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Merck
CN

939412

丁基锂 溶液

2.5 M (in PAO/hexanes mixture)

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:
12352142
Beilstein/REAXYS Number:
1209227
MDL number:
NACRES:
NA.22
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form

liquid

Quality Level

concentration

2.5 M (in PAO/hexanes mixture)

color

colorless to yellow

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

n-Butyllithium (n-BuLi) is an organolithium reagent commonly used as a strong base in organic synthesis. It is also used as a lithium source for a wide range of lithium bases, such as lithium amides, acetylides, and alkoxides. This n-BuLi is a solution in poly-α-olefin (PAO)/hexanes solvent mixture is considered non-pyrophoric which is demonstrated using EPA’s SW-846 Test Method 1050.

Application

n-BuLi can be used as a strong base to form corresponding lithium salts by the deprotonation of nitrogen, oxygen, phosphorus, and carbon acids. Heterocyclic compounds, such as furans, thiophenes, oxazoles, pyrroles, etc, can be lithiated α to the ring heteroatom using n-BuLi. These lithiated salts react in situ with alkyl halides to obtain useful organic compounds by the formation of the C-C bond. n-BuLi is also a useful reagent for lithium–halogen exchange reactions. Synthesis of various other useful reagents such as lithium diisopropylamide (LDA) and diphenylphosphine is done by in situ reaction with n-BuLi In the polymerization of dienes, n-BuLi is employed as an initiator.




The product is also used in the following reactions:

  • Anionic rearrangement reactions
  • Metal-halogen interchange and transmetalation reactions
  • Elimination reactions
  • [1,2]- and [1,4]-Wittig rearrangement reaction
  • Anionic homo-Fries rearrangement reaction
  • Asymmetric carbolithiation

Features and Benefits

This n-BuLi formulation in PAO/hexanes is:
  • Considered non-pyrophoric demonstrated using EPA’s SW-846 Test Method 1050
  • Maintains the same reactivity as traditional n-BuLi reagents
  • Compatible with traditional lithiation additives like KOtBu or TMEDA
  • More bench stable than traditional n-BuLi reagents


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signalword

Danger

target_organs

Nervous system

supp_hazards

flash_point_f

88.7 °F

flash_point_c

31.5 °C

存储类别

4.3 - Hazardous materials which set free flammable gases upon contact with water

Hazard Classifications

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

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商品

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





全球贸易项目编号

货号GTIN
939412-100ML04065271876675
939412-400ML04065271876682