tert-Butyllithium supplier

Name
TERT-BUTYLLITHIUM
EINECS 209-831-5
CAS No. 594-19-4
Article Data16
CAS DataBase
Density 0.69 g/mL at 20 °C
Solubility Soluble in n-pentane, soluble in solvents such as hydrocarbon and ethers
Melting Point
Formula C₄H₉Li
Boiling Point 36-40 °C
Molecular Weight 64.0565
Flash Point 20 °F
Transport Information UN 3394 4.2/PG 1
Appearance colourless to pale yellow solution
Safety 26-36/37/39-43-45-62-61-16-33
Risk Codes 11-15-17-34-65-66-67-50/53-38
Molecular Structure
Hazard Symbols F,C,N
Synonyms Lithium,tert-butyl- (6CI,8CI);(1,1-Dimethylethyl)lithium;t-Butyllithium;tBuLi;(2-Methyl-2-propanyl)lithium;
PSA 0.00000
LogP 1.75410

Synthetic route

: 507-20-0
tertiary butyl chloride

: 594-19-4
tert.-butyl lithium

Conditions

Conditions	Yield
With lithium In pentane at 20℃; for 2.4h; Product distribution / selectivity;	35%
With lithium In cyclohexane at 40℃; for 4h; Product distribution / selectivity;	12.7%
With lithium; Petroleum ether
With diethyl ether; lithium
With lithium; pentane

: 109-72-8, 29786-93-4
n-butyllithium

: 116178-96-2
1-((R)-Methanesulfinyl)-hex-1-yne

: 594-19-4
tert.-butyl lithium

Conditions

Conditions	Yield
In pentane at -78℃; for 3h; Yield given. Title compound not separated from byproducts;

: 507-20-0
tertiary butyl chloride

lithium: lithium

petroleum ether: petroleum ether

: 594-19-4
tert.-butyl lithium

...Expand

: 507-20-0
tertiary butyl chloride

: 7439-93-2
lithium

: 594-19-4
tert.-butyl lithium

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;

: 75-54-7
Dichloromethylsilane

: 594-19-4
tert.-butyl lithium

: 41879-33-8
tert-butylmethylsilyl chloride

Conditions

Conditions	Yield
In hexane at -5℃;	100%
In pentane at 0 - 20℃; Inert atmosphere;	90%
In pentane at -30 - 20℃; for 24h; Inert atmosphere;	87%
In diethyl ether
Inert atmosphere;

: 2401-73-2
1,1,3,3-tetramethyl-1,3-dichlorodisiloxane

: 594-19-4
tert.-butyl lithium

: 67875-55-2
1,3-bis(1,1-dimethylethyl)-1,1,3,3-tetramethyldisiloxane

Conditions

Conditions	Yield
In diethyl ether; pentane at -78℃; for 3h;	100%

: 18187-17-2
2-trimethylsilanyl-acrylic acid

: 594-19-4
tert.-butyl lithium

: 1115-16-8
4,4-dimethyl-2-(trimethylsilyl)pentanoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.5h;	100%

: 3582-71-6
1,5-dichlorohexamethyltrisiloxane

: 594-19-4
tert.-butyl lithium

: 1,5-di-t-butylhexamethyltrisiloxane

Conditions

Conditions	Yield
In diethyl ether at -78℃; for 3h;	100%

: 594-19-4
tert.-butyl lithium

: 33403-21-3
3,3-ethylendioxy-5α,10α-epoxy-17α-(trimethylsilyloxy)-estr-9(11)-en-17β-carbonitrile

: 68027-04-3
3,3-ethylenedioxy-11β-t-butyl-5-hydroxy-17-trimethylsilyloxy-5α-estr-9-ene-17β-carbonitrile

Conditions

Conditions	Yield
With dimethylsulfide; copper(I) bromide In tetrahydrofuran; hexane 1) -40 deg C, 30 min, 2) -25 deg C, overnight;	100%

: 594-19-4
tert.-butyl lithium

: tert-Butyl-dimethyl-((1S,2S,3S,4S,5R)-1,2,4-trimethyl-8-oxa-bicyclo[3.2.1]oct-6-en-3-yloxy)-silane

: (1R,2S,5R,6R,7S)-2-tert-Butyl-6-(tert-butyl-dimethyl-silanyloxy)-4,5,7-trimethyl-cyclohept-3-enol

Conditions

Conditions	Yield
In diethyl ether; hexane at 0℃;	100%

: 594-19-4
tert.-butyl lithium

: 25979-07-1
tert-butyldichlorophosphine

Conditions

Conditions	Yield
With phosphorus trichloride In pentane at -80℃; Inert atmosphere;	100%
With phosphorus trichloride In pentane

: 594-19-4
tert.-butyl lithium

: 1-Allyl-9,9,11,11-tetramethyl-8,10-dioxa-9-sila-bicyclo[5.3.1]undecane

: 3-Allyl-3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclooctanol

Conditions

Conditions	Yield
In diethyl ether at -78℃;	100%

: 594-19-4
tert.-butyl lithium

: 77121-88-1
(R)-3,3,3',3'-tetrakis(trifluoromethyl)-1,1'-spirobi<3H,2,1λ5-benzoxaphosphole>

: C22H17F12O2P(2-)

Conditions

Conditions	Yield
In diethyl ether; pentane at 20℃; for 3h;	100%

: 1722-12-9
2-chloropyrimidine

: 594-19-4
tert.-butyl lithium

: 66522-06-3
4-(tert-butyl)-2-chloropyrimidine

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In diethyl ether at -30 - 0℃; for 1h;	100%
With acetic acid; bunazosin In tetrahydrofuran at -78℃; for 3h;

: 871-77-2
dipropylsilane

: 594-19-4
tert.-butyl lithium

: tert-butyldipropylsilane

Conditions

Conditions	Yield
In tetrahydrofuran; pentane at -40℃;	100%

: 594-19-4
tert.-butyl lithium

: 58963-70-5
trans-3-furan-3-yl-acrylic acid ethyl ester

: 147676-16-2
ethyl 4,4-dimethyl-3-(3-furyl)pentanoate

Conditions

Conditions	Yield
Stage #1: tert.-butyl lithium In diethyl ether; hexane at -78 - -45℃; for 0.75h; complexation; Stage #2: trans-3-furan-3-yl-acrylic acid ethyl ester With chloro-trimethyl-silane In diethyl ether; hexane at -45℃; for 0.5h; Alkylation; Further stages.;	100%

: 594-19-4
tert.-butyl lithium

: 2243-83-6
2-naphthaloyl chloride

: 7270-99-7
2,2-dimethyl-1-(naphthalen-2-yl)propan-1-one

Conditions

Conditions	Yield
Stage #1: tert.-butyl lithium With copper(I) bromide dimethylsulfide complex In tetrahydrofuran; pentane at -50℃; for 0.5h; Stage #2: 2-naphthaloyl chloride In tetrahydrofuran; pentane at -50 - 20℃;	100%

: 594-19-4
tert.-butyl lithium

: 142075-30-7
2-(tert-butylsulfinyl)-N,N-diethylbenzamide

: 150079-34-8
2-tert-butyl-N,N-diethylbenzamide

Conditions

Conditions	Yield
In pentane at -78℃;	100%

: 594-19-4
tert.-butyl lithium

: mercury dichloride

: 38442-51-2
tert-butylmercury chloride

Conditions

Conditions	Yield
In tetrahydrofuran; pentane at 0℃; for 1h; Schlenk technique;	100%
In pentane

: 109-99-9
tetrahydrofuran

: tetramethylammonium nido-undecaborane

: 594-19-4
tert.-butyl lithium

: [Li(tetrahydrofurane)(x)]3[dodecahydro-nido-undecaborate]

Conditions

Conditions	Yield
In tetrahydrofuran; hexane byproducts: NMe3, C4H10; 1.7 M soln. of t-BuLi in hexane was dropped into thf soln. of B-compd. at -78 °C, stirring at this temp. for 1 h, mixt. was brought to room temp. within 5 h; solvent was removed, solid was dried in vac. or 12 h;	100%

...Expand

: 439865-84-6
(η5-C5Me5)ZrCl2[N(t-Bu)C(Me)N(Et)]

: 594-19-4
tert.-butyl lithium

: 590369-38-3
[(η5-C5Me5)ZrCl(iso-butyl)(EtNC(Me)N-t-Bu)]

Conditions

Conditions	Yield
In diethyl ether at -78°C for 1 h;	100%

: 1220706-79-5
tert-butyl(1-((3S,6S)-3-((R)-1-iodopropan-2-yl)-6-methyl-cyclohex-1-enyl)vinyloxy)dimethylsilane

: 594-19-4
tert.-butyl lithium

: N-methoxy-N-methyl-but-2-ynamide

A: 1220706-65-9
(S)-6-((1R,4S)-3-(1-(tert-butyldimethylsilyloxy)vinyl)-4-methylcyclohex-2-enyl)hept-2-yn-4-one

B: 71932-99-5
2,2-dimethylhex-4-yn-3-one

Conditions

Conditions	Yield
In diethyl ether; hexane; pentane at -78℃; Inert atmosphere;	A 100% B n/a

...Expand

: 109-99-9
tetrahydrofuran

: 856225-75-7
C49H74P2

: 594-19-4
tert.-butyl lithium

: C45H75OP2Si(1-)*Li(1+)

Conditions

Conditions	Yield
at -78℃; for 0.25h; Inert atmosphere; Schlenk technique;	100%

...Expand

: 594-19-4
tert.-butyl lithium

: 42270-91-7
3-phenyl-3H-diazirine

: 1-t-butyl-3-phenyldiaziridine

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; pentane at -115℃; for 0.333333h; Inert atmosphere;	100%

: 1-(1-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl)-1H-pyrrole-2-carbaldehyde

: 594-19-4
tert.-butyl lithium

: 1-(1-(1-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl)-1H-pyrrol-2-yl)-2,2-dimethylpropan-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere;	100%

: 594-19-4
tert.-butyl lithium

: 1,3-diphenyl-1-(pyridin-2-yl)prop-2-yn-1-yl acetate

: 2-(4,4-dimethyl-1,3-diphenylpenta-1,2-dien-1-yl)pyridine

Conditions

Conditions	Yield
Stage #1: tert.-butyl lithium With copper(l) cyanide In tetrahydrofuran; pentane at -40℃; for 0.25h; Inert atmosphere; Stage #2: 1,3-diphenyl-1-(pyridin-2-yl)prop-2-yn-1-yl acetate In tetrahydrofuran; pentane at -80 - -10℃; for 4h; Inert atmosphere;	100%

: 8,9-dioxa-8a-borabenzo[fg]tetracene

: 594-19-4
tert.-butyl lithium

: C22H20BO2(1-)*Li(1+)

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	99.3%
In tetrahydrofuran; pentane at -78 - 20℃; for 0.166667h; Inert atmosphere;	99.3%

: 594-19-4
tert.-butyl lithium

: 331258-42-5
methyl 7-benzoyl-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 1-(N-benzoyl-7-azabicyclo[2.2.1]hept-1-yl) tert-butyl ketone

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 2h;	99%

: 134418-59-0
1,4,8,11-tetraaza-13,13-diethyl-2,2,5,5,7,7,10,10-octamethyl-3,6,9,12,14-pentaoxocyclotetradecane

: 594-19-4
tert.-butyl lithium

: 7705-08-0
iron(III) chloride

: 2Li(1+)*{FeCl(NCOC(CH3)2NCOC(C2H5)2CONC(CH3)2CONC(CH3)2COC(CH3)2)}(2-)

Conditions

Conditions	Yield
In acetonitrile N2; addn. of 6.8 mmol tert.-BuLi in 2,4-dimethylpentane to a solution of the ligand (1.42 mmol) in CH3CN at -45 ° C; addn. of 2.05 mmol FeCl3; the solution was allowed to warm to room temperature and stirred for 2 h;; precipitation; air admission through a drying tube; filtration; washing with CH2Cl2 and hexanes; drying of the powder under reduced pressure;;	99%

...Expand

: 91686-41-8
2,3-bis(trimethylsilyl)-2,3-dicarba-nido-hexaborane(8)

: 110-18-9
N,N,N,N,-tetramethylethylenediamine

: 594-19-4
tert.-butyl lithium

: exo-Li(N,N,N',N'-tetramethylethylenediamine)-1-Li(N,N,N',N'-tetramethylethylenediamine)-2,3-(SiMe3)2-2,3-C2B4H4

Conditions

Conditions	Yield
In pentane; benzene procedure from Organometallics 1993, 12, 3001; addn. t-BuLi (pentane) tosoln. of carborane (C6H6:TMEDA 1:1), stirring (0°C for 2 h, room temp. for 4 h);	99%

...Expand

: 874180-89-9
2,4,6-tris[bis(trimethylsilyl)methyl]phenyl mesityl SnF CHC12H8

: 594-19-4
tert.-butyl lithium

: 874180-87-7
2,4,6-tris[bis(trimethylsilyl)methyl]phenyl mesityl SnCC12H8

Conditions

Conditions	Yield
In diethyl ether byproducts: LiF; Sn complex defluorinated in Et2O with t-BuLi at -40°C, warmed to room temp; LiF removed;	99%

: 109-99-9
tetrahydrofuran

: 132385-06-9
1,1,1-trimethyl-2,2-diphenyldigermane

: 594-19-4
tert.-butyl lithium

: 936213-06-8
[(1,1-diphenyl-2,2,2-trimethyldigermanyl)lithium(tetrahydrofuran)3]

Conditions

Conditions	Yield
In tetrahydrofuran; hexane Ge-compound in THF treated with t-BuLi in hexane; -10 °C, 1 h; recrystallized from pentane at -15 °C;	99%

...Expand

: 172823-06-2
(Sp)-O-(+)-menthyl-H-phosphinate

: 594-19-4
tert.-butyl lithium

: 82945-11-7, 6057-79-0, 57956-51-1
(Rp)-t-butyl(phenyl)phosphine oxide

Conditions

Conditions	Yield
In pentane at -80℃; for 17h; Inert atmosphere; optical yield given as %ee;	99%

: 620-02-0
5-Methylfurfural

: 594-19-4
tert.-butyl lithium

: 1210782-06-1
2,2-dimethyl-1-(5-methylfuran-2 yl)propan-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -10 - 10℃; Inert atmosphere;	99%

tert-Butyllithium Specification

The tert-Butyllithium, with the CAS registry number 594-19-4, is also known as (1,1-Dimethylethyl)lithium. It belongs to the product category of Metal Alkyl. Its EINECS number is 209-831-5. This chemical's molecular formula is C₄H₉Li and molecular weight is 64.06. What's more, its systematic name is (2-Methyl-2-propanyl)lithium. As an organometallic compound, it has applications in organic synthesis since it is a sufficiently strong base to deprotonate many carbon acids, including benzene. tert-Butyllithium is readily available commercially as hydrocarbon solutions; it is not usually prepared in the laboratory. tert-Butyllithium is a pyrophoric substance, and it is sensitive to air and water. This chemical can be prepared by halogenated tertiary butane and lithium metal. This reaction will need solvent 1-bromopentane. It is used as catalyst in the catalytic reaction of pharmaceutical intermediates, liquid crystal monomer and organic pesticides.

Uses of tert-Butyllithium: it can be used to produce 1-furan-2-yl-2,2-dimethyl-propan-1-ol at the temperature of 0 °C. It will need solvents diethyl ether, hexane with the reaction time of 1 hour. The yield is about 75%.

tert-Butyllithium can be used to produce 1-furan-2-yl-2,2-dimethyl-propan-1-ol at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and is spontaneously flammable in air, so you should keep it away from sources of ignition - No smoking. If contact with water, it will liberate extremely flammable gases. This substance can cause burns and is irritating to skin. Moreover, its vapours may cause drowsiness and dizziness, and repeated exposure may cause skin dryness or cracking.This chemical is very toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. What's more, it is harmful as it may cause lung damage if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. You should take precautionary measures against static discharges. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water). You must avoid releasing it to the environment just refering to special instructions/safety data sheet. If swallowed, it will not induce vomiting, but you need to seek medical advice immediately and show this container or label.

You can still convert the following datas into molecular structure:
(1)SMILES: CC(C)(C)[Li]
(2)Std. InChI: InChI=1S/C4H9.Li/c1-4(2)3;/h1-3H3;
(3)Std. InChIKey: BKDLGMUIXWPYGD-UHFFFAOYSA-N

Product Name

TERT-BUTYLLITHIUM

Synthetic route

tert-Butyllithium Specification

Related Products

Hot Products