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109-72-8

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109-72-8 Usage

Chemical Description

n-butyllithium is an organolithium compound, and indene is an organic compound with a bicyclic structure.

Chemical Properties

Different sources of media describe the Chemical Properties of 109-72-8 differently. You can refer to the following data:
1. 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.
2. 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

Different sources of media describe the Uses of 109-72-8 differently. You can refer to the following data:
1. 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.
2. 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.
3. n-Butyllithium is a strong nucleophile in the synthetic organic chemistry. It is also used as an initiator in the polymerization process.

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

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.

Check Digit Verification of cas no

The CAS Registry Mumber 109-72-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 109-72:
(5*1)+(4*0)+(3*9)+(2*7)+(1*2)=48
48 % 10 = 8
So 109-72-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;/rC4H9Li/c1-2-3-4-5/h2-4H2,1H3

109-72-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B0396)  Butyllithium (ca. 15% in Hexane, ca. 1.6mol/L)  

  • 109-72-8

  • 100mL

  • 290.00CNY

  • Detail
  • TCI America

  • (B0396)  Butyllithium (ca. 15% in Hexane, ca. 1.6mol/L)  

  • 109-72-8

  • 500mL

  • 560.00CNY

  • Detail
  • Alfa Aesar

  • (L13559)  n-Butyllithium, 1.6M in hexane, packaged in resealable septum cap bottle   

  • 109-72-8

  • 100ml

  • 332.0CNY

  • Detail
  • Alfa Aesar

  • (L13559)  n-Butyllithium, 1.6M in hexane, packaged in resealable septum cap bottle   

  • 109-72-8

  • 500ml

  • 904.0CNY

  • Detail
  • Alfa Aesar

  • (44109)  n-Butyllithium, 2.2M in hexane   

  • 109-72-8

  • 0.2mole

  • 144.0CNY

  • Detail
  • Alfa Aesar

  • (44109)  n-Butyllithium, 2.2M in hexane   

  • 109-72-8

  • 1mole

  • 287.0CNY

  • Detail
  • Alfa Aesar

  • (41248)  n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal? bottles   

  • 109-72-8

  • 0.05mole

  • 118.0CNY

  • Detail
  • Alfa Aesar

  • (41248)  n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal? bottles   

  • 109-72-8

  • 0.2mole

  • 318.0CNY

  • Detail
  • Alfa Aesar

  • (41248)  n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal? bottles   

  • 109-72-8

  • 0.5mole

  • 371.0CNY

  • Detail
  • Alfa Aesar

  • (41248)  n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal? bottles   

  • 109-72-8

  • 0.5m

  • 539.0CNY

  • Detail
  • Alfa Aesar

  • (41248)  n-Butyllithium, 2.2M in hexane, packaged under Argon in resealable ChemSeal? bottles   

  • 109-72-8

  • *4x0.5mole

  • 1261.0CNY

  • Detail
  • Aldrich

  • (302120)  n-Butyllithium solution  2.0 M in cyclohexane

  • 109-72-8

  • 302120-100ML

  • 623.61CNY

  • Detail

109-72-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name butyllithium

1.2 Other means of identification

Product number -
Other names 1.6 M N-Butyl lithium

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Process regulators
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-72-8 SDS

109-72-8Synthetic route

n-butyllithium
109-72-8

n-butyllithium

C5H4FeC5H3(CH(CH3)CH2CH(C5H5))(C(H)C12H8)

C5H4FeC5H3(CH(CH3)CH2CH(C5H5))(C(H)C12H8)

C5H4FeC5H3(CH(CH3)CH2CH(C5H4))(CC12H8)(2-)*2Li(1+)=C5H4FeC5H3(CHCH3CH2CHC5H4Li)(CLiC12H8)

C5H4FeC5H3(CH(CH3)CH2CH(C5H4))(CC12H8)(2-)*2Li(1+)=C5H4FeC5H3(CHCH3CH2CHC5H4Li)(CLiC12H8)

Conditions
ConditionsYield
In toluene; pentane (Ar); 1.6 M n-BuLi in pentane was added at 0°C to soln. of ferrocene in toluene, stirred for 6 h at room temp.; filtered, washed with pentane, dried in vac., elem. anal.;93%
n-butyllithium
109-72-8

n-butyllithium

(CH3)2Ge(C5(CH3)4H)(C5H5)
384378-22-7

(CH3)2Ge(C5(CH3)4H)(C5H5)

2Li(1+)*(CH3)2Ge(C5(CH3)4)(C5H4)(2-)=Li2[(CH3)2Ge(C5(CH3)4)(C5H4)]

2Li(1+)*(CH3)2Ge(C5(CH3)4)(C5H4)(2-)=Li2[(CH3)2Ge(C5(CH3)4)(C5H4)]

Conditions
ConditionsYield
In diethyl ether under N2, Schlenk technique; mixing at -78°C (BuLi in hexane), mixt. was warmed to room temp. and stirred for 15 h; solvent was removed, ppt. was washed with hexane, dried under vac.; elem. anal.;92%
n-butyllithium
109-72-8

n-butyllithium

dimethyl sulfide borane
13292-87-0

dimethyl sulfide borane

A

lithium borohydride

lithium borohydride

B

lithium [butyl(trihydrido)borate]
82111-98-6

lithium [butyl(trihydrido)borate]

C

LiHB(s-Bu)3
67335-72-2

LiHB(s-Bu)3

Conditions
ConditionsYield
In tetrahydrofuran; hexane; dichloromethane under dry N2, hexane soln. of BuLi cooled to -20°C, H3B-SMe2 added to vigorously stirred soln. within 60 min, 2 hours later all volatiles removed in vac.; material suspended in hexane, THF added to form soln., solvents removed, oily material dissolved in CH2Cl2, pentane added to separate LiBH4, repetition of procedure gave slightly purer product;A n/a
B 91%
C n/a
n-butyllithium
109-72-8

n-butyllithium

bis(tetramethylcyclopentadienyl)dimethylgermanium
134939-44-9

bis(tetramethylcyclopentadienyl)dimethylgermanium

2Li(1+)*(CH3)2Ge(C5(CH3)4)2(2-)=Li2[(CH3)2Ge(C5(CH3)4)2]

2Li(1+)*(CH3)2Ge(C5(CH3)4)2(2-)=Li2[(CH3)2Ge(C5(CH3)4)2]

Conditions
ConditionsYield
In diethyl ether under N2, Schlenk technique; mixing at -78°C (BuLi in hexane), mixt. was warmed to room temp. and stirred for 15 h; solvent was removed, ppt. was washed with hexane, dried under vac.; elem. anal.;91%
n-butyllithium
109-72-8

n-butyllithium

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

trimethylamine borane
1231953-83-5

trimethylamine borane

A

lithium borohydride

lithium borohydride

B

Li(tetramethylethylenediamine)BH3(benzyl)

Li(tetramethylethylenediamine)BH3(benzyl)

Conditions
ConditionsYield
In hexane; toluene byproducts: (CH3)3N; under dry N2, hexane soln. of n-BuLi added to soln. of TMEDA in toluene, after 30 min added H3B-NMe3, heated for 1 h to reflux, soln. kept for 3 d at -25°C; elem. anal.;A 10%
B 90%
n-butyllithium
109-72-8

n-butyllithium

(CH3)2Ge(C5(CH3)4H)(C5H4CH3)
478038-85-6

(CH3)2Ge(C5(CH3)4H)(C5H4CH3)

2Li(1+)*(CH3)2Ge(C5(CH3)4)(C5H3CH3)(2-)=Li2[(CH3)2Ge(C5(CH3)4)(C5H3CH3)]

2Li(1+)*(CH3)2Ge(C5(CH3)4)(C5H3CH3)(2-)=Li2[(CH3)2Ge(C5(CH3)4)(C5H3CH3)]

Conditions
ConditionsYield
In diethyl ether under N2, Schlenk technique; mixing at -78°C (BuLi in hexane), mixt. was warmed to room temp. and stirred for 15 h; solvent was removed, ppt. was washed with hexane, dried under vac.; elem. anal.;90%
aluminium trichloride
7446-70-0

aluminium trichloride

n-butyllithium
109-72-8

n-butyllithium

N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldimine
443890-22-0

N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldimine

[N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldiminato]aluminium(III) dichloride
443890-21-9

[N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldiminato]aluminium(III) dichloride

Conditions
ConditionsYield
In toluene under N2, Schlenk techques; n-BuLi was added to the soln. of ligand at -35°C, mixt. was warmed to room temp., stirred for 2 h, soln. was cooled to -35°C again and added to suspn. of AlCl3 with stirring,mixt. stirred at room temp. for 36 h; mixt. was filtered, washed with toluene, filtrate was concd., cooled to -35°C; elem. anal.;88%
n-butyllithium
109-72-8

n-butyllithium

dimethyl sulfide borane
13292-87-0

dimethyl sulfide borane

A

lithium borohydride

lithium borohydride

B

lithium [butyl(trihydrido)borate]
82111-98-6

lithium [butyl(trihydrido)borate]

C

n-butylborane-dimethyl sulfide

n-butylborane-dimethyl sulfide

D

Li{B(n-C4H9)4}
15243-31-9

Li{B(n-C4H9)4}

Conditions
ConditionsYield
In tetrahydrofuran; hexane under dry N2, hexane soln. of n-BuLi cooled to -20°C, H3B-SMe2 added to vigorously stirred soln. within 4 h, resulting suspn. stirred overnight; filtered, detected by NMR;A 13%
B 87%
C n/a
D n/a
In hexane; dichloromethane; pentane under dry N2, hexane soln. of BuLi cooled to -20°C, H3B*SMe2 added to vigorously stirred soln. within 4 h, stirred overnight, solid filtered, solvent from filtrate removed; residue treated with 1:1 mixt. of CH2Cl2 and pentane, not isolated, detected in CH2Cl2-rich phase by NMR;
n-butyllithium
109-72-8

n-butyllithium

buta-1,3-dien-2-yltin trichloride
519005-12-0, 439099-43-1

buta-1,3-dien-2-yltin trichloride

buta-1,3-dien-2-yl-tributylstannane
2244-38-4

buta-1,3-dien-2-yl-tributylstannane

Conditions
ConditionsYield
In not given86%
n-butyllithium
109-72-8

n-butyllithium

1-phenyl-1,2-closo-C2B10H11
16390-61-7

1-phenyl-1,2-closo-C2B10H11

formic acid ethyl ester
109-94-4

formic acid ethyl ester

1-(CH(o-CB10H10CC6H5)OH)-2-(C6H5)-1.2-C2B10H10
16450-20-7

1-(CH(o-CB10H10CC6H5)OH)-2-(C6H5)-1.2-C2B10H10

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; benzene nitrogen atmosphere; ether soln. of formate addn. at 50 to 60°C to benzene soln. of Li-salt of carborane (obtained from carborane and BuLi), stirring (1 h), treating with aq. HCl, extracting with ether; extract drying over MgSO4 and evapn., residue recrystn. (hexane);85%
n-butyllithium
109-72-8

n-butyllithium

diethyl ether
60-29-7

diethyl ether

N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldimine
443890-22-0

N-(2,6-bis(isopropyl)phenyl)-5-tert-butylpyrrolylaldimine

hafnium tetrachloride
13499-05-3

hafnium tetrachloride

[Hf(5-tert-butyl-2-[(2,6-diisopropylphenyl)aldimino]pyrrolyl)Cl2(μ-Cl)2Li(OEt2)2]
610270-20-7

[Hf(5-tert-butyl-2-[(2,6-diisopropylphenyl)aldimino]pyrrolyl)Cl2(μ-Cl)2Li(OEt2)2]

Conditions
ConditionsYield
In diethyl ether under N2, Schlenk techques; n-BuLi was added to the soln. of ligand at -35°C, mixt. was warmed to room temp., stirred for 2 h, soln. was cooled to -35°C again and added to suspn. of HfCl4 with stirring,mixt. stirred at room temp. for 20 h; mixt. was filtered, washed with Et2O, ether filtrate was concd., cooled to -35°C; elem. anal.;85%
n-butyllithium
109-72-8

n-butyllithium

(R)-(-)-benzyl-α-d chloride
4181-91-3

(R)-(-)-benzyl-α-d chloride

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

diisopropylamine
108-18-9

diisopropylamine

(S)-(-)-(.alfa.-deuteriobenzyl)tributyltin
84369-11-9

(S)-(-)-(.alfa.-deuteriobenzyl)tributyltin

Conditions
ConditionsYield
In tetrahydrofuran; hexane to THF soln. of (i-Pr)2NH at 0°C added hexane soln. of BuLi, stirred at 0°C for 30 min, Bu3SnH added, stirred at 0°C for 30 min, soln. added to THF soln. of (R)-PhCHDCl at 0°C over 30 min, mixt. kept at 0°C for 5 h; added water, mixt. extd. with ether, sepd., washed with water and brine, extract dried with MgSO4, concd., chromd.;84%
n-butyllithium
109-72-8

n-butyllithium

trimethylamine borane
1231953-83-5

trimethylamine borane

A

lithium borohydride

lithium borohydride

B

lithium [butyl(trihydrido)borate]
82111-98-6

lithium [butyl(trihydrido)borate]

C

lithium [(dimethylamino)methyl]trihydroborate
84280-42-2

lithium [(dimethylamino)methyl]trihydroborate

D

lithium benzyltrihydroborate
84280-43-3

lithium benzyltrihydroborate

Conditions
ConditionsYield
In hexane; toluene under dry N2, refluxing for 30 min;A 4%
B 80%
C 4%
D 2%
In hexane; toluene under dry N2, refluxing for 2 d;A 15%
B 64%
C 15%
D 6%
n-butyllithium
109-72-8

n-butyllithium

borane tetrahydrofuran

borane tetrahydrofuran

A

lithium borohydride

lithium borohydride

B

lithium di-n-butylborohydride
84280-32-0

lithium di-n-butylborohydride

C

LiHB(s-Bu)3
67335-72-2

LiHB(s-Bu)3

D

Li{B(n-C4H9)4}
15243-31-9

Li{B(n-C4H9)4}

Conditions
ConditionsYield
In tetrahydrofuran; hexane under dry N2, soln. of BH3 in THF cooled to -78°C, hexane soln. of n-BuLi added with stirring, mixt. allowed to warm to -30°C within 1 h; not isolated, detected by NMR;A 77%
B 3%
C 13%
D 7%
n-butyllithium
109-72-8

n-butyllithium

dimethyl sulfide borane
13292-87-0

dimethyl sulfide borane

A

lithium borohydride

lithium borohydride

B

lithium [butyl(trihydrido)borate]
82111-98-6

lithium [butyl(trihydrido)borate]

C

Li{B(n-C4H9)4}
15243-31-9

Li{B(n-C4H9)4}

Conditions
ConditionsYield
In hexane under dry N2, hexane soln. of n-BuLi cooled to -10°C, H3B-SMe2 added with stirring for few minutes, after 20 min all volatile material stripped in vac.; residue dissolved in THF, not isolated, detected by NMR;A 18%
B 77%
C 5%
In hexane under dry N2, hexane soln. of n-BuLi added over period of 10 min to H3B-SMe2 with stirring; residue dissolved in minimum THF, not isolated, detected by NMR;A 44%
B 41%
C 15%
n-butyllithium
109-72-8

n-butyllithium

(2S, 5R, 7S, 8R, 2E, 4E)-tricarbonyliron[(η4-2-5)-8-(tert-butoxycarbonylamino)-7-methoxynona-2,4-dienal]

(2S, 5R, 7S, 8R, 2E, 4E)-tricarbonyliron[(η4-2-5)-8-(tert-butoxycarbonylamino)-7-methoxynona-2,4-dienal]

pentyltriphenylphosphonium bromide
21406-61-1

pentyltriphenylphosphonium bromide

(2R, 3S, 5R, 8S, 5E, 7E, 9Z)-tricarbonyliron[(η4-5-8)-2-(tert-butoxycarbonylamino)-3-methoxytetradodeca-5,7,9-triene]

(2R, 3S, 5R, 8S, 5E, 7E, 9Z)-tricarbonyliron[(η4-5-8)-2-(tert-butoxycarbonylamino)-3-methoxytetradodeca-5,7,9-triene]

Conditions
ConditionsYield
In hexane; toluene (N2 atmosphere); addn. of BuLi to susp. of C5H11PPh3Br (stirring, 0°C), addn. of soln. of Fe complex (after 5 min, -78°C), stirring (-78°C, 30 min, 0°C, 30 min), addn. of H2O (0°C),extraction (EtOAc), drying (MgSO4); evapn. (in vacuo), chromatography (SiO2 hexane/EtOAc);73%
n-butyllithium
109-72-8

n-butyllithium

C20H8N4(BCl)2(C6H4CH3)4*(n)C6H5CH3 n:0.5-1;

C20H8N4(BCl)2(C6H4CH3)4*(n)C6H5CH3 n:0.5-1;

anti-C20H8N4(BC4H9)2(C6H4CH3)4

anti-C20H8N4(BC4H9)2(C6H4CH3)4

Conditions
ConditionsYield
In hexane byproducts: LiCl, toluene; C4H9Li soln. added to suspn. of C20H8N4(BCl)2(C6H5CH3)4*(n)C6H5CH3 in hexane (-78 °C), warmed up to room temp., stirred (16 h); ppt. filtered, washed with hexane, extd. with CH2Cl2; detd. by MAS, UV, (1)H NMR, (11)B NMR;71%
iron(II) chloride tetrahydrate

iron(II) chloride tetrahydrate

n-butyllithium
109-72-8

n-butyllithium

benzyl chloride
100-44-7

benzyl chloride

1,2-benzenedithiole
17534-15-5

1,2-benzenedithiole

2-(Benzylthio)thiophenol
116089-38-4

2-(Benzylthio)thiophenol

Conditions
ConditionsYield
With hydrogenchloride; carbon monoxide In tetrahydrofuran under N2; reaction of dithiol and BuLi at -78 °C; addn. of Fe-salt at room temp.; CO introduced for 2h; benzyl chloride added; stirring for 1h at room temp.; evapn.; excess of benzyl chloride removed by hexane; HCl and THF added; refluxed for 2h;; evapn.; treatment with H2O/CCl4; organic layer dried (Na2SO4), filtered and evapd.; distn. (180-220 °C, vacuum); elem. anal.;;70%
n-butyllithium
109-72-8

n-butyllithium

chloro(trifluoromethyl)disulfane
53268-50-1

chloro(trifluoromethyl)disulfane

1-Trifluoromethyldisulfanyl-butane

1-Trifluoromethyldisulfanyl-butane

Conditions
ConditionsYield
68%
68%
n-butyllithium
109-72-8

n-butyllithium

1-trimethylsiloxy-3,7,10-trimethylgermatrane
131498-79-8

1-trimethylsiloxy-3,7,10-trimethylgermatrane

tetrabutylgermanium
1067-42-1

tetrabutylgermanium

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiOSi(CH3)3; a suspn. of germatrane in THF was treated with an excess of n-BuLi in n-hexane at room temp. for 4 h; evap., filtered;65%
N,N-dimethylaminomethylferrocene
1271-86-9

N,N-dimethylaminomethylferrocene

n-butyllithium
109-72-8

n-butyllithium

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2-(N,N-dimethylaminomethyl)ferrocenecarboxaldehyde
162762-18-7, 212901-69-4, 174225-69-5

2-(N,N-dimethylaminomethyl)ferrocenecarboxaldehyde

Conditions
ConditionsYield
In not given addn. of LiBu (1 equiv., room temp.), stirring (24 h), addn. of DMF (-78°C), stirring (4 h, room temp.), hydrolysis; extn. (Et2O), chromy. (alumina, Et2O/pentane 1:2); elem. anal.;62%
n-butyllithium
109-72-8

n-butyllithium

1-bromogermatrane
70559-35-2

1-bromogermatrane

tetrabutylgermanium
1067-42-1

tetrabutylgermanium

Conditions
ConditionsYield
In tetrahydrofuran a suspn. of germatrane in THF was treated with an excess of n-BuLi in n-hexane at room temp. for 4 h;61%
n-butyllithium
109-72-8

n-butyllithium

trimethylamine borane
1231953-83-5

trimethylamine borane

lithium borohydride

lithium borohydride

Conditions
ConditionsYield
In hexane under dry N2, refluxing for 20 h;60%
tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)
26743-81-7

tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)

n-butyllithium
109-72-8

n-butyllithium

methylmercury(II) chloride
115-09-3

methylmercury(II) chloride

Mo(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

Mo(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of Mo-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
tetracarbonyl-bis(diphenylphosphino)methane-chromium(0)
16743-46-7

tetracarbonyl-bis(diphenylphosphino)methane-chromium(0)

n-butyllithium
109-72-8

n-butyllithium

methylmercury(II) chloride
115-09-3

methylmercury(II) chloride

Cr(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

Cr(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of Cr-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
n-butyllithium
109-72-8

n-butyllithium

tetracarbonyl-bis(diphenylphosphino)methane-tungsten(0)
41830-14-2

tetracarbonyl-bis(diphenylphosphino)methane-tungsten(0)

methylmercury(II) chloride
115-09-3

methylmercury(II) chloride

W(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

W(CO)4((C6H5)2PCH(HgCH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of W-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)
26743-81-7

tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)

n-butyllithium
109-72-8

n-butyllithium

ethylmercury(II) chloride
107-27-7

ethylmercury(II) chloride

Mo(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

Mo(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of Mo-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
tetracarbonyl-bis(diphenylphosphino)methane-chromium(0)
16743-46-7

tetracarbonyl-bis(diphenylphosphino)methane-chromium(0)

n-butyllithium
109-72-8

n-butyllithium

ethylmercury(II) chloride
107-27-7

ethylmercury(II) chloride

Cr(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

Cr(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of Cr-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
n-butyllithium
109-72-8

n-butyllithium

tetracarbonyl-bis(diphenylphosphino)methane-tungsten(0)
41830-14-2

tetracarbonyl-bis(diphenylphosphino)methane-tungsten(0)

ethylmercury(II) chloride
107-27-7

ethylmercury(II) chloride

W(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

W(CO)4((C6H5)2PCH(HgCH2CH3)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of W-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%
tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)
26743-81-7

tetracarbonyl-bis(diphenylphosphino)methane-molybdenum(0)

n-butyllithium
109-72-8

n-butyllithium

phenylmercury(II) chloride
100-56-1

phenylmercury(II) chloride

Mo(CO)4((C6H5)2PCH(HgC6H5)P(C6H5)2)

Mo(CO)4((C6H5)2PCH(HgC6H5)P(C6H5)2)

Conditions
ConditionsYield
In tetrahydrofuran addn. of LiBu (hexane soln.) to soln. of Mo-complex (0°C), stirring (2 h), addn. of Hg-compd., warming (room temp.), stirring (2 h); THF removal (reduced pressure), recrystn. (CH2Cl2-methanol);60%

109-72-8Related news

Material BehaviourEffect of enthalpy of polar modifiers interaction with n-Butyllithium (cas 109-72-8) on the reaction enthalpy, kinetics and chain microstructure during anionic polymerization of 1,3-butadiene08/20/2019

The influence of interaction enthalpy (ΔHMOD/BuLi) of μ, σ, σ+μ and σ-μ complexing polar modifiers with n-butyllithium on the 1,3-butadiene anionic polymerization enthalpy (ΔHBD), polymerization reaction rate (kp) and polybutadiene microstructure was studied. It has been found that entha...detailed

109-72-8Relevant articles and documents

-

Tomboulian,Stehower

, p. 1509 (1968)

-

Eberly

, p. 1309,1310 (1961)

Ultrasounds in Organic Syntheses. 1. Effect on the Formation of Lithium Organometallic Reagents

Luche, Jean-Louis,Damiano, Jean-Claude

, p. 7926 - 7927 (1980)

-

Gilman,Schwebke

, p. 4115,4116 (1961)

Inhibitors of viral replication, their process of preparation and their therapeutical uses

-

Page/Page column, (2014/05/06)

The present invention relates to compounds, their use in the treatment or the prevention of viral disorders, including HIV.

Catalyst component, catalyst for olefin polymerization, and process for producing olefin polymer using catalyst

-

, (2012/08/29)

A polymer having high catalyst activity, excellent hydrogen response, high stereoregularity and high yield can be obtained by polymerizing olefins in the presence of a catalyst for olefin polymerization comprising (A) a solid catalyst component containing magnesium, titanium, a halogen, and an electron donor compound, (B) an organoaluminum compound shown by the formula R6pAlQ3-p(R1R2N)m, and (C) an aminosilane compound shown by the formula (R3HN)nR4pSi(OR5)q.

PROCESS OF MAKING ALUMINUM ALKYLS

-

, (2010/08/18)

The present invention generally relates to a new process of making a trialkyl aluminum compound in which at least one alkyl group is a primary alkyl derived from an internal olefin or alpha-olefin. The process employs an isomerization/hydroalumination catalyst.

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