Phenylmagnesium chloride

Base Information

• Chemical Name: Phenylmagnesium chloride
• CAS No.: 100-59-4
• Molecular Formula: C6H5ClMg
• Molecular Weight: 136.864
• Hs Code.: 29319090
• European Community (EC) Number: 202-868-8
• DSSTox Substance ID: DTXSID8059215
• Mol file: 100-59-4.mol

Synonyms:PHENYLMAGNESIUM CHLORIDE;100-59-4;Magnesium, chlorophenyl-;Chlorophenylmagnesium;MFCD00000464;phenyl magnesium chloride;UNII-739Y484F5H;HSDB 5336;EINECS 202-868-8;Phenylmagnesium Chloride, 1.0 M in 2-MeTHF;EC 202-868-8;C6H5ClMg;C6-H5-Cl-Mg;phenylmagnesiumchloride;phenyl-magnesium chloride;PhMgCl;PHENYLMAGNESIU;chloro(phenyl)magnesium;SCHEMBL1486;DTXSID8059215;CHEBI:51490;GQONLASZRVFGHI-UHFFFAOYSA-M;AKOS009159060;739Y484F5H;Phenylmagnesium chloride, 2-3M in THF;Phenylmagnesium Chloride, 1.0 M in THF;F20531;J-802275

Chemical Property of Phenylmagnesium chloride

Chemical Property:

• Appearance/Colour: yellowish-brown to dark brown solution
• Vapor Pressure: 101mmHg at 25°C
• Melting Point: 89-90oC
• Boiling Point: 78.8oC at 760mmHg
• Flash Point: 1°F
• PSA: 0.00000
• Density: 0.98 g/mL at 20 °C
• LogP: 2.17630
• Storage Temp.: water-free area
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: It reacts violently with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.9930195
• Heavy Atom Count: 8
• Complexity: 100

Purity/Quality:

99% ^*data from raw suppliers

PhenylmagnesiumChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C
• Hazard Codes: F,C
• Statements: 14-19-20/21/22-34-67-65-63-48/20-11-40-37
• Safety Statements: 26-36/37/39-45-62-33-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: C1=CC=[C-]C=C1.[Mg+2].[Cl-]
• Uses: In organic synthesis, especially in the production of hydrocarbons, alcohols, ketones, organic acids, amines, silicones, boranes. Phenylmagnesium chloride (PhMgCl) solution is a common Grignard reagent used in the synthesis of (?)-phenserine and stephacidin B. It is employed in a variety of cross-coupling reactions. It can also be used as an electrolyte solution along with aluminium chloride (AlCl3) in the rechargeable magnesium batteries. Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF)2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Technology Process of Phenylmagnesium chloride

There total 3 articles about Phenylmagnesium chloride 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: 95.0%

chlorobenzene (108-90-7) → phenylmagnesium chloride (100-59-4)

Guidance literature:

With magnesium; In tetrahydrofuran; at 45 - 60 ℃; for 5h;

Reference yield:

magnesium (7439-95-4) + chlorobenzene (108-90-7) → phenylmagnesium chloride (100-59-4)

Guidance literature:

In tetrahydrofuran;

Reference yield:

iodobenzene (591-50-4) → phenylmagnesium chloride (100-59-4)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 10 ℃; for 0.916667h; Inert atmosphere;

DOI:10.1021/op060145b

upstream raw materials:

chlorobenzene

magnesium

iodobenzene

Downstream raw materials:

1-(4-Phenyl-piperidin-1-yl)-ethanone

1-acetyl-2-phenyl-piperidine

1,1-Diphenylmethanol

triphenylmethyl alcohol

Refernces

• 1、 -. "A method for preparing substituted biphenyl". Paragraph 0073; 0074; 0075. . Retrieved 2018/08/03.
• 2、 -. "Novel fluorosulfonyloxyalkyl sulfonate salts and derivatives, photoacid generators, resist compositions, and patterning process". Page 32. . Retrieved 2008/06/13.