LogD (pH = 7.4): 2.1115866
• Log P: 2.1115866
• Molar Refractivity: 79.8847 cm^3
• Polarizability: 32.899803 Å^3
• Polar Surface Area: 72.97 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 45-48 °C(lit.)
• Flash Point: 109 °C; 228.2 °F
• Optical Rotation: [α]22/D +80°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C14H21BrO5S