CID 53629015

Base Information

• Chemical Name: CID 53629015
• CAS No.: 591-51-5
• Molecular Formula: C6H5 Li
• Molecular Weight: 84.0467
• Hs Code.: 29319090
• Nikkaji Number: J52.076D
• Mol file: 591-51-5.mol

Synonyms:

Chemical Property of CID 53629015

Chemical Property:

• Appearance/Colour: Colorless transparent to yellow liquid
• Melting Point: 160-163 °C(Solv: benzene (71-43-2))
• Boiling Point: 140-143 ºC
• Flash Point: 20 ºC
• PSA: 0.00000
• Density: 0.835
• LogP: 1.48680
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with ether and hydrocarbons.
• Water Solubility.: Severe reaction
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 84.05512859
• Heavy Atom Count: 7
• Complexity: 27

Purity/Quality:

98% ^*data from raw suppliers

Phenyllithium solution 1.9M in dibutyl ether ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C,N,Xi
• 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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li].C1=CC=[C]C=C1
• Description: Phenyllithium is an organometallic compound that is used as a nucleophile for substitution and addition reactions, and in the synthesis of organolithium building blocks through lithium-metalloid and metalation exchange reactions.
• Uses: Phenyllithium is used for synthetic purposes to introduce a phenyl group into a compound or for metalation reactions. It undergoes typical Grignard type reactions. 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.

Technology Process of CID 53629015

There total 61 articles about CID 53629015 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: 100.0%

iodobenzene (591-50-4) → phenyllithium (591-51-5)

Guidance literature:

With n-butyllithium; In hexane; at -78 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.202110785

Reference yield: 95.0%

bromobenzene (108-86-1,52753-63-6) → phenyllithium (591-51-5)

Guidance literature:

With lithium; In diethyl ether; ultrasonic agitation;

DOI:10.1021/ja00547a016

Reference yield: 84.0%

N,N'-bis(2,6-diisopropylphenyl)-2-bromo-2,3-dihydro-1H-1,3,2-diazaborole (915703-81-0) + tert-butylamine (75-64-9) → phenyllithium (591-51-5)

Guidance literature:

In benzene; at 80 ℃; for 16h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/c9dt02449b

upstream raw materials:

n-butyllithium

bromobenzene

diethyl ether

hexaphenyl diplumbane

Downstream raw materials:

3,3-diphenyl-2-benzofuran-1(3H)-one

N-benzoyl-4-methyl-1,2-dihydroquinaldonitrile

2,4-diphenylcyclobutane-1,3-dicarbonitrile

acetic acid-(1-methyl-4-phenyl-hexahydro-azepin-4-yl ester)

Refernces

• 1、 Broaddus. "-". . p. 10,11-15. Retrieved 1970.
• 2、 Borys, Andryj M.,Hevia, Eva. "The Anionic Pathway in the Nickel-Catalysed Cross-Coupling of Aryl Ethers". supporting information. p. 24659 - 24667. Retrieved 2021/10/20.
• 3、 Rodriguez, Jessica,Culver, Damien B.,Conley, Matthew P.. "Generation of Phosphonium Sites on Sulfated Zirconium Oxide: Relationship to Br?nsted Acid Strength of Surface -OH Sites". supporting information. p. 1484 - 1488. Retrieved 2019/01/25.