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tert-Butyllithium

Product Name
tert-Butyllithium
CAS No.
594-19-4
Chemical Name
tert-Butyllithium
Synonyms
T-BULI;T-BUTYLLITHIUM;TERT-BUTYLLITHIUM;LITHIUM TERT-BUTYL;Copper - titanium (1:1);Nominally1.5Minn-Pentane;tert-Butyllithium solution;(1,1-Dimethylethyl)lithium;(1,1-dimethylethyl)-lithiu;T-BuLi1.7Msolutioninpentane
CBNumber
CB2229465
Molecular Formula
C4H9Li
Formula Weight
64.06
MOL File
594-19-4.mol
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tert-Butyllithium Property

Boiling point:
36-40 °C
Density 
0.69 g/mL at 20 °C
vapor density 
~3 (vs air)
Flash point:
20 °F
storage temp. 
2-8°C
form 
liquid
color 
slightly cloudy
Sensitive 
Air & Moisture Sensitive
BRN 
3587204
Exposure limits
ACGIH: TWA 1000 ppm
OSHA: TWA 1000 ppm(2950 mg/m3)
NIOSH: IDLH 1500 ppm; TWA 120 ppm(350 mg/m3); Ceiling 610 ppm(1800 mg/m3)
InChIKey
BKDLGMUIXWPYGD-UHFFFAOYSA-N
CAS DataBase Reference
594-19-4(CAS DataBase Reference)
EPA Substance Registry System
Lithium, (1,1-dimethylethyl)- (594-19-4)
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Safety

Hazard Codes 
F,C,N
Risk Statements 
11-15-17-34-51/53-65-66-67-50/53-38-14/15
Safety Statements 
26-36/37/39-43-45-62-61-16-33-9
RIDADR 
UN 3394 4.2/PG 1
WGK Germany 
1
3-10
TSCA 
Yes
HazardClass 
4.3
PackingGroup 
I
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H250Catches fire spontaneously if exposed to air

H252Self-heating in large quantities; may catch fire

H260In contact with water releases flammable gases which may ignite spontaneously

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

H336May cause drowsiness or dizziness

H410Very toxic to aquatic life with long lasting effects

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P222Do not allow contact with air.

P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.

P231+P232Handle under inert gas. Protect from moisture.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P370+P378In case of fire: Use … for extinction.

P405Store locked up.

P422Store contents under …

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
186198
Product name
tert-Butyllithium solution
Purity
1.7M in pentane
Packaging
4x25ml
Price
$81.4
Updated
2024/03/01
Sigma-Aldrich
Product number
94439
Product name
tert-Butyllithium solution
Purity
1.6-3.2?M in heptane
Packaging
100mL
Price
$203
Updated
2024/03/01
Sigma-Aldrich
Product number
186198
Product name
tert-Butyllithium solution
Purity
1.7M in pentane
Packaging
8l
Price
$1490
Updated
2024/03/01
Alfa Aesar
Product number
044125
Product name
tert-Butyllithium
Purity
nominally 1.5M in n-pentane
Packaging
250ml
Price
$104
Updated
2021/12/16
Alfa Aesar
Product number
041251
Product name
tert-Butyllithium, nominally 1.5M in n-pentane
Purity
packaged under Argon in resealable ChemSeal? bottles
Packaging
50ml
Price
$27.5
Updated
2021/12/16
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tert-Butyllithium Chemical Properties,Usage,Production

Description

tert-Butyllithium solution (tert-BuLi) is an organolithium compound, used as a strong base in organic chemistry. It facilitates lithium-halogen exchange reaction and also can be employed in the deprotonation of C-H compounds and amines. it has applications in organic synthesis since it is a strong base, capable of deprotonating many carbon molecules, including benzene. tert-Butyllithium is available commercially as hydrocarbon solutions; it is not usually prepared in the laboratory. Its synthesis was first reported by R. B. Woodward in 1941.

Chemical Properties

tert-Butyllithium is a colorless crystalline solid or colourless to pale yellow solution. It is more reactive than n- or sec-butyllithium and has similar properties. However, it is thermally stable. Dixon and co-workers have heated tert-Butyllithium to 100°C for 20 hr with little decomposition.

Uses

  • There are no commercial uses of t-butyllithium, but it is used as a polymerization initiator and as a metalating agent in the laboratory.
  • Alkylating and metalating agent. Reagent for the introduction of the tert-butyl group.
  • tert-Butyllithium (t-BuLi) is the most reactive of the commercially available organolithium reagents. It is supplied as a standard solution in hydrocarbon solvents, usually in a bottle sealed with a septum.

Preparation

tert-Butyllithium is not sold in large quantities. The industrial and laboratory preparations are the same: the reaction of t-butyl chloride with lithium metal in a hydrocarbon solvent. However, tert-Butyllithium is much more difficult to produce than the other isomeric butyllithium compounds and some special precautions must be taken to obtain good yields. Principally, the lithium metal must be finely divided and must contain several percent sodium. It has also been found that t-butyl alcohol in the butyl chloride is beneficial. The solvent of choice is pentane. Vigorous reflux is necessary for good yield since it apparently helps to remove lithium chloride from the surface of the metal, and pentane refluxes at about the optimum temperature. If hexane is used at the same temperature, a significantly lower yield is obtained.

Application

tert-Butyllithium solution can be used as a strong base in the synthesis of:
Alkyllithium derivatives form alkyl iodides and diiodoalkanes by halogen-lithium exchange reaction.
Inorganic polymer [(LiMo3Se3)n] from [(InMo3Se3)n] by reductive intercalation method.
Adducts of cinnamic acid (1,3- and 1,4-adducts) by reacting with C-C double of cinnamic acid.

tert-Butyllithium Preparation Products And Raw materials

Raw materials

Preparation Products

Indole-5-carboxaldehyde 3-Bromofuran ETHYL 3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLATE 3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBONITRILE (3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL 5-CHLORO-3-METHYLBENZO[B]THIOPHENE-2-SULFONAMIDE 1-METHYL-1H-INDOLE-5-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC ESTER 3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-AMINE Di-tert-butylchlorophosphane Tri-tert-butylphosphine tetrafluoroborate 3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOL-4-AMINE ORNOPROSTIL TERT-BUTYL 3-FORMYLPYRIDIN-4-YLCARBAMATE 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBALDEHYDE (3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANAMINE 3-METHOXY-PYRIDINE-2-CARBALDEHYDE tert-Butyldimethylsilyl chloride 5-Acetylindole 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID (3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOL-4-YL)METHANOL 3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBONITRILE 1-TERT-BUTYL-4-BROMO-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE Indole-4-boronic acid DI-TERT-BUTYLDICHLOROSILANE 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE (3-BROMO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER 5-CHLORO-3-METHYLBENZO[B]THIOPHENE-2-SULFONYL CHLORIDE N-(6-FLUORO-3-FORMYLPYRIDIN-2-YL)PIVALAMIDE 4-BROMO-2-(TRIFLUOROMETHYL)-5-METHOXYPYRIDINE (1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)METHANOL TERT-BUTYL 4-FORMYLPYRIDIN-3-YLCARBAMATE ETHYL 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE 2-METHOXY-3-PYRIDINECARBOXALDEHYDE 5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBALDEHYDE 3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBALDEHYDE Tri-tert-butylphosphine 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-AMINE (1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)METHANAMINE
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tert-Butyllithium Suppliers

Shaoxing Shangyu Hualun Chemical Co. Ltd.
Tel
0575-82732398 13735223794
Email
xchl@hualun-chem.com
Country
China
ProdList
6
Advantage
58
Huangshi Bo’Er Chemical Co., Ltd.
Tel
0714-6401888 18671400300
Fax
0714-6401888
Email
273568016@qq.com
Country
China
ProdList
518
Advantage
58
Lianyungang Jiezhong Pharmaceutical Technology Co., Ltd
Tel
13165449089
Fax
13165449089
Email
2124455948@qq.com
Country
China
ProdList
67
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12426
Advantage
60
Shanghai Scientia Pharmaceutical Technology Co., Ltd.
Tel
21-21-54301573 13917723525
Fax
(86)21-51861981
Email
sales@scientiapharm.com
Country
China
ProdList
263
Advantage
62
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View Lastest Price from tert-Butyllithium manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
tert-Butyllithium 594-19-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
tert-Butyllithium 594-19-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
Tert-Butyllithium 594-19-4
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Customized
Release date
2018-12-25

594-19-4, tert-ButyllithiumRelated Search:


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