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n-Butyllithium

n-Butyllithium Structure
CAS No.
109-72-8
Chemical Name:
n-Butyllithium
Synonyms
N-BULI;BUTYLLITHIUM;Lithiumn-butyl;n-ButyllithiuM(BULI);ButyllithiuminhexaneM;n-Butyllithium, 1.6M solution in hexanes;butyl-lithiu;LITHIUM-1-BUTANIDE;Butyllithium solution;N-butyl lithium Solution
CBNumber:
CB9702303
Molecular Formula:
C4H9Li
Molecular Weight:
64.06
MOL File:
109-72-8.mol
MSDS File:
SDS
Modify Date:
2024/4/22 16:02:48

n-Butyllithium Properties

Melting point -95 °C
Boiling point 80 °C
Density 0.68 g/mL at 20 °C
Flash point 10 °F
storage temp. 2-8°C
solubility Miscible with diethyl ether and cyclohexane.
form liquid
color yellow
Specific Gravity 0.695
Odor Odor of the solvent
Water Solubility vigorous reaction
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
BRN 1209227
Exposure limits ACGIH: TWA 50 ppm (Skin)
OSHA: TWA 500 ppm(1800 mg/m3)
NIOSH: IDLH 1100 ppm; TWA 50 ppm(180 mg/m3)
LogP 1.25-2.31
CAS DataBase Reference 109-72-8(CAS DataBase Reference)
NIST Chemistry Reference Butyl lithium(109-72-8)
EPA Substance Registry System Lithium, butyl- (109-72-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H225-H250-H261-H304-H314-H336-H361f-H373-H411-H260-H361d-H410-H252-H318-H332-H401-H361
Precautionary statements  P210-P222-P231+P232-P261-P273-P422-P223-P370+P378-P280-P301+P310-P302+P334-P303+P361+P353-P304+P340+P310-P305+P351+P338-P331-P201-P301+P310a-P405-P422a-P501a-P262
Hazard Codes  F,C,N
Risk Statements  14/15-17-34-48/20-51/53-62-65-67-63-35-11-15-50/53-66
Safety Statements  6-9-16-26-36/37/39-45-61-62-6A-46-43B-43-60-33-29-5
RIDADR  UN 3399 4.3/PG 1
WGK Germany  3
3-10
TSCA  Yes
HazardClass  4.3
PackingGroup  I
HS Code  29319090
Toxicity There is little toxicity data available for the butyllithiums; for data on ether and hydrocarbon solvents, see the appropriate LCSSs.
NFPA 704
4
3 2

n-Butyllithium price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 302120 n-Butyllithium solution 2.0?M in cyclohexane 109-72-8 4X25ML ₹10218.8 2022-06-14 Buy
Sigma-Aldrich(India) 302120 n-Butyllithium solution 2.0?M in cyclohexane 109-72-8 4X25ML ₹10218.8 2022-06-14 Buy
Sigma-Aldrich(India) 8.18874 Butyllithium (15% solution in n-hexane) for synthesis 109-72-8 500ML ₹13290.01 2022-06-14 Buy
Sigma-Aldrich 302120 n-Butyllithium solution 2.0?M in cyclohexane 109-72-8 800ML ₹31208.48 2022-06-14 Buy
Sigma-Aldrich(India) 302120 n-Butyllithium solution 2.0?M in cyclohexane 109-72-8 800ML ₹31208.48 2022-06-14 Buy
Product number Packaging Price Buy
302120 4X25ML ₹10218.8 Buy
302120 4X25ML ₹10218.8 Buy
8.18874 500ML ₹13290.01 Buy
302120 800ML ₹31208.48 Buy
302120 800ML ₹31208.48 Buy

n-Butyllithium Chemical Properties,Uses,Production

Chemical Properties

n-Butyllithium is a colorless crystalline solid or clear yellow solution. Due to its high reactivity and extreme solubility, even in its impurities, it is commonly thought to be a viscous liquid.

Uses

n-Butyllithium is used as a polymerization initiator in the production of elastomers like polybutadiene and styrene- butadiene- styrene. As a strong base, it is utilized in the synthesis of organic compounds. It undergoes thermal decomposition to prepare 1-butene.

Preparation

Industrially, n-butyllithium is produced by the reaction of n-butyl chloride with lithium metal dispersion in various hydrocarbon solvents. Hexane is the most commonly used solvent. Up to one-half of the lithium is replaced with sodium in order to lower the cost of the butyllithium and increase the reactivity of the dispersion. The reaction is carried out below the boiling point of the solvent.
The laboratory procedure is essentially the same except that pentane and diethyl ether are two of the more popular solvents. The preparation runs smoothly in ether at lower temperatures but the product must either be used immediately or kept refrigerated due to the rapid cleavage of ether by n-butyllithium.

Flammability and Explosibility

The risk of fire or explosion on exposure of butyllithium solutions to the atmosphere depends on the identity of the organolithium compound, the nature of the solvent, the concentration of the solution, and the humidity. t-Butyllithium solutions are the most pyrophoric and may ignite spontaneously on exposure to air. Dilute solutions (1.6 M, 15% or less) of n-butyllithium in hydrocarbon solvents, although highly flammable, have a low degree of pyrophoricity and do not spontaneously ignite. Under normal laboratory conditions (25 °C, relative humidity of 70% or less), solutions of -20% concentration will usually not ignite spontaneously on exposure to air. More concentrated solutions of n-butyllithium (50 to 80%) are most dangerous and will immediately ignite on exposure to air. Contact with water or moist materials can lead to fires and explosions, and the butyllithiums also react violently with oxygen.

storage

In particular, butyllithium should be stored and handled in areas free of ignition sources, and containers of butyllithium should be stored under an inert atmosphere. Work with butyllithium should be conducted in a fume hood under an inert gas such as nitrogen or argon. Safety glasses, impermeable gloves, and a fire-retardant laboratory coat are required.

Incompatibilities

The butyllithiums are extremely reactive organometallic compounds. Violent explosions occur on contact with water with ignition of the solvent and of the butane produced. t-Butyllithium will ignite spontaneously in air. The butyllithiums ignite on contact with water, carbon dioxide, and halogenated hydrocarbons. The butyllithiums are incompatible with acids, halogenated hydrocarbons, alcohols, and many other classes of organic compounds.

Waste Disposal

Excess butyllithium solution can be destroyed by dilution with hydrocarbon solvent to a concentration of approximately 5 wt %, followed by gradual addition to water with vigorous stirring under an inert atmosphere. Alternatively, the butyllithium solution can be slowly poured (transfer by cannula for s- or tbutyllithium) into a plastic tub or other container of powdered dry ice.
The residues from the above procedures and excess butyllithium should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.

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