| Chemical Name | Lithium bis(trimethylsilyl)amide |
| CAS Number | 4039-32-1 |
| EC Number | 223-725-6 |
| Beilstein Registry Number | 3567910 |
| MDL Number | MFCD00008261 |
| Synonym |
(LiN(SiMe3)2)
Li bis(TMS)A
Lithium Bis(trimethylsilyl)amide (ca. 26% in Tetrahydrofuran, ca. 1.3mol/L)
lithium bis(trimethylsilyl)amide
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{} {} {} {} {} {} {} {} {PubChem} lithium bis(trimethylsilyl)amide
{} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal
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{} {} {} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal
{} {} {} {} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal
{} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal
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{} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal
{} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Lithium bis(trimethylsilyl)amine,1.0M solution in THF,Safeseal |
| PubChem Substance ID | 57426343 |
| Reaxys-RN | 8136861 |
| Chemical Name Translation | 双(三甲基硅基)氨基锂 |
| InChIKey | YNESATAKKCNGOF-UHFFFAOYSA-N |
| LabNetwork Molecule ID | LN00162852 |
| InChI | InChI=1S/C6H19NSi2.Li/c1-8(2,3)7-9(4,5)6;/h7H,1-6H3; |
| Canonical SMILES | C[Si]([N-][Si](C)(C)C)(C)C.[Li+] |
⑴.也称二(三甲基硅基)氨基锂。熔点71~72℃。沸点114~116℃(133.322Pa)。自燃,惰气保护下密封贮运。对空气与水敏感。以硅氨在乙醚中与金属锂反应而得。
⑵.用于醛醇缩合,是常用的有机碱。例如形成乙炔化锂,或者制备烯醇锂盐。
⑶. 双(三甲基硅基)氨基锂可用于制备低配位数的配合物,因为配体(TMS)2N-的位阻很大。这样的例子有M[N(TMS)2]3(M = Sc, Ti, V, Fe ;TMS = (CH3)3Si))。与三甲基氯硅烷反应产生三(三甲基硅基)胺,其中氮的配位数为3,空间构
非亲核性强碱,可用于形成烯醇的反应,烯醇酯立体专一克莱森重排反应,将醛转化为硅亚胺的反应,生成缩水甘油酸酯的反应,β内酰胺的反应,芳基烷基醚的选择性断裂反应。
{ALF} Supplied in septum cap bottle.
{ALF} Versatile non-nucleophilic strong base. For examples of use in the lithiation of ethyl acetate, see: Org. Synth. Coll., 6, 598 (1988), and in the stereospecific Wadsworth-Emmons synthesis of fluoroalkenes from (E)- and (Z)-fluorovinyl sulfones: Org. Synth. Coll., 9, 442 (1998).