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
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)
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
- F
- 3-10
- TSCA
- Yes
- HazardClass
- 4.3
- PackingGroup
- I
- HS Code
- 29319090
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 …
N-Bromosuccinimide Price
- Product number
- 186198
- Product name
- tert-Butyllithium solution
- Purity
- 1.7M in pentane
- Packaging
- 4x25ml
- Price
- $81.4
- Updated
- 2024/03/01
- Product number
- 94439
- Product name
- tert-Butyllithium solution
- Purity
- 1.6-3.2?M in heptane
- Packaging
- 100mL
- Price
- $203
- Updated
- 2024/03/01
- Product number
- 186198
- Product name
- tert-Butyllithium solution
- Purity
- 1.7M in pentane
- Packaging
- 8l
- Price
- $1490
- Updated
- 2024/03/01
- 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
- Product number
- 044125
- Product name
- tert-Butyllithium
- Purity
- nominally 1.5M in n-pentane
- Packaging
- 50ml
- Price
- $27.5
- Updated
- 2021/12/16
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
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View Lastest Price from tert-Butyllithium manufacturers
- 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
- 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
- Product
- Tert-Butyllithium 594-19-4
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-12-25