Merck
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문서

230707

Sigma-Aldrich

n-Butyllithium solution

2.5 M in hexanes

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동의어(들):
n-BuLi, Butyl lithium, Butyllithium solution, Lithium-1-butanide
Linear Formula:
CH3(CH2)3Li
CAS Number:
Molecular Weight:
64.06
Beilstein:
1209227
MDL number:
PubChem Substance ID:
NACRES:
NA.22

형태

liquid

Quality Level

농도

2.5 M in hexanes

density

0.693 g/mL at 25 °C

저장 온도

2-8°C

SMILES string

[Li]CCCC

InChI

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

InChI key

MZRVEZGGRBJDDB-UHFFFAOYSA-N

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이 품목
302120230715186171
n-Butyllithium solution 2.5 M in hexanes

Sigma-Aldrich

230707

n-Butyllithium solution

n-Butyllithium solution 2.0 M in cyclohexane

Sigma-Aldrich

302120

n-Butyllithium solution

n-Butyllithium solution 11.0 M in hexanes

Sigma-Aldrich

230715

n-Butyllithium solution

n-Butyllithium solution 1.6 M in hexanes

Sigma-Aldrich

186171

n-Butyllithium solution

concentration

2.5 M in hexanes

concentration

2.0 M in cyclohexane

concentration

11.0 M in hexanes

concentration

1.6 M in hexanes

density

0.693 g/mL at 25 °C

density

0.775 g/mL at 25 °C

density

0.761 g/mL at 25 °C

density

0.68 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

일반 설명

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.

애플리케이션

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

포장

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

법적 정보

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

신호어

Danger

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

표적 기관

Central nervous system

보충제 위험성

Storage Class Code

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


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1000309185

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이미 열람한 고객

Slide 1 of 2

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Diisopropylamine ≥99.5%

Sigma-Aldrich

471224

Diisopropylamine

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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