(1R)-10,10-dimethyl-3λ6-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene-3,3-dione

• ChemBase ID: 139063
• Molecular Formular: C10H15NO2S
• Molecular Mass: 213.2966
• Monoisotopic Mass: 213.08234973
• SMILES: CC1(C2CC[C@]31CS(=O)(=O)N=C3C2)C
• Canonical SMILES: O=S1(=O)N=C2[C@@]3(C1)CCC(C2)C3(C)C
• InChI: InChI=1S/C10H15NO2S/c1-9(2)7-3-4-10(9)6-14(12,13)11-8(10)5-7/h7H,3-6H2,1-2H3/t7?,10-/m0/s1
• InChIKey: ZAHOEBNYVSWBBW-MHPPCMCBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-10,10-dimethyl-3λ^6-thia-4-azatricyclo[5.2.1.0^1,^5]dec-4-ene-3,3-dione
• IUPAC Traditional name: (1R)-10,10-dimethyl-3λ^6-thia-4-azatricyclo[5.2.1.0^1,^5]dec-4-ene-3,3-dione
• Synonyms: (3aR)-(+)-4,5,6,7-Tetrahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide; (7R)-(+)-10,10-Dimethyl-3-thia-4-azatricyclo[5.2.1.01,5]dec-4-ene 3,3-dioxide; (1R)-(+)-Camphorsulfonylimine; (3aR)-(+)-4,5,6,7-四氢-8,8-二甲基-3H-3a,6-亚甲基-2,1-苯并异噻唑基-2,2-二氧化物; (7R)-(+)-10,10-二甲基-3-硫杂-4-氮杂三环[5.2.1.01,5]癸-4-烯-3,3-二氧化物; (1R)-(+)-樟脑内磺酰亚胺

Database IDs

• CAS Number: 107869-45-4
• MDL Number: MFCD00064576
• Beilstein Number: 85297
• PubChem SID: 24859182; 162233314
• PubChem CID: 16211554

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.98712236
• LogD (pH = 7.4): 0.98718524
• Log P: 0.987186
• Molar Refractivity: 53.1532 cm^3
• Polarizability: 21.891245 Å^3
• Polar Surface Area: 46.5 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 229-230 °C(lit.)
• Optical Rotation: [α]20/D +34°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C10H15NO2S

DETAILS

Sigma Aldrich - 319716

Application
(R) and (S) forms are precursors to chiral (camphorsulfonyl)oxaziridines employed in the asymmetric hydroxylation of ester and amide enolates.1