Lithium, [(triphenylphosphoranylidene)methyl]-

Base Information

• Chemical Name: Lithium, [(triphenylphosphoranylidene)methyl]-
• CAS No.: 82537-28-8
• Molecular Formula: C19H16LiP
• Molecular Weight: 282.251
• DSSTox Substance ID: DTXSID90447389
• Mol file: 82537-28-8.mol

Synonyms:Lithium, [(triphenylphosphoranylidene)methyl]-;82537-28-8;DTXSID90447389;alpha-lithiomethylenetriphenylphosphorane

Chemical Property of Lithium, [(triphenylphosphoranylidene)methyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 282.11496594
• Heavy Atom Count: 21
• Complexity: 281

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li+].[CH-]=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Lithium, [(triphenylphosphoranylidene)methyl]-

There total 7 articles about Lithium, [(triphenylphosphoranylidene)methyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Methylenetriphenylphosphorane (19493-09-5) → α-lithiomethylenetriphenylphosphorane (82537-28-8)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 - -40 ℃; Product distribution;

DOI:10.1021/ja00381a058

Reference yield:

Methyltriphenylphosphonium bromide (1779-49-3) → α-lithiomethylenetriphenylphosphorane (82537-28-8)

Guidance literature:

With sec.-butyllithium; In diethyl ether; cyclohexane; 1.) -30 deg C, 10 min, 2.) room temperature, 4 h;

DOI:10.1016/0040-4039(93)88097-3

Reference yield:

(bromomethyl)triphenyl phosphonium bromide (1034-49-7) → α-lithiomethylenetriphenylphosphorane (82537-28-8)

Guidance literature:

With LiBr-complexed PhLi; tert.-butyl lithium; Multistep reaction; 1) THF, diethyl ether, 2) hexane, -75 deg C;

DOI:10.1016/S0040-4039(00)98568-X

upstream raw materials:

(bromomethyl)triphenyl phosphonium bromide

Methyltriphenylphosphonium bromide

methyllithium

Methylenetriphenylphosphorane

Downstream raw materials:

(C₅H₅)2Lu(C₆H₄)CH₂P(C₆H₅)2

phenyl{bis(triphenylphosphanemethylenido)}borane

[(R)-4-(tert-Butyl-diphenyl-silanyloxy)-hexyl]-triphenyl-phosphonium

(6Z,9Z,11Z)-8-Methylene-5,13-diphenyl-8H-cyclonona[b]naphthalene