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安全信息

230707

Sigma-Aldrich

正丁基锂 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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About This Item

线性分子式:
CH3(CH2)3Li
CAS号:
109-72-8
分子量:
64.06
Beilstein:
1209227
MDL编号:
MFCD00009414
UNSPSC代码:
12352103
PubChem化学物质编号:
24853832
NACRES:
NA.22

形式

liquid

质量水平

200

浓度

2.5 M in hexanes

密度

0.693 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

[Li]CCCC

InChI

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

InChI key

MZRVEZGGRBJDDB-UHFFFAOYSA-N

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相关类别

一般描述

正-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。

应用

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

包装

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。
查看可回收的容器产品。

法律信息

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

警示用语：

Danger

危险分类

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

靶器官

Central nervous system

补充剂危害

EUH014

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)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ （Lot或Batch）字后找到。

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How are the 100 ml and 800 ml unit sizes of Product 230707, Butyllithium solution,packaged?

    They are packaged in our Sure-Seal™ bottle, which have a crown cap with a PTFE/elastomer liner crimped into place.

  4. How are the 8 L and 18 L unit sizes of Product 230707, Butyllithium solution, packaged?

    They are packaged in our Kilo-Lab™ cylinder.

  5. What should I do if precipitate is present in Product 230707, Butyllithium solution?

    Haziness may form upon storage but does not affect the specification. If precipitation is present, then gently mix precipitate back into solution under an inert atmosphere.

  6. What are common uses for Product 230707, Butyllithium solution?

    Butyllithium is widely use as a polymerization initiator in the production of elastomers such as polybutadiene or styrene-butadiene-styrene (SBS).  It is also broadly employed as a strong base (superbase) in organic synthesis, both industrially and in the laboratory.

  7. Is it necessary to handle Product 230707, Butyllithium solution, under inert atmosphere?

    This product ignites on exposure to air and should be handled under inert atmosphere such as under nitrogen.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

n-Butyllithium
Ovaska TV, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Microstructure-thermal property relationship of high trans-1, 4-poly (butadiene) produced by anionic polymerization of 1, 3-butadiene using an initiator composed of alkyl aluminum, n-butyl lithium, and barium alkoxide
Benvenuta-Tapia JJ, et al.
Polym. Eng. Sci., 49(1), 1-10 (2009)
Rhodium pincer complexes of 2, 2?-bis (diphenylphosphino) diphenylamine
Winter AM, et al.
Journal of Organometallic Chemistry, 682(1-2), 149-154 (2003)
Yuqiang Ma et al.
ACS nano, 9(7), 7383-7391 (2015-07-01)
Two-dimensional (2D) semiconducting monolayer transition metal dichalcogenides (TMDCs) have stimulated lots of interest because they are direct bandgap materials that have reasonably good mobility values. However, contact between most metals and semiconducting TMDCs like 2H phase WSe2 are highly resistive
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
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