(1R,5S,7s)-3-(bromomethyl)-2,4,10-trioxatricyclo[3.3.1.13,7]decane

• ChemBase ID: 136795
• Molecular Formular: C8H11BrO3
• Molecular Mass: 235.07514
• Monoisotopic Mass: 233.98915621
• SMILES: C1[C@@H]2O[C@]3(O[C@H](C2)C[C@@H]1O3)CBr
• Canonical SMILES: BrC[C@]12O[C@@H]3C[C@@H](O2)C[C@@H](O1)C3
• InChI: InChI=1S/C8H11BrO3/c9-4-8-10-5-1-6(11-8)3-7(2-5)12-8/h5-7H,1-4H2/t5-,6+,7-,8+
• InChIKey: CSXFBEUWUQOEEC-KVFPUHGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S,7s)-3-(bromomethyl)-2,4,10-trioxatricyclo[3.3.1.1^3,^7]decane
• IUPAC Traditional name: (1R,5S,7s)-3-(bromomethyl)-2,4,10-trioxatricyclo[3.3.1.1^3,^7]decane
• Synonyms: 3-(Bromomethyl)-2,4,10-trioxatricyclo[3.3.1.13.7]decane; Bromo(2,3,10-trioxatricyclo[3.3.1.13.7]dec-3-yl)methane; 3-(Bromomethyl)-2,4,10-trioxaadamantane; 3-(Bromomethyl)-2,4,10-trioxaadamantane; 3-(Bromomethyl)-2,4,10-trioxatricyclo[3.3.1.13.7]decane; (2,3,10-三氧杂三环[3.3.1.13.7]癸-3-基)溴甲烷; 3-(溴甲基)-2,4,10-三氧杂三环[3.3.1.13.7]癸烷; 3-(溴甲基)-2,4,10-三氧杂金刚烷; 3-(溴甲基)-2,4,10-三氧杂金刚烷; 3-(溴甲基)-2,4,10-三氧杂三环[3.3.1.13.7]癸烷

Database IDs

• CAS Number: 157371-80-7
• MDL Number: MFCD00077628
• PubChem SID: 162231064; 24850567
• PubChem CID: 566001

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.3594128
• LogD (pH = 7.4): 1.3594128
• Log P: 1.3594128
• Molar Refractivity: 45.9212 cm^3
• Polarizability: 18.334368 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 94-96 °C(lit.); 95-97 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 96%
• Empirical Formula (Hill Notation): C8H11BrO3

DETAILS

Sigma Aldrich - 17624

Other Notes
Masked bromoacetic acid derivative which can be transformed to the stable Grignard or lithium-organic reagents1
Packaging
1 g in glass bottle