Chemical Properties Uses Identifying Procedures Warnings and precautions Category Explosivity characteristics Flammability characertistics Storage Extinguisher
ChemicalBook > CAS DataBase List > n-Butyllithium

n-Butyllithium

Chemical Properties Uses Identifying Procedures Warnings and precautions Category Explosivity characteristics Flammability characertistics Storage Extinguisher
Product Name
n-Butyllithium
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
Formula Weight
64.06
MOL File
109-72-8.mol
More
Less

n-Butyllithium Property

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)
More
Less

Safety

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.
More
Less

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

H261In contact with water releases flammable gas

H304May be fatal if swallowed and enters airways

H314Causes severe skin burns and eye damage

H318Causes serious eye damage

H332Harmful if inhaled

H336May cause drowsiness or dizziness

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

H401Toxic to aquatic life

H410Very toxic to aquatic life with long lasting effects

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

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.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P334IF ON SKIN: Immerse in cool water/wrap in wet bandages.

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.

P331Do NOT induce vomiting.

P370+P378In case of fire: Use … for extinction.

P405Store locked up.

P422Store contents under …

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
230707
Product name
n-Butyllithium solution
Purity
2.5?M in hexanes
Packaging
18L
Price
$2030
Updated
2023/06/20
Sigma-Aldrich
Product number
20159
Product name
n-Butyllithium solution
Purity
2.7?M in heptane
Packaging
100mL
Price
$90
Updated
2023/06/20
Sigma-Aldrich
Product number
20159
Product name
n-Butyllithium solution
Purity
2.7?M in heptane
Packaging
500mL
Price
$215
Updated
2023/06/20
Sigma-Aldrich
Product number
186171
Product name
n-Butyllithium solution
Purity
1.6M in hexanes
Packaging
8l
Price
$904
Updated
2023/06/20
Sigma-Aldrich
Product number
186171
Product name
n-Butyllithium solution
Purity
1.6?M in hexanes
Packaging
18L
Price
$1610
Updated
2023/06/20
More
Less

n-Butyllithium Chemical Properties,Usage,Production

Chemical Properties

n-Butyllithium is a Colorless or slightly yellow transparent liquid at room temperature, also comes in powder form. Boiling point is 80-90℃(0.013Pa), relative density is 0.68-0.70. Soluble in many organic solvents. Stable in room temperature, lithium hydride removable by heating. Disintegrates in water, soluble in hydrocarbons and ethers, forms complex compounds with ethers, amines, and sulfides, and uses N-hexane as a solvent.

Uses

N-Butyllithium solution is mostly used as a pharmaceutical intermediate to synthesize anionic polymerization initiator. It is also used to produce rubber (such as integral rubber SIBR, which is the most versatile diene rubber to date), fragrance, liquid crystal materials, and other industries. It is a chemical product intermediate, linking agent, alkylating agent, and polymerization catalyst. As a catalyst, N-Butyllithium is widely used as a pharmaceutical intermediate, liquid crystal monomer, and pesticide production catalyst.
N-Butyllithium is also widely used in organic syntheses, especially in growing carbon chains, and it is a staple laboratory product in reactions such as:
1) Metallization reaction: R-H + n-Butyl-Li → R-Li + Butane, in which the produced lithium alkyl can react with many substances.
2) Direct metallization: the aromatic compound that connects the substitute reacts with N-Butyllithium, and lithium metal can be attached to the aromatic compound.
3) Nucleophilic addition and substitution reaction.
4) Halogen-metal replacement.

Identifying Procedures

N-Butyllithium must be calibrated through single titration as follows:
1) Titration solution: 1mol/L SEC butanol/dimethylbenzene solution (butanol and dimethylbenzene must be dried with an activated 5A molecular sieve)
2) Indicator: 2,2’-dipyridine
3) Solvent: dimethylbenzene (must be dried with an activated 5A molecular sieve).
4) Operation method: Under the protection of argon, add magneton, 20ml dimethylbenzene and a small amount of indicator into a 100ml 3-lipped bottle with a tipping plug. Then use a precisely marked 2ml injector to swiftly transfer 2ml N-Butyllithium into the bottle (the air in the injector must be replaced with argon, which must then be expelled when collecting the N-Butyllithium; fill and drain the injector in the N-Butyllithium multiple times to prevent any water or air from remaining in the injector). The system should turn a purplish red. Then, wash, dry, and rinse the same injector with titration solution 2-3 times (to prevent any change in the amount added) and titrate the solution until the system turns yellow, and cease titration.
5) Repeat titration once; if the percent error between the two times is within 2%, the result can be regarded as correct.
6) Titration result: titration solution (ml)/2 to obtain N-Butyllithium concentration.

Warnings and precautions

1) N-Butyllithium is extremely combustible when in contact with air; when measuring, the needle of the injector will eject sparks.
2) The entire process must be protected by argon for safety precaution.
3) If N-Butyllithium catches fire, it must be extinguished with sand, which must be placed within arm’s reach at all times.
When preparing and using N-Butyllithium, do not operate alone in case of emergency

Category

Spontaneously combustible when in contact with water

Explosivity characteristics

May explode in combination with phenylethylene

Flammability characertistics

Combusts in air at a concentration abover 20%; combusts upon contact with water and carbon dioxide; flammable when in contact with heat and open flame.

Storage

Store in ventilated, cool and dry spaces; must be waterproof and carbon dioxide-proof.

Extinguisher

Dry powder

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.

Uses

n-Butyllithium is a strong nucleophile in the synthetic organic chemistry. It is also used as an initiator in the polymerization process.

Definition

ChEBI: Butyllithium is an alkyllithium compound.

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.

More
Less

n-Butyllithium Suppliers

Jiangsu Changjili New Energy Technology Co., Ltd.
Tel
15301028769
Email
734305265@qq.com
Country
China
ProdList
3
Advantage
58
Dexin chemical (Shandong) Co. , Ltd.
Tel
15853369661
Email
1092794701@qq.com
Country
China
ProdList
71
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24943
Advantage
65
Shandong Jiuyue Biological Technology Co., LTD
Tel
15553348166
Email
m15553348166@163.com
Country
China
ProdList
3441
Advantage
58
Henan Guangwo New Materials Co., Ltd
Tel
152-25201380 18336995067
Email
3656693041@qq.com
Country
China
ProdList
1543
Advantage
58
Hebei Zhentian food additives Co., LTD
Tel
0319-5925599 13373390591
Email
13373390591@163.com
Country
China
ProdList
11447
Advantage
58
Qingdao Baiyi Chemical Co., Ltd
Tel
13953303907
Email
3654853487@qq.com
Country
China
ProdList
497
Advantage
58
Hangzhou Bingochem Co., Ltd.
Tel
00-+86
Email
sales@bingochem.com
Country
China
ProdList
21673
Advantage
58
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
More
Less

View Lastest Price from n-Butyllithium manufacturers

Henan Fengda Chemical Co., Ltd
Product
n-Butyllithium 109-72-8
Price
US $50.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-22
Hebei Yibangte Import and Export Co. , Ltd.
Product
n-Butyllithium 109-72-8
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000kg
Release date
2023-11-16
Wuhan Han Sheng New Material Technology Co.,Ltd
Product
ButyllithiuminhexaneM 109-72-8
Price
US $36.88/KG
Min. Order
1KG
Purity
99%
Supply Ability
15MT
Release date
2023-09-21

109-72-8, n-ButyllithiumRelated Search:


  • butyl-lithiu
  • Lithiumn-butyl
  • LITHIUM-1-BUTANIDE
  • LITHIUMBUTYL
  • N-BULI
  • N-BUTYLLITHIUM
  • Butyllithium solution
  • ButyllithiuminhexaneM
  • BUTYLLITHIUM SOLUTION, ~2.7 M IN HEPTANE
  • BUTYLLITHIUM SOLUTION, ~2.5 M IN TOLUENE
  • BUTYLLITHIUM, 2.5M SOLUTION IN HEXANES
  • BUTYLLITHIUM
  • N-BUTYLLITHIUM, 2.2M SOLUTION IN CYCLOHEXANE
  • n-Butyllithium1.6M solution in hexanesAcroSeal§3
  • n-Butyllithium2.5M solution in hexanesAcroSeal§3
  • n-Butyllithium2.2M solution in cyclohexaneAcroSeal§3
  • n-Butyllithium2.6M solution in tolueneAcroSeal§3
  • n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal^t bottles
  • n-Butyllithium in Hexanes
  • n-Butyllithium, 2.5M solution in hexanes, AcroSeal?
  • n-Butyllithium, 1.6M in hexane, packaged in resealable septum cap bottle
  • n-Butyllithium, 2.5M in hexane, packaged in resealable septum cap bottle
  • n-Butyllithium , 2.5M solution in hexanes [2.5M solution in hexanes]
  • n-Butyllithium [2.4M solution in hexanes]
  • n-Butyllithium, 1.6M soln. in hexanes
  • n-Butyllithium, 2.5M soln. in hexanes
  • n-Butyllithium solution, 2.5M in hexane
  • n-Butyllithium solution, 1.6M in hexane
  • n-Butyllithium solution, 2.2M in hexane
  • n-Butyllithium, 15% in hexanes (1.6M)
  • n-Butyllithium 1.6M-2.5M in Hexane
  • n-BUTYLLITHIUM, 2.5M in hexanes (22-24 wt %)
  • n-butyllithium2.5M
  • ithium
  • n-Butyllithium, 2.6M solution in toluene
  • n-Butyllithium,15%inhexane(1.6M)
  • n-butyllithium, 1.6m in hexane
  • n-butyllithium, 10.0m in hexanes
  • n-butyllithium, 2.2m in hexane
  • n-butyllithium, 2.2m in hexane, packaged under argon in resealable chemseal
  • n-butyllithium, 2.5m in hexane
  • BUTYLLITHIUM, 2.0M SOLUTION IN PENTANE
  • BUTYLLITHIUM, 1.6M SOLUTION IN HEXANES
  • BUTYLLITHIUM SOLUTION, ~1.6 M IN HEXANE
  • BUTYLLITHIUM, 2.0M SOLUTION IN CYCLOHEXA NE
  • BUTYLLITHIUM SOLUTION, ~10 M IN HEXANE
  • BUTYLLITHIUM, 10.0M SOLUTION IN HEXANES
  • N-butyl lithium Solution
  • n-utyllithium
  • N-BUTYLLITHIUM, 1.6M SOLUTION IN HEXANE
  • n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSealTM bottles
  • n-Butyllithium, 2.5M in hexane (not in septum cap bottle)
  • Butyllithium (ca. 15% in Hexane, ca. 1.6mol/L)
  • n-Butyllithium, 1.6M solution in hexanes
  • n-Butyllithium, 2.5M solution in hexanes
  • sec-Butyllithium, 1.3M in cyclohexane, packaged under Argon in resealable ChemSeal bottles
  • n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal bottles
  • n-BuLi, Lithium-1-butanide