2-bromo-1,3,5-trimethylbenzene

• ChemBase ID: 84573
• Molecular Formular: C9H11Br
• Molecular Mass: 199.08764
• Monoisotopic Mass: 198.00441235
• SMILES: Brc1c(cc(cc1C)C)C
• Canonical SMILES: Cc1cc(C)c(c(c1)C)Br
• InChI: InChI=1S/C9H11Br/c1-6-4-7(2)9(10)8(3)5-6/h4-5H,1-3H3
• InChIKey: RRTLQRYOJOSPEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-1,3,5-trimethylbenzene
• IUPAC Traditional name: 2-bromo-1,3,5-trimethylbenzene
• Synonyms: 2-Bromomesitylene; 2,4,6-Trimethylbromobenzene; 2-Bromo-1,3,5-trimethylbenzene; 2-Bromomesitylene; 2,4,6-Trimethylbromobenzene; 2-溴-1,3,5-三甲基苯; 2-溴均三甲基苯

Database IDs

• CAS Number: 576-83-0
• EC Number: 209-405-9
• MDL Number: MFCD00000073
• Beilstein Number: 1907245
• PubChem SID: 24891976; 24850496; 162071689
• PubChem CID: 68473

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.282263
• LogD (pH = 7.4): 4.282263
• Log P: 4.282263
• Molar Refractivity: 48.8044 cm^3
• Polarizability: 18.336641 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 2 °C(lit.); 2°C
• Boiling Point: 224-226°C; 225 °C(lit.)
• Flash Point: 204.8 °F; 96 °C; 96°C(204°F)
• Density: 1.301 g/mL at 25 °C(lit.); 1.322
• Refractive Index: 1.5520; n20/D 1.552; n20/D 1.552(lit.)

Safety Information

• Storage Warning: Irritant; Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (GC); 97%; 98%; 99%
• Grade: purum
• Linear Formula: 1,3,5-(CH3)3C6H2Br

DETAILS

Sigma Aldrich - B71608

Packaging
25, 100 g in glass bottle

REFERENCES

• In the presence of Pd catalysts and a base, aryl bromides can act as oxidizing agents for conversion of alcohols to aldehydes and ketones under mild conditions. While bromobenzene is effective for saturated secondary alcohols: Tetrahedron Lett., 1401 (1979), for unsaturated alcohols, arylation competes and 2-bromomesitylene was found to give superior results: Tetrahedron Lett., 22, 1801 (1981); J. Org. Chem., 48, 1286 (1983). See also: J. Org. Chem., 61, 2918 (1996), for a combined desilylation-oxidation technique.