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Merck
CN

230707

丁基锂 溶液

2.5 M in hexanes

别名:

1-丁基锂, n-BuLi, Butyl lithium, 丁基锂 溶液

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关于此项目

线性分子式:
CH3(CH2)3Li
化学文摘社编号:
分子量:
64.06
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1209227
Concentration:
2.5 M in hexanes
Form:
liquid
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form

liquid

Quality Level

concentration

2.5 M in hexanes

density

0.693 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Li]CCCC

InChI

1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;

InChI key

MZRVEZGGRBJDDB-UHFFFAOYSA-N

General description

-丁基锂溶液(n-BuLi)是一种有机锂化合物,通常用作有机化学中的强碱。它还被用作各种锂基的锂源,例如氨基化锂、乙炔化锂和烷氧基锂。

Application

n-BuLi可作为强碱通过氮、氧、磷和碳酸的去质子化反应形成相应的锂盐。杂环化合物,如呋喃、噻吩、噁唑、吡咯等,可以使用 n-BuLi锂化 α 到环杂原子上。这些锂化盐与卤代烷原位反应,通过形成C-C键获得有用的有机化合物。 n-BuLi也是用于锂-卤素交换反应的有效试剂。通过使用 n-BuLi的原位反应还可合成许多其他有用试剂,如二异丙基氨基锂(LDA)和二苯基膦 。在双烯聚合反应中, n-BuLi用作引发剂。
产物也被用于以下反应:      
  • 阴离子重排反应      
  • 金属-卤素互换和转移金属化反应
  • 消除反应      
  • [1,2]- 和 [1,4]-维蒂希重排反应      
  • 阴离子homo-Fries重排反应      
  • 不对成碳锂化反应

Packaging

25mL Sure/Seal瓶推荐用作一次性瓶。 反复穿刺可能导致产品性能下降。

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC


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signalword

Danger

target_organs

Central nervous system

supp_hazards

存储类别

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

-7.6 °F - closed cup

flash_point_c

-22 °C - closed cup

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1

法规信息

危险化学品

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

Transformative reagents enable selective conversions within molecules containing sensitive functionalities under mild reactions.


Michael A Tarselli et al.
Organic letters, 11(20), 4596-4599 (2009-10-09)
A procedure for the coupling of aliphatic imines with allylic and allenic alkoxides is described. The success of these studies was enabled by a unique reactivity profile of Ti(IV) isopropoxide/n-BuLi compared to well-known Ti(IV) isopropoxide/RMgX systems.
Deyu Li et al.
The Journal of organic chemistry, 73(6), 2373-2381 (2008-02-26)
A system consisting of a chiral lithium amide and n-BuLi in tol-d(8) solution was investigated with (1)H and (13)C INEPT DOSY, (6)Li and (15)N NMR, and other 2D NMR techniques. A mixed 2:1 trimeric complex was identified as the major
Lawrence M Pratt et al.
The Journal of organic chemistry, 68(16), 6387-6391 (2003-08-05)
The effects of lithium dialkylamide structure, mixed aggregate formation, and solvation on the stereoselectivity of ketone enolization were examined. Of the lithium dialkylamides examined, lithium tetramethylpiperidide (LiTMP) in THF resulted in the best enolization selectivity. The stereoselectivity was further improved



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货号GTIN
230707-800ML04061837880711
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