2-溴苯乙酮

• 产品号: A15576
• CAS号: 70-11-1
• 分子式: C8H7BrO
• 分子量: 199.04458
• 纯 度: 98%

产品别名

• 标题: 2-Bromoacetophenone
• IUPAC标准名: 2-bromo-1-phenylethan-1-one
• IUPAC传统名: phenacyl bromide
• 别名: Phenacyl bromide

产品登记号

• MDL号: MFCD00000195
• CAS号: 70-11-1
• EC号: 200-724-9
• Beilstein号: 606474
• 默克索引号: 141402

产品性质

• 纯度: 98%
• 沸点: 140°C/11mm
• 密度: 1.650
• 闪点: >110°C(230°F)
• 熔点: 48-51°C
• GHS危险声明: H331-H314-H318
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• GHS警示性声明: P280-P305+P351+P338-P309-P310
• 危险公开号: 23-34
• 安全公开号: 26-36/37/39-45
• TSCA收录: 是
• 联合国危险货物等级: 6.1
• 联合国危险货物编号: UN2645
• 联合国危险货物包装类别(PG): II

参考文献

• Reagent for carboxyl protection as phenacyl esters, stable to acid hydrolysis but readily cleaved by nucleophiles or by reduction. See Appendix 6. Protection can be effected in the presence of triethylamine: J. Chem. Soc. (C), 1191 (1966), or, better, KF in DMF: Tetrahedron Lett., 599 (1977). Phase-transfer conditions have also been reported: Synth. Commun., 26, 1747 (1996). Cleavage has been described using a variety of reagents, including Zn-AcOH: Tetrahedron Lett., 343 (1970), catalytic hydrogenolysis, treatment with PhS^-, PhSeH, or NaHTe: Synth. Commun., 18, 116 (1988); TBAF: J. Org. Chem., 56, 5465 (1991); or photolysis: J. Org. Chem., 62, 6245 (1997).
• Has also been used to block the imidazole ring in histidine residues during peptide synthesis, and is stable to TFA, TfOH and HBr-AcOH: J. Chem. Soc., Chem. Commun., 472 (1978); J. Chem. Soc., Perkin 1, 2261 (1979).
• For formation of the Sn enolate using SnCl₂, see: Synth. Commun., 23, 271 (1993). 1,4-Diketones may be synthesized from ɑ-bromoketones and Sn enolates: J. Chem. Soc., Perkin 1, 3205 (1990).