Skip to Content
Merck
All Photos(1)

Documents

225916

Sigma-Aldrich

Benzylmagnesium chloride solution

2.0 M in THF

Synonym(s):

(Phenylmethyl)magnesium chloride, Benzylchloromagnesium, Chloro(phenylmethyl)magnesium

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C6H5CH2MgCl
CAS Number:
Molecular Weight:
150.89
Beilstein:
878506
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in THF

density

1.031 g/mL at 25 °C

SMILES string

Cl[Mg]Cc1ccccc1

InChI

1S/C7H7.ClH.Mg/c1-7-5-3-2-4-6-7;;/h2-6H,1H2;1H;/q;;+1/p-1

InChI key

NRAFPLGJPPJUNB-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

General description

Benzylmagnesium chloride is an organometallic compound that acts as a Lewis acid and a strong base.

Application

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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Dichotomy in regioselective cross-coupling reactions of 6, 8-dichloropurines with phenylboronic acid and methylmagnesium chloride: synthesis of 6, 8-disubstituted purines
Hocek M, et al.
Synthesis, 2004(06), 889-894 (2004)
A novel synthesis of 2, 3-disubstituted benzopyran-4-ones and application to the solid phase
Harikrishnan LS and Showalter HD H
Tetrahedron, 56(4), 515-519 (2000)
A facile three-step synthesis of 1, 2-amino alcohols using the Ellman homochiral tert-butylsulfinamide
Barrow JC, et al.
Tetrahedron Letters, 42(11), 2051-2054 (2001)
Quinolyl-functionalised Cp-chromium polymerisation catalysts: synthesis and crystal structures of alkylation products
Enders M, et al.
Journal of Organometallic Chemistry, 687(1), 125-130 (2003)
Benzylmagnesium Chloride
Herman G
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service