叔丁基二苯基氯硅烷

• 产品号: A12721
• CAS号: 58479-61-1
• 分子式: C16H19ClSi
• 分子量: 274.86056
• 纯 度: 97%

产品别名

• 标题: tert-Butyldiphenylchlorosilane
• IUPAC标准名: tert-butyl(chloro)diphenylsilane
• IUPAC传统名: tert-butyl(chloro)diphenylsilane
• 别名: tert-Butyldiphenylsilyl chloride; tert-Butylchlorodiphenylsilane

产品登记号

• CAS号: 58479-61-1
• MDL号: MFCD00000497
• EC号: 261-282-0
• Beilstein号: 644023

产品性质

• 纯度: 97%
• 沸点: 90-92°C/0.01mm
• 密度: 1.072
• 闪点: 112°C(233°F)
• 折射率: 1.5680
• 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: P280-P303+P361+P353-P305+P351+P338-P310
• 危险公开号: 34
• 安全公开号: 26-36/37/39-45
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 联合国危险货物等级: 8
• 联合国危险货物编号: UN2987
• 联合国危险货物包装类别(PG): II

参考文献

• Silylating agent (see Appendix 4) for the formation, with e.g. imidazole, of t-butyldiphenylsilyl (TBDPS) ethers of alcohols: Can. J. Chem., 53, 2975 (1975); Org. Synth. Coll., 9, 139 (1998). Alternative to tert-Butyldimethylchlorosilane, A13064, allowing selective protection of primary alcohols in the presence of secondary, using DMAP/pyridine: Helv. Chim. Acta, 69, 1273 (1986), or DMAP/triethylamine: Tetrahedron Lett., 99 (1979); 26, 1185 (1985). TBDPS ethers tend to be more crystalline and are much more stable to acidic conditions than TBDMS. They can also survive acetal formation and cleavage, as well as the acidic conditions required for cleavage of trityl and THP ethers. Silylation rates of hindered alcohols have been increased in the presence of silver nitrate: J. Am. Chem. Soc., 116, 5050 (1994).
• Cleavage occurs readily with TBAF in THF: Org. Synth. Coll., 9, 4 (1998). For use of K10 clay in aqueous MeOH, see: J. Org. Chem., 61, 9026 (1996). Cleavage with BBr₃ leads directly to the corresponding alkyl bromides: J. Org. Chem., 53, 3111 (1988).
• The silyl copper species derived from the lithio-derivative and CuCN adds to terminal alkynes, giving vinyl copper intermediates which react with electrophiles to give vinyl silanes. The presence of the hindered TBDPS group confers some useful differences in comparison with less hindered silyl groups: J .Chem. Soc., Perkin 1., 1525 (1995); compare Chlorodimethylphenylsilane, A15638. The hindered TBDPS group has also been utilized in the Peterson olefination reaction to promote high (Z)-selectivity: Synthesis, 1223 (2000).