2-Bromophenylacetone

The 2-Bromophenylacetone with CAS registry number of 21906-31-0 is also known as 2-Propanone,1-(2-bromophenyl)-. In addition, the formula is C₉H₉BrO and the molecular weight is 213.07. This chemical is a clear colorless to yellow liquid that should be sealed in cool, dry place. During using it, avoid contact with skin and eyes.

Physical properties about 2-Bromophenylacetone are: (1)ACD/LogP: 2.21; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.21; (4)ACD/LogD (pH 7.4): 2.21; (5)ACD/BCF (pH 5.5): 28.19; (6)ACD/BCF (pH 7.4): 28.19; (7)ACD/KOC (pH 5.5): 379.88; (8)ACD/KOC (pH 7.4): 379.88; (9)#H bond acceptors: 1 ; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.546; (12)Molar Refractivity: 48.15 cm³; (13)Molar Volume: 152 cm³; (14)Surface Tension: 38.6 dyne/cm; (15)Density: 1.401 g/cm³; (16)Flash Point: 72.5 °C; (17)Enthalpy of Vaporization: 49.86 kJ/mol; (18)Boiling Point: 260.9 °C at 760 mmHg; (19)Vapour Pressure: 0.0119 mmHg at 25 °C.

Preparation of 2-Bromophenylacetone: it is prepared by reaction of 1,2-dibromo-benzene with 2-acetoxy-propene. The reaction needs reagent tributyltin methoxide, catalyst dichlorobis(tri-o-tolylphosphine)palladium and solvent toluene at the temperature of 100 °C for 5 hours. What's more, this reaction occurs with three molar excess of dibromobenzene. The yield is about 56 %.

Uses of 2-Bromophenylacetone: it is used to produce 1-[2-(phenylethynyl)phenyl]-2-propanone by reaction with ethynylbenzene. The reaction occurs with reagents (Ph₃P)₄Pd(0), CuI, Et₃N and solvent tetrahydrofuran at the temperature of 25 °C for 66 hours. The yield is about 59 %.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)CC1=CC=CC=C1Br
2. InChI: InChI=1S/C9H9BrO/c1-7(11)6-8-4-2-3-5-9(8)10/h2-5H,6H2,1H3
3. InChIKey: TZIAZLUAMDLDJF-UHFFFAOYSA-N