(3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-4-ol

• ChemBase ID: 145185
• Molecular Formular: C9H12BrN3O3
• Molecular Mass: 290.11388
• Monoisotopic Mass: 289.00620326
• SMILES: CC1(O[C@H]2[C@@H]([C@H](C=C([C@H]2O1)Br)N=[N+]=[N-])O)C
• Canonical SMILES: [N-]=[N+]=N[C@H]1C=C(Br)[C@@H]2[C@H]([C@@H]1O)OC(O2)(C)C
• InChI: InChI=1S/C9H12BrN3O3/c1-9(2)15-7-4(10)3-5(12-13-11)6(14)8(7)16-9/h3,5-8,14H,1-2H3/t5-,6+,7+,8-/m0/s1
• InChIKey: PRQOGQGZCPGPSH-OSMVPFSASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-2H-1,3-benzodioxol-4-ol
• IUPAC Traditional name: (3aS,4R,5S,7aS)-5-azido-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-ol
• Synonyms: [3aS-(3aα,4α,5β,7aα)]-5-Azido-7-bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxol-4-ol; [3aS-(3aα,4α,5β,7aα)]-5-叠氮-7-溴-3a,4,5,7a-四氢-2,2-二甲基-1,3-苯并二氧杂环戊烷-4-醇

Database IDs

• CAS Number: 171916-75-9
• MDL Number: MFCD01863546
• PubChem SID: 24872831; 162239395
• PubChem CID: 16213615

CALCULATED PROPERTIES

• Acid pKa: 13.247269
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.8160703
• LogD (pH = 7.4): 0.8160697
• Log P: 0.930116
• Molar Refractivity: 60.2023 cm^3
• Polarizability: 22.928602 Å^3
• Polar Surface Area: 68.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 116-118 °C(lit.)
• Optical Rotation: [α]25/D +24°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C9H12BrN3O3

DETAILS

Sigma Aldrich - 493406

Packaging
500 mg in glass bottle