2-bromo-1,3,5-tris(propan-2-yl)benzene

• ChemBase ID: 141982
• Molecular Formular: C15H23Br
• Molecular Mass: 283.24712
• Monoisotopic Mass: 282.09831274
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)Br)C(C)C
• Canonical SMILES: CC(c1cc(C(C)C)c(c(c1)C(C)C)Br)C
• InChI: InChI=1S/C15H23Br/c1-9(2)12-7-13(10(3)4)15(16)14(8-12)11(5)6/h7-11H,1-6H3
• InChIKey: FUMMYHVKFAHQST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-1,3,5-tris(propan-2-yl)benzene
• IUPAC Traditional name: 2-bromo-1,3,5-triisopropylbenzene
• Synonyms: 2-Bromo-1,3,5-triisopropylbenzene; 2-bromo-1,3,5-tris(propan-2-yl)benzene; 2,4,6-Triisopropylbromobenzene; 2-Bromo-1,3,5-triisopropylbenzene; 1-Bromo-2,4,6-triisopropylbenzene; 1-Bromo-2,4,6-triisopropylbenzene; 2-Bromo-1,3,5-triisopropylbenzene; 2,4,6-三异丙基溴苯; 2-溴-1,3,5-三异丙基苯; 1-溴-2,4,6-三异丙基苯; 2-溴-1,3,5-三异丙基苯

Database IDs

• CAS Number: 21524-34-5
• MDL Number: MFCD00051547
• Beilstein Number: 1953440
• PubChem SID: 24882896; 162236214
• PubChem CID: 140846

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.477026
• LogD (pH = 7.4): 6.477026
• Log P: 6.477026
• Molar Refractivity: 76.2532 cm^3
• Polarizability: 29.325472 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Boiling Point: 125-126°C/4mm; 96-97 °C/0.1 mmHg(lit.)
• Flash Point: >110 °C; >230 °F
• Density: 1.118 g/mL at 25 °C(lit.)
• Refractive Index: 1.5225; n20/D 1.523(lit.)
• Hydrophobicity(logP): 7.286

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: 95%; 96%; 97%
• Empirical Formula (Hill Notation): C15H23Br

DETAILS

Sigma Aldrich - 637939

Packaging
5, 25, 100 g in glass bottle

REFERENCES

• Metallation with t-BuLi in THF at -78^o followed by elemental Se generates (2,4,6-triisopropylphenyl)selenium bromide in situ which has been found to effect highly selective ring closures of homoallylic alcohols to substituted tetrahydrofurans: J. Org. Chem., 60, 3572 (1995).