SEC-BUTYLLITHIUM
Synonym(s):Lithium-2-butanide;s-BuLi
- CAS NO.:598-30-1
- Empirical Formula: C4H9Li
- Molecular Weight: 64.06
- MDL number: MFCD00009323
- EINECS: 209-927-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 13:37:16
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What is SEC-BUTYLLITHIUM?
Description
s-Butyllithium (s-BuLi) is a strong base that is useful for deprotonating weak carbon acids, especially when weaker organolithium bases such as n-BuLi don't work well.
Description
sec-Butyllithium. [598-30-1], sec-C4H9Li, Mr 64.06, is a spontaneously flammable, colorless, viscous liquid that forms tetramers in hydrocarbon solvents. It is commercially available only as 12 % solution in cyclohexane and methylcyclohexane. sec-Butyllithium is more nucleophilic and decomposes more readily than n-butyllithium. A 12 % solutionin cyclohexane at 20 ℃ undergoesthermal decomposition to the extent of 1.4 % of the active material per month. The thermal decomposition yields butene gas and LiH; the latter is insoluble and responsible for the increasing turbidity of secbutyllithium solutions on prolonged storage. Therefore solutions of sec-butyllithium must be kept cool during storage and transportation.
Chemical properties
sec-Butyllithium is a colorless crystalline solid or clear yellowish solution. It is more reactive than n-butyllithium. Its solutions are unstable and decompose about 10 to 15 times as fast as n-butyllithium under the same conditions.
The Uses of SEC-BUTYLLITHIUM
sec-Butyllithium is used almost exclusively as a polymerization catalyst. It is more expensive than n-butyllithium and is used mainly because of its greater reactivity and faster polymerization initiation.
Preparation
sec-Butyllithium is produced by the reaction of sec-butyl chloride with lithium metal dispersion in hydrocarbon solvents. The lithium metal should contain catalytic amounts of up to 2 % sodium metal to attain a rapid reaction with the chloride and to minimize coupling. Massive substitution of sodium metal for lithium metal as is done in the preparation of n-butyllithium results in lower yields. Isopentane, hexane and cyclohexahe are typical solvents. Industrial and laboratory preparations are similar.
Properties of SEC-BUTYLLITHIUM
Density | 0.769 g/mL at 25 °C |
Flash point: | 1 °F |
storage temp. | 2-8°C |
form | Liquid |
color | Clear colorless |
Sensitive | Air & Moisture Sensitive |
BRN | 3587206 |
Exposure limits | ACGIH: TWA 100 ppm OSHA: TWA 300 ppm(1050 mg/m3) NIOSH: IDLH 1300 ppm; TWA 300 ppm(1050 mg/m3) |
CAS DataBase Reference | 598-30-1(CAS DataBase Reference) |
EPA Substance Registry System | Lithium, (1-methylpropyl)- (598-30-1) |
Safety information for SEC-BUTYLLITHIUM
Signal word | Danger |
Pictogram(s) |
![]() Flame Flammables GHS02 ![]() Corrosion Corrosives GHS05 ![]() Exclamation Mark Irritant GHS07 ![]() Health Hazard GHS08 ![]() Environment GHS09 |
GHS Hazard Statements |
H225:Flammable liquids H250:Pyrophoric liquids; Pyrorophoric solids H252:Self-heating substances and mixtures H260:Substances And Mixtures Which, In Contact With Water,Emit Flammable Gases H304:Aspiration hazard H314:Skin corrosion/irritation H318:Serious eye damage/eye irritation H336:Specific target organ toxicity,single exposure; Narcotic effects H400:Hazardous to the aquatic environment, acute hazard H410:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P222:Do not allow contact with air. P223:Keep away from any possible contact with water, because of violent reaction and possible flash fire. P231+P232:Handle under inert gas. Protect from moisture. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P370+P378:In case of fire: Use … for extinction. P422:Store contents under … |
Computed Descriptors for SEC-BUTYLLITHIUM
InChIKey | VATDYQWILMGLEW-UHFFFAOYSA-N |
SEC-BUTYLLITHIUM manufacturer
FMC India Private Limited
HYCHEM LABORATORIES
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