9-溴-9-苯基芴

• 产品号: L14225
• CAS号: 55135-66-5
• 分子式: C19H13Br
• 分子量: 321.21052
• 纯 度: 96%

产品别名

• 标题: 9-Bromo-9-phenylfluorene
• IUPAC标准名: 9-bromo-9-phenyl-9H-fluorene
• IUPAC传统名: 9-bromo-9-phenylfluorene

产品登记号

• Beilstein号: 2561445
• MDL号: MFCD00075522
• EC号: 000-000-0
• CAS号: 55135-66-5

产品性质

• 纯度: 96%
• 熔点: 94-99°C
• GHS危险声明: H314-H318
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
• 危险公开号: 34
• 安全公开号: 20-26-36/37/39-45
• TSCA收录: 否
• 联合国危险货物等级: 8
• 联合国危险货物编号: UN3261
• 联合国危险货物包装类别(PG): II

参考文献

• Reagent for protection of amines as their N-9-phenylfluorenyl (Pf) derivatives, which are ca 6000x more stable than trityl (Trt) groups (see Chlorotriphenylmethane, A11799) to acid hydrolysis: J. Chem. Soc., 1895 (1964), and have been found useful in asymmetric syntheses. The group has been introduced using K₃PO₄ or Et₃N as base and Pb(NO₃)₂ as a bromide scavenger: J. Org. Chem., 50, 1239 (1985); 51, 3882 (1986). An alternative lead-free method uses K₃PO₄ and nitromethane: J. Org. Chem., 58, 2369 (1993). The Pf group can be cleaved with TFA in acetonitrile. For examples and discussion, see: Org. Synth. Coll., 9, 344 (1998). Hydrogenolysis: J. Org. Chem., 60, 4602 (1995); 61, 9437 (1996), or Li/ammonia reduction: J. Org. Chem., 55, 3511 (1990) have also been reported. N-Pf- and N-Trt- derivatives of amino acids have also been converted to Leuchs' anhydrides by treatment with phosgene or triphosgene, and the products coupled with amino acid esters to give dipeptides in good yields without racemization: J. Org. Chem., 64, 2532 (1999).
• The Pf ester has also been developed for protection of the -carboxy group of glutamic acid in peptide synthesis, with better stability than trityl, but readily cleaved by TFA in DCM: Synlett, 1136 (1999).