物质信息
ID:714340
名称和标识
IUPAC标准名
tetrabutylazanium fluoride
别名
TBAFTetra-n-butylammonium fluoride, 1M soln. in THF四正丁基氟化铵, 1M THF溶液
IUPAC传统名
tetrabutylammonium fluoride
化合物性质
理化性质
密度
0.903
闪点
-17°C(1°F)
安全信息
欧盟危险性物质标志
有害性 (X)
易燃性 (F)
腐蚀性 (C)联合国危险货物包装类别(PG)
II
联合国危险货物等级
3
GHS危险品标识
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
急性毒性（口服，皮肤接触，吸入），类别4
皮肤刺激，类别2
眼刺激，类别2
皮肤过敏，类别1
特定目标器官毒性 -一次接触，类别3
呼吸道过敏，类别1
生殖细胞突变，类别1A，1B，2
致癌性，类别1A，1B，2
生殖毒性，类别1A，1B，2
特定目标器官毒性 – 一次接触，类别1,2
特定目标器官毒性 – 反复接触，类别1,2
吸入危险，类别1
易燃气体类别1
易燃气溶胶，第1,2类
易燃液体，类别1,2,3
自反应物质和混合物，类型B，C，D，E，F
自燃液体类别1
自燃固体类别1
自我放热物质和混合物，类别1,2
与水接触的物质和混合物，放出易燃气体类别1,2,3
有机过氧化物，类别B，C，D，E，F
危险公开号
11-19-22-34
GHS警示性声明
P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
GHS危险声明
H225-H314-H351-H302-H335
TSCA收录
是
保存注意事项
Hygroscopic
联合国危险货物编号
UN2924
安全公开号
9-16-26-33-36/37/39-45-60
产品相关信息
浓度
1M soln. in THF
描述信息
暂无数据
点击上传数据
分子图谱
暂无数据
点击上传数据
参考文献
• Mild catalyst for the silylation of OH by silazanes: Tetrahedron Lett., 35, 8409 (1994), or by hydrosilanes and disilanes: Tetrahedron Lett., 35, 8413 (1994). See Appendix 4.
• Fluoride ion as a base in organic synthesis: Chem. Rev., 80, 429 (1980). Synthetic aspects of the use of organosilicon compounds under nucleophilic catalysis conditions: Tetrahedron, 44, 2675 (1988). For a brief feature on uses of TBAF, see: Synlett, 2125 (2002).
• For the cleavage of disilanes to give "metal-free" silyl anions, see Hexamethyldisilane, A13155.
• For nucleophilic displacement of halide or tosylate by TBAF in the preparation of alkyl and acyl fluorides, see: J. Org. Chem., 49, 3216 (1984); Org. Synth. Coll., 8, 258 (1993).
• Reagent for deprotection of N-Boc groups under mild conditions: Tetrahedron Lett., 43, 589 (2002).
• Many other examples exist where the reagent acts as a base in organic synthesis:
• Ester enolates can be displaced from silicon, and trapped by reaction with carbonyl compounds without ɑ-hydrogens: Tetrahedron Lett., 1699 (1976). Under similar conditions, ketones with ɑ-hydrogens are converted under kinetic control to their silyl enol ethers with high (Z)-stereoselectivity (see Ethyl (trimethylsilyl)acetate, A17707): J. Am. Chem. Soc., 98, 2346 (1976); Org. Synth. Coll., 7, 512 (1990):
• Promotes the directed aldol condensation of silyl enol ethers with aldehydes at low temperatures under very mild conditions: J. Org. Chem., 48, 932 (1983); alkali metal fluorides give poor results.
• Reviews:
• Specific reagent for the cleavage of silyl ethers, including TBDMS: J. Am. Chem. Soc., 94, 6190 (1972), (see tert-Butyldimethylchlorosilane, A13064), as well as the more stable TBDPS: Org. Synth. Coll., 9, 4 (1998), and TIPS: J. Org. Chem., 45, 4797 (1980); (see also tert-Butyldiphenylchlorosilane, A12721 and Chlorotriisopropylsilane, A17376).
• Acylation of hindered OH groups: Tetrahedron Lett., 1691 (1977). Nitro-aldol formation from aldehydes and nitro compounds (Henry reaction) facilitated by high pressure: Angew. Chem. Int. Ed., 23, 617 (1984). Dieckmann-type cyclization of a diester: Org. Synth. Coll., 8, 71 (1993). Catalyzes the regioselective N-alkylation of silylated purines with chloromethyl ethers: Helv. Chim. Acta, 72, 1495 (1989).