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문서

302120

Sigma-Aldrich

n-Butyllithium solution

2.0 M in cyclohexane

동의어(들):

n-BuLi, Butyl lithium, Butyllithium solution, Lithium-1-butanide

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모든 사진(2)

About This Item

Linear Formula:
CH3(CH2)3Li
CAS Number:
109-72-8
Molecular Weight:
64.06
Beilstein:
1209227
MDL number:
MFCD00009414
UNSPSC 코드:
12352103
PubChem Substance ID:
24858234
NACRES:
NA.22

형태

liquid

Quality Level

200

농도

2.0 M in cyclohexane

bp

80 °C

density

0.775 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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관련 카테고리

일반 설명

n-Butyllithium (n-BuLi) is an organolithium reagent widely used as a strong base (superbase) in organic synthesis for the preparation of various chemical intermediates. It is also used as a reagent for lithium-halogen exchange and lithium-metal transmetalation reactions. n-BuLi is capable of lithiating carbon acids.

애플리케이션

n-Butyllithium (2.0 M in cyclohexane) can be used as:      
  • A polymerization initiator to synthesize polystyrenes by anionic polymerization of styrene.      
  • A strong base in the diastereoselective alkylation reactions.
  • A reagent to synthesize 2-benzoylpyrroles by reacting benzaldehydes with di(1H-pyrrol-1-yl)zirconium(IV) chloride complex.

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

유해 및 위험 성명서

H225,H260,H304,H314,H336,H410

Hazard Classifications

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

표적 기관

Central nervous system

보충제 위험성

EUH014

Storage Class Code

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

WGK

WGK 2

Flash Point (°F)

-0.4 °F - closed cup

Flash Point (°C)

-18 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

Methyllithium solution 3.1 M in diethoxymethane

Sigma-Aldrich

514330

Methyllithium solution

High-field proton NMR study of the aggregation and complexation of n-butyllithium in tetrahydrofuran.
McGarrity JF and Ogle CA.
Journal of the American Chemical Society, 107(7), 1805-1810 (1985)
Comparison of the synthetic utility of n-butyllithium and lithium diisopropylamide in the metalations of N, N-dialkyltoluamides.
Ludt RE, et al
The Journal of Organic Chemistry, 38(9), 1668-1674 (1973)
Lithium intercalation via n-butyllithium of the layered transition metal dichalcogenides.
Dines MB.
Materials Research Bulletin, 10(4), 287-291 (1975)
Arene-metal complexes. 13. Reaction of substituted (benzene) tricarbonylchromium complexes with n-butyllithium.
Card RJ and Trahanovsky WS.
The Journal of Organic Chemistry, 45(13), 2560-2566 (1980)
Jennifer L Rutherford et al.
Journal of the American Chemical Society, 124(2), 264-271 (2002-01-10)
6Li and (13)C NMR spectroscopic studies were carried out on [(6)Li]n-BuLi and [(6)Li]PhLi (RLi) in toluene-d(8) containing the following diamines: N,N,N',N'-tetramethylethylenediamine (TMEDA), N,N,N',N'-tetraethylethylenediamine, 1,2-dipyrrolidinoethane, 1,2-dipiperidinoethane, N,N,N',N'-tetramethylpropanediamine, trans-(R,R)-N,N,N',N'-tetramethylcyclohexanediamine, and (-)-sparteine. Dimers of general structure (RLi)(2)S(2) (S = chelating diamine) are formed
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문서

Selective Metalation and Additions

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

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