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Phenyllithium

Phenyllithium Structure
CAS No.
591-51-5
Chemical Name:
Phenyllithium
Synonyms
PHLI;Phenyllithium, typically 1.9 M in dibutylether;LITHIUMPHENYL;PHENYLLITHIUM;phenyl-lithiu;Lithiobenzene;phenyll-Lithium;PHENYLLITHIUM DIBUTYL;phenyllithium solution;20%solutioninDibutylether
CBNumber:
CB4853905
Molecular Formula:
C6H5Li
Molecular Weight:
84.05
MOL File:
591-51-5.mol
Modify Date:
2024/7/25 20:04:51

Phenyllithium Properties

Melting point 160-163 °C(Solv: benzene (71-43-2))
Boiling point 140-143 °C
Density 0.835 g/mL at 25 °C
Flash point 20 °C
storage temp. Store at +2°C to +8°C.
solubility Miscible with ether and hydrocarbons.
form Dark Brown Solution
Water Solubility Severe reaction
Sensitive Air & Moisture Sensitive
BRN 506502
Stability Moisture Sensitive
InChIKey NHKJPPKXDNZFBJ-UHFFFAOYSA-N
CAS DataBase Reference 591-51-5(CAS DataBase Reference)
EPA Substance Registry System Lithium, phenyl- (591-51-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS05,GHS07
Signal word  Danger
Hazard statements  H226-H314-H335-H412
Precautionary statements  P210-P273-P280-P303+P361+P353-P305+P351+P338+P310
Hazard Codes  F,C,N,Xi
Risk Statements  11-14-17-34-52/53-67-66-65-50/53-22-19-35-36/37/38
Safety Statements  26-36/37/39-45-61-62-60-43-16-6-8
RIDADR  UN 3392 4.2/PG 1
WGK Germany  2
1-10
TSCA  Yes
HazardClass  4.3
PackingGroup  II
HS Code  29319090

Phenyllithium price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.14974 Phenyllithium (20% solution in dibutylether) for synthesis 591-51-5 100ML ₹48300 2022-06-14 Buy
Product number Packaging Price Buy
8.14974 100ML ₹48300 Buy

Phenyllithium Chemical Properties,Uses,Production

Chemical Properties

Phenyllithium is a colorless crystalline solid or dark brown to black solution, It is soluble in polar solvents such as ethers and tertiary amines but insoluble in hydrocarbons. Concentrated solutions in volatile solvents are pyrophoric but can be safely handled under inert atmosphere.

Uses

Phenyllithium Solution (1.9M in Dibutyl Ether) is used as catalyst in the synthesis of pharmaceuticals. Used in the preparation of sulfonamides as well as in the preparation of orally bioavailable inhibitors of lipoprotein-associated phospholipase A2.

Preparation

Phenyllithium is usually prepared in the laboratory from bromobenzene and lithium metal in diethyl ether. Since phenyllithium cleaves ether, the solution must be used within a day or refrigerated. Industrially, it is produced from chlorobenzene and lithium metal dispersion in a benzene-ether mixture. A potentially useful and inexpensive process is one in which benzene is metalated by n-butyllithium in the presence of di-tertiary amines.

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phenyl-lithiu PHENYLLITHIUM PHENYLLITHIUM DIBUTYL PhenyllithiuM, 1.0 M solution in ethyl ether, J&KSeal PhenyllithiuM, 2.0 M solution in dibutyl ether, SpcSeal PhenyllithiuM, 1.0 M solution in ethyl ether, SpcSeal Phenyllithium solution, 1.9M in di-n-butyl ether LITHIUMPHENYL PHENYLLITHIUM, 1.9M SOLUTION IN CYCLO-HEXANE-ETHER, 70 TO 30 PHENYLLITHIUM SOLUTION 20% IN DIBUTYLETHER PHENYLLITHIUM SOL., 1.8-2.1 M IN CYCLO- HEXANE/ETHER 70/30% PHENYLLITHIUM, CA. 1.8M SOLUTION IN DI-N-BUTYLETHER 20%solutioninDibutylether phenyllithium solution phenyllithium, 1.5-1.7m in cyclohexane/ether PHENYLLITHIUM(CA.17%INCYCLOHEXANE-DIETHYLETHER) PHENYLLITHIUM, 2M SOLUTION IN CYCLOHEXANE/ETHER, 70/30 Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSealTM bottles Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30% Phenyllithium (ca. 19% in Butyl Ether, ca. 1.9mol/L) Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal bottles Phenyllithium2.0M solution (20%) in dibutyletherAcroSeal§3 Lithiobenzene Phenyllithium, 2.0M solution (20%) in dibutylether Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal^t bottles Phenyllithium, 1.5-1.7M in cyclohexane/ether, 70:30%, packaged under Argon in resealable ChemSeal^t Phenyllithium, 2M solution in cyclohexane-ether, 70 to 30 Phenyllithium, typically 1.9M in di-n-butyl ether Phenyllithium (ca. 16% in Butyl Ether, ca. 1.6mol/L) Phenyllithium, 2.0M solution (20%) in dibutyl ether, AcroSeal Phenyl Lithium Solution,1.7THF Phenyllithium ISO 9001:2015 REACH PHENYLLITHIUM 2.0M IN DBE phenyll-Lithium PHLI Phenyllithium, typically 1.9 M in dibutylether Phenyllithium, 1.6M in Di-n-butyl-ether 591-51-5 C6H5Li Aryl Organolithium Organometallic Reagents Classes of Metal Compounds Typical Metal Compounds Li (Lithium) Compounds Classes of Metal Compounds Li (Lithium) Compounds Typical Metal Compounds