Benzylmagnesium chloride

Benzylmagnesium chloride Basic information
Product Name:Benzylmagnesium chloride
Synonyms:chloro(phenylmethyl)-magnesiu;BENZYLMAGNESIUM CHLORIDE, 1.0M SOLUTION IN DIETHYL ETHER;BENZYLMAGNESIUM CHLORIDE, 2.0M SOLUTION IN TETRAHYDROFURAN;BENZYLMAGNESIUM CHLORIDE SOLUTION, ~1.3 M IN THF;BENZYLMAGNESIUM CHLORIDE SOL., ~1 M IN D IETHYL ETHER;Benzylmagnesium Chloride 0.9 M In Dibutyl Ether;Benzylmagnesium Chloride 1.0 M In Tetrahydrofuran;Benzylmagnesium Chloride 1.5 M In Tetrahydrofuran
CAS:6921-34-2
MF:C7H7ClMg
MW:150.89
EINECS:230-039-0
Product Categories:grignard reagent;Alkyl;Classes of Metal Compounds;Grignard Reagents;Grignard Reagents;Organometallic Reagents;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds
Mol File:6921-34-2.mol
Benzylmagnesium chloride Structure
Benzylmagnesium chloride Chemical Properties
Boiling point 182 °C(Press: 16 Torr)
density 1.031 g/mL at 25 °C
Fp 1 °F
storage temp. water-free area
form Liquid
color Brown to purple
Water Solubility Severe reaction
Sensitive Air & Moisture Sensitive
BRN 878506
InChIKeyNRAFPLGJPPJUNB-UHFFFAOYSA-M
CAS DataBase Reference6921-34-2(CAS DataBase Reference)
EPA Substance Registry SystemMagnesium, chloro(phenylmethyl)- (6921-34-2)
Safety Information
Hazard Codes F+,C,Xi,F
Risk Statements 12-14-34-66-67-36/37-19-11-14/15-40-37-17-22
Safety Statements 16-29-33-7/8-45-43-36/37/39-26-6A-43B
RIDADR UN 2924 3/PG 2
WGK Germany 1
1-3-10
TSCA Yes
HazardClass 4.3
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Benzylmagnesium chloride Usage And Synthesis
Chemical PropertiesLight gray to dark amber-grey slurry or solution
UsesBenzyl magnesium chloride is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF). It is also used as organic chemical synthesis intermediate.
UsesBenzylmagnesium chloride (Grignard reagent) can be used as an alkylating reagent:
  • For alkylating quinolyl-functionalized Cp?chromium(III) complexes which are used as precursors for the preparation of active olefin polymerization catalysts.
  • In the synthesis of 2,3-disubstituted benzopyran-4-ones, 6-chloro-8-methylpurine derivative, and phenylalanine derivatives.

ApplicationBenzylmagnesium chloride (Grignard reagent) can be used as an alkylating reagent:
For alkylating quinolyl-functionalized Cp?chromium(III) complexes which are used as precursors for the preparation of active olefin polymerization catalysts.
In the synthesis of 2,3-disubstituted benzopyran-4-ones, 6-chloro-8-methylpurine derivative, and phenylalanine derivatives.
General DescriptionThis product has been enhanced for energy efficiency.
ResearchGrignard reagents are organometallic compounds discovered by a French chemist, Victor Grignard in 1900. These compounds can be obtained as a formula “RMgX” by the reaction of halogenated hydrocarbons with magnesium metal in anhydrous solvents such as diethyl ether,1) and have been widely used in organic synthesis.
Grignard reagents are usually used as solutions, and they are typically grayish white ~ light brown clear solutions. They generally exist in an equilibrium between alkyl magnesium halides (RMgX) and dialkyl magnesium (R2Mg), which form equilibrium mixtures with complicated compositions (called “Schlenk equilibrium”).2) Furthermore, some of these species may cause precipitation due to their lower solubility. However, there is no problem in actual use.
In the case of precipitation being formed:
Please use it after gently shaking the bottle to fully disperse the suspension (If the amount of precipitation is very small, you can use the top clear layer of the suspension). Especially in cold conditions such as in winter, a large amount of precipitate may frequently form. In this case, please use it after crushing the solid with a dried glass stick. Alternatively, you can also use it the following. The bottle is put into a plastic bag and soaking in a water bath with warming at 40 degree C to dissolve the solid. Please be careful of volatilization of the organic solvent when the bottle is unsealing.
PrecautionsIt reacts violently with water. Air & moisture sensitive. Incompatible with oxidizing agents and bases.
Benzylmagnesium chloride Preparation Products And Raw materials
Preparation Products2-Methyl-1-phenyl-2-propanol-->Phenylpentane-->Benzylboronic acid-->Dimethylbenzylcarbinyl acetate-->1-Phenylnonane-->3-PHENYL-1,1,1-TRIFLUOROPROPAN-2-ONE-->NEOPENTYLBENZENE-->Tetraphenylcyclopentadienone-->1,2-Ethanediyl, 1-phenyl- (9CI)-->1-CHLORO-4-PHENYLBUTANE-->1,2-Diphenyl-1-(dimethylamino)ethane-->Benzene, 1,1'-[2,2-bis(phenylmethyl)-1,3-propanediyl]bis- (9CI)
Methylene Chloride Magnesium monochloride Benzyl chloride Benzyltriethylammonium chloride Benzyltrimethylammonium hydroxide Calcium chloride Phenylacetone Acetyl chloride Benzyltrimethylammonium chloride ISOPROPYLMAGNESIUM CHLORIDE Choline chloride Benzyl bromide Ammonium chloride N,N-Dimethylbenzylamine Polyvinyl chloride Potassium chloride DIBENZYLTOLUENE Methylmagnesium chloride

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