Benzylmagnesium chloride

Base Information

• Chemical Name: Benzylmagnesium chloride
• CAS No.: 6921-34-2
• Molecular Formula: C7H7ClMg
• Molecular Weight: 150.891
• Hs Code.: 29319090
• European Community (EC) Number: 230-039-0
• DSSTox Substance ID: DTXSID00884302
• Mol file: 6921-34-2.mol

Synonyms:Benzylmagnesium chloride;6921-34-2;Magnesium, chloro(phenylmethyl)-;magnesium;methanidylbenzene;chloride;benzyl magnesium chloride;C7H7ClMg;C7-H7-Cl-Mg;PhCH2MgCl;benzylmagnesiumchloride;BnMgCl;MFCD00000469;benzyl-magnesium chloride;Magnesium, benzylchloro-;Chloro(phenylmethyl)magnesium;phenylmethyl magnesium chloride;SCHEMBL141796;DTXSID00884302;NRAFPLGJPPJUNB-UHFFFAOYSA-M;EINECS 230-039-0;AKOS015890251;Benzylmagnesium chloride, 1M in MeTHF;Benzylmagnesium chloride, 2.0 M in THF;BENZYLMAGNESIUM CHLORIDE 2M in THF;BP-21380;Benzylmagnesium chloride 1M in Diethyl ether;Benzylmagnesium chloride, 1.0 M in 2-MeTHF;EC 230-039-0;J-802162

Chemical Property of Benzylmagnesium chloride

Chemical Property:

• Appearance/Colour: clear green-brown to brown-purple solution
• Boiling Point: 182 °C(Press: 16 Torr)
• Flash Point: -17 °C
• PSA: 0.00000
• Density: 1.031 g/mL at 25 °C
• LogP: 2.69180
• Storage Temp.: water-free area
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Severe reaction
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 150.0086696
• Heavy Atom Count: 9
• Complexity: 50.9

Purity/Quality:

99% ^*data from raw suppliers

BenzylmagnesiumChloride(1.0?Mindiethylether) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F; C
• Hazard Codes: F+,C,Xi,F
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [CH2-]C1=CC=CC=C1.[Mg+2].[Cl-]
• Uses: Benzyl magnesium chloride is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF). It is also used as organic chemical synthesis intermediate. Benzylmagnesium 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.

Technology Process of Benzylmagnesium chloride

There total 17 articles about Benzylmagnesium 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: 99.0%

benzyl chloride (100-44-7) → benzylmagnesium chloride (6921-34-2)

Guidance literature:

With bromine; magnesium; In tetrahydrofuran; tert-butyl methyl ether; at 20 - 35 ℃; Product distribution / selectivity; Inert atmosphere;

Reference yield: 83.0%

benzyl chloride (100-44-7) → 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + benzylmagnesium chloride (6921-34-2)

Guidance literature:

With magnesium; In tetrahydrofuran; 2-methyltetrahydrofuran; at 60 ℃; under 5171.62 Torr; Solvent; Temperature; Inert atmosphere; Flow reactor;

DOI:10.3762/bjoc.16.115

Reference yield: 70.0%

{C5H5FeC5H4CH2N(CH3)2CH2CHCH2}(1+)*Br(1-)={C5H5FeC5H4CH2N(CH3)2CH2CHCH2}Br + 1-propylmagnesium chloride (2234-82-4) → N,N'-dimethylbenzylamine (103-83-3) + N,N-dimethylaminomethylferrocene (1271-86-9) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + benzylmagnesium chloride (6921-34-2)

Guidance literature:

With CoCl₂;

upstream raw materials:

benzyl chloride

(3-Methyl-2-phenyl-3,6-dihydro-2H-selenopyran-2-yl)-phenyl-methanone

9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium

diethyl ether

Downstream raw materials:

3-Phenyl-1-propanol

4-phenyl-butan-1-ol

1-benzyl-2-methylhydrazine

2-phenyl-1-(pyridin-4-yl)ethanol

Refernces

• 1、 Harvey, Stephen,Raston, Colin L.. "Polymer supporeted 'Magnesium(anthracene)': Effective in Forming Benzylic Grignard Reagents (via Electron Transfer Reactions)". . p. 652 - 653. Retrieved 1988.
• 2、 Adamo, Andrea,Berton, Mateo,McQuade, D. Tyler,Sheehan, Kevin. "Disposable cartridge concept for the on-demand synthesis of turbo Grignards, Knochel–Hauser amides, and magnesium alkoxides". supporting information. p. 1343 - 1356. Retrieved 2020/07/10.
• 3、 Dhakal, Ramesh C.,Dieter, R. Karl. "Regioselective 1,4-conjugate addition of grignard reagents to nitrodienes in the presence of catalytic amounts of Zn(II) salts". supporting information. p. 1362 - 1365. Retrieved 2014/04/03.