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Merck
CN

658235

Sigma-Aldrich

二甲氨基硼氢化锂 溶液

1 M in THF

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别名:
(二甲氨基)三氢硼酸锂, N-甲基甲胺硼络合物, Lithium trihydro(N-methylmethanaminato)borate
经验公式(希尔记法):
C2H9BLiN
CAS号:
分子量:
64.85
MDL编号:
UNSPSC代码:
12352000
PubChem化学物质编号:
NACRES:
NA.22

反应适用性

reagent type: reductant

质量水平

浓度

1 M in THF

折射率

n20/D 1.423

密度

0.882 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

[Li+].[BH3-]N(C)C

InChI

1S/C2H9BN.Li/c1-4(2)3;/h1-3H3;/q-1;+1

InChI key

CEDUMRZWZLVFKS-UHFFFAOYSA-N

一般描述

Lithium dimethylaminoborohydride is a reagent exhibiting dual properties like a metal hydride and nitrogen nucleophile. It is generally considered as an alternative to lithium aluminum hydride (LAH) for the reduction of carbonyl compounds, amides, and lactams.

应用

Lithium Aminoborohydride (LAB) Reagents

Reactant for:
  • B-H oxidative addition reactions
  • Reduction and amination reactions
  • Reduction of N-alkyl lactams
  • Synthesis of tertiary amine-boranes
在与卤代吡啶和伯烷基甲磺酸酯反应的情况下,LAB 可以转移胺部分。
能够还原各种官能团。

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

靶器官

Respiratory system

补充剂危害

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

法规信息

危险化学品

分析证书(COA)

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Lithium aminoborohydrides: powerful, selective, air-stable reducing agents
Pasumansky L, et al.
Organic Process Research & Development, 10(5), 959-970 (2006)
Ab initio analysis of lithium dimethylaminoborohydride
Mogali S, et al.
The Journal of Organic Chemistry, 66(7), 2368-2373 (2001)
Shannon Thomas et al.
Organic letters, 5(21), 3867-3870 (2003-10-11)
[reaction: see text] Lithium aminoborohydride (LAB) reagents promote the amination of 2-fluoropyridine under mild reaction conditions, providing 2-(dialkylamino)pyridines in excellent yield and purity. Treatment of 2-fluoropyridine with 1.1 equiv of lithium aminoborohydride at room temperature affords complete conversion after 1
Saikia, P.P.
Synlett, 995-995 (2007)
Fisher, G. B. et al
The Journal of Organic Chemistry, 59, 6378-6378 (1994)

商品

Lithium aminoborohydride (LAB) reagents are a new class of powerful and selective reagents developed in the laboratory of Professor Bakthan Singaram at the University of California, Santa Cruz.

相关内容

here are many optically active organic compounds of biological and medicinal significance. For example, statine analogs, antibiotics, anesthetics, heterocyclic compounds, unusual amino acids, and insect pheromones all contain stereogenic centers. There is, therefore, a continuous need for new asymmetric methodology.

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