| Identification | More | [Name]
4-BROMOMETHYLBIPHENYL | [CAS]
2567-29-5 | [Synonyms]
4-BROMOMETHYLBIPHENYL
4-PHENYLBENZYL BROMIDE
4-Bromoethylbiphenyl
Bromoethylbiphenyl
1,1-Biphenyl, 4-(bromomethyl)-
Bromoethylbiphenyl 98%
4-BROMOMETHYLBIPHENYL 98+%
p-Phenylbenzyl bromide | [Molecular Formula]
C13H11Br | [MDL Number]
MFCD00017869 | [Molecular Weight]
247.13 | [MOL File]
2567-29-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale yellow to beige powder | [Melting point ]
83-86 °C | [Boiling point ]
140 °C / 10mmHg | [density ]
1.341±0.06 g/cm3(Predicted) | [Fp ]
>110℃ | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Powder | [color ]
Pale yellow to beige | [InChI]
InChI=1S/C13H11Br/c14-10-11-6-8-13(9-7-11)12-4-2-1-3-5-12/h1-9H,10H2 | [InChIKey]
HZQLUIZFUXNFHK-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=CC=C2)=CC=C(CBr)C=C1 | [CAS DataBase Reference]
2567-29-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow to beige powder | [Uses]
4-(Bromomethyl)biphenyl is a biphenyl derivative used in the preparation of various pharmaceutical compounds such as protein tyrosine phosphatase 1B inhibitors. 4-(Bromomethyl)biphenyl is useful as as
atom transfer radical polymerization initiator. | [Synthesis]
General procedure for the synthesis of 4-bromomethylbiphenyl from 4-biphenylmethanol: Carbon tetrabromide (8.99 g, 27.1 mmol) and triphenylphosphine (7.11 g, 27.1 mmol) were sequentially added to a solution of dichloromethane (100 mL) containing biphenyl-4-ylmethanol (5.00 g, 27.1 mmol) at room temperature with continuous stirring. The reaction mixture was stirred at room temperature for 1.5 h before the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography with an eluent ratio of 1:20 ether/cyclohexane, resulting in 4-bromomethylbiphenyl (6.37 g, 95% yield) as a white solid.1H NMR (400 MHz, CDCl3) data were as follows: δ 7.60 (4H), 7.45 (4H), 7.35 (1H), 4.55 (2H). | [References]
[1] Organic Letters, 2013, vol. 15, # 9, p. 2210 - 2213
[2] Patent: WO2005/26120, 2005, A1. Location in patent: Page/Page column 21
[3] Patent: WO2004/110974, 2004, A1. Location in patent: Page 22
[4] Organic Letters, 2012, vol. 14, # 21, p. 5428 - 5431,4
[5] Organic Letters, 2018, vol. 20, # 10, p. 3061 - 3064 |
|
|