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302759

Sigma-Aldrich

Benzylmagnesium chloride solution

1.0 M in diethyl ether

Synonym(s):

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

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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

1.0 M in diethyl ether

density

0.794 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

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General description

Benzylmagnesium chloride is a versatile Grignard reagent frequently used in organic synthesis. It can be used as a reagent in the addition reaction with carbonyl compounds, nitriles, epoxides, and alkyl halides to synthesize various alcohols, amines, and ketones. Additionally, it is also used in reductions, cross-coupling, allylation and alkylation reactions.

Application

Benzylmagnesium chloride solution (1.0 M in diethyl ether) is used as a reagent to provide the benzyl group required for the synthesis of the desired sulfonic acid-functionalized alkoxysilane. It is also used in the anionic polymerization of styrene to form styrenyl magnesium chloride, which is further used as an initiator in the synthesis of polyolefin-block-polystyrene block copolymers.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

-40.0 °F - closed cup

Flash Point(C)

-40 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

302759-VAR:
302759-100ML:4548173132198
302759-800ML:4548173132204
302759-BULK:


Certificates of Analysis (COA)

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