What is butyllithium used for?
It is widely used as a polymerization initiator in the production of elastomers such as polybutadiene or styrene-butadiene-styrene (SBS). Also, it is broadly employed as a strong base (superbase) in the synthesis of organic compounds as in the pharmaceutical industry.
What does BuLi do in organic chemistry?
n-Butyllithium (n-BuLi) is a widely used reagent in organic synthesis. Organolithium reagents such as n-BuLi can form aggregates or solvent complexes in solution, which can affect their reactivity. They can be studied using, e.g., 6Li NMR spectroscopy.
How do you find the molarity of n butyllithium?
The moles of n-BuLi used in the titration are equivalent to the moles of diphenylacetic acid used in the reaction. Since the moles of diphenylacetic acid used is known, the calculation of concentration of n-BuLi is given by the following equation: mmol diphenylacetic acid/mL n-BuLi = molarity of n-BuLi solution.
How do you make LDA solution?
- Dilute with ether and cool to 0oC.
- Slowly add 0.04x mL water.
- Add 0.04x mL 15 % aqueous sodium hydroxide.
- Add 0.1x mL water.
- Warm to RT and stir 15 min.
- Add some anhydrous magnesium sulfate.
- Stir 15 min and filter to remove salts.
How do you handle n butyllithium?
Conditions for safe storage: Keep the material under inert atmosphere when not in use. And keep container tightly closed and in a dry and area. Reseal open containers and keep upright. Refer to the manufacturer specific SDS for storage instructions.
Can NaH deprotonate acetylene?
Therefore, hydroxide is not sufficiently basic to produce a significant amount of the acetylide ion. That is, hydroxide cannot be used to deprotonate acetylene.
What does BuLi do to alkynes?
Treatment with a lithium base (BuLi, LDA) generates a bromoalkyne intermediate via dehydrohalogenation, which undergoes metal-halogen exchange under the reaction conditions and yields the terminal alkyne upon work-up.
What are the best conditions of producing LDA?
There’s nothing special about –78° relative to –72° or –60° for this to work – it’s just that cold temperatures improve the selectivity, and –78°C happens to be the temperature of a very cheaply prepared cold bath (dry ice and acetone). A common solvent for this is tetrahydrofuran (THF).
How do you dry diisopropylamine?
325 (1900), 255 (200000), 247 (90000). Anal. Calcd for C1,H1402: C, 81.60; H, 5.60. Found: C, 81.33; H, 5.84.
Is butyllithium flammable?
FIRE HAZARDS * Butyl Lithium is a FLAMMABLE LIQUID which may IGNITE SPONTANEOUSLY in AIR.
Which is the correct formula for sec butyllithium?
sec-Butyllithium is an organometallic compound with the formula CH 3CHLiCH 2CH 3, abbreviated sec-BuLi or s-BuLi. This chiral organolithium reagent is used as a source of sec-butyl carbanion in organic synthesis.
How is butyllithium used in the pharmaceutical industry?
Also, it is broadly employed as a strong base ( superbase) in the synthesis of organic compounds as in the pharmaceutical industry. Butyllithium is commercially available as solutions (15%, 25%, 1.5 M, 2 M, 2.5 M, 10 M, etc.) in alkanes such as pentane, hexanes, and heptanes.
Why is butyllithium used in the production of styrene-butadiene?
Also of commercial importance is the use of butyllithium for the production of styrene-butadiene polymers. Even ethylene will insert into BuLi. Butyllithium is a strong base (p Ka ≈ 50), but it is also a powerful nucleophile and reductant, depending on the other reactants.
Which is the parent compound of butyllithium PubChem?
Butyllithium PubChem CID 61028 Synonyms N-butyllithium 109-72-8 BUTYLLITHIUM Lit Molecular Weight 64.1 Parent Compound CID 7843 (Butane) Component Compounds CID 7843 (Butane) CID 3028194 (Lithium)