555-54-4

Basic information

• Product Name: Magnesium diphenyl
• Synonyms: Magnesium diphenyl;Diphenylmagnesium;magnesium benzene
• CAS NO: 555-54-4
• Molecular Formula: C₁₂H₁₀Mg
• Molecular Weight: 178.5128
• Mol File: 555-54-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 78.8°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: Magnesium diphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: Magnesium diphenyl(555-54-4)
• EPA Substance Registry System: Magnesium diphenyl(555-54-4)

Safety Data

• RIDADR: 2005
• HazardClass: 4.2
• PackingGroup: I
• Hazardous Substances Data: 555-54-4(Hazardous Substances Data)

Usage

General Description

A whitish to gray crystalline solid. Denser than water. Contact may irritate skin, eyes and mucous membranes. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Soluble in water. May spontaneously ignite upon exposure to air. Dialkyl derivatives of magnesium have been known to explode on contact with water and will glow and catch fire even in atmosphere of carbon dioxide [Merck 11th ed. 1989].

Reactivity Profile

Hydrides, such as Magnesium diphenyl, are reducing agents and react rapidly and dangerously with oxygen and with other oxidizing agents, even weak ones. Thus, they are likely to ignite on contact with alcohols. Hydrides are incompatible with acids, alcohols, amines, and aldehydes.

Health Hazard

Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.

Fire Hazard

Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.

InChI:InChI=1/2C6H5.Mg/c2*1-2-4-6-5-3-1;/h2*1-5H;/rC12H10Mg/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H

Upstream product

• 108-86-1 bromobenzene 
• 841-76-9 triphenylaluminium 
• 591-51-5 phenyllithium 
• 6921-34-2 benzylmagnesium chloride 
• 587-85-9 diphenylmercury(II) 
• 462-06-6 fluorobenzene 
• 1078-58-6 diphenylzinc 
• 60-29-7 diethyl ether 
• 7439-95-4 magnesium 

Downstream Products

• 300-57-2 allylbenzene 
• 111-87-5 octanol 
• 108-95-2 phenol 
• 5467-92-5 isoquinolin-1-yl(diphenyl)methanol 
• 92-52-4 biphenyl 
• 6296-95-3 1,1,2-triphenyl-1,2-ethanediol 
• 606-86-0 1,3,3-triphenylpropan-1-one 
• 127-63-9 diphenyl sulphone 
• 4842-43-7 2-methyl-1,3-diphenylpropan-1-one 
• 102454-88-6 4-Oxo-1,3,5-trimethyl-5-benzyl-cyclohexan-dicarbonsaeure-(1,3)-dimethylester 
• 70603-44-0 trans-1-phenyl-2,7-octadiene 
• 3881-28-5 1-Methyl-3-phenylpiperidin-4-one 
• 152089-71-9 4-(1α,5α,6β-3-Methyl-6-phenyl-3-azabicyclo[3.1.0]hex-6-yl)morpholine 
• 152185-76-7 4-(1α,5α,6α-3-Methyl-6-phenyl-3-azabicyclo[3.1.0]hex-6-yl)morpholine 

Relevant articles and documents

The coordination modes of simple diarylmagnesium species: some representative X-ray crystal structures

The coordination modes of simple diarylmagnesium species have been investigated by crystal structure studies of representation compounds.In the case of diphenylmagnesium (1), both the solvated monomeric complex Ph2Mg*2 (1a) and the solvent-free compo

Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex

We report the magnesiation of aryl fluorides catalyzed by an Al-Rh heterobimetallic complex. We show that the complex is highly reactive to cleave the C-F bonds across the polarized Al-Rh bond under mild conditions. The reaction allows the use of an easy-to-handle magnesium powder to generate a range of arylmagnesium reagents from aryl fluorides, which are conventionally inert to such metalation compared with other aryl halides.

Grignard reaction with chlorosilanes in THF: A kinetic study

Kinetics of the reactions of phenylmagnesium chloride and bromide and diphenylmagnesium with chlorosilanes were investigated in tetrahydrofurane (THF) and in THF-hydrocarbon mixtures. The reaction in THF is much faster than that in diethyl ether. Assuming coordination of magnesium halides with three molecules of THF, concentrations of all the species involved in Schlenk equilibrium were calculated. In the Grignard reaction, species R2Mg and RMgX react competitively accompanied by additional reaction paths involving electrophilic catalysis by magnesium halide. This conclusion also proved to be valid for the Grignard reaction with a ketone and probably can be expanded to any Grignard reaction. When Schlenk equilibrium is shifted far to the RMgX species, the catalytic pathways are insignificant. Substituents at the silicon center control the rate of the reaction through their inductive and steric effects.