叔丁基过氧化氢

• 产品号: A13926
• CAS号: 75-91-2
• 分子式: C4H10O2
• 分子量: 90.121
• 纯 度: 70% aq. soln.

产品别名

• 标题: tert-Butyl hydroperoxide
• IUPAC标准名: 2-methylpropane-2-peroxol
• IUPAC传统名: tert-butyl hydroperoxide
• 别名: TBHP

产品登记号

• Beilstein号: 1098280
• EC号: 200-915-7
• 默克索引号: 141570
• CAS号: 75-91-2
• MDL号: MFCD00002130

产品性质

• 纯度: 70% aq. soln.
• 沸点: 96°C dec.
• 密度: 0.937
• 闪点: 43°C(109°F)
• 熔点: -3°C
• 折射率: 1.3870
• GHS危险声明: H311-H331-H302-H314-H318-H226-H242-H402-H412
• 欧盟危险性物质标志: X
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 欧盟危险性物质标志: 氧化性(Oxidising) (O)
• GHS警示性声明: P280-P235-P305+P351+P338-P309-P310-P420B
• 危险公开号: 7-10-20/21/22-34-52/53
• RTECS编号: EQ4900000
• 安全公开号: 3/7-26-36/37/39-45-61
• TSCA收录: 是
• 联合国危险货物等级: 5.2
• 联合国危险货物编号: UN3109
• 联合国危险货物包装类别(PG): II

参考文献

• In combination with Mo(CO)₆ or Cr(CO)₆, oxidizes alkenes at allylic positions to give ɑ?-unsaturated ketones: J. Chem. Soc., Perkin 1, 267 (1985); Tetrahedron Lett., 25, 1235 (1984). Terminal alkynes are converted to methyl ketones in high yield in the presence of catalytic quantities of Pd(OAc)₂: J. Org. Chem., 45, 5387 (1980).
• In the presence of MoO₂(acac)₂, silyl enol ethers are cleaved in high yield, as an alternative to ozonolysis: Tetrahedron Lett., 22, 2595 (1981).
• In the presence of Dichlorotris(triphenylphosphine)ruthenium(II), L00373, secondary amines are dehydrogenated to imines: J. Chem. Soc., Chem. Commun., 613 (1985), and aryl or alkenyl cyanohydrins to acyl cyanides: Tetrahedron Lett., 26, 925 (1985).
• The anhydrous reagent can be prepared, e.g. in dilute toluene solution by azeotropic drying: method and safe handling procedure: J. Org. Chem., 48, 3607 (1983). See also: Chem. Ber., 113, 3662 (1980).
• Widely used in combination with various metal catalysts (Mo, Cr, V, W, Ti, etc.) for the epoxidation of alkenes. For a review of metal-catalyzed epoxidations, see: Chem. Rev., 89, 431 (1989).
• In the presence of Ti(O-i-Pr)₄ and (+)- or (-)-dialkyl tartrate, allylic alcohols undergo the Sharpless enantioselective epoxidation: J. Am. Chem. Soc., 102, 5974 (1980). The chirality of the major product is predictable and >95% ee is common:
  
• For reviews, see: Pure Appl. Chem., 55, 589 (1983); Synthesis, 89 (1986); Org. React., 48, 1 (1996). For an example, see: Org. Synth. Coll., 7, 461 (1990).