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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:
6921-34-2
Molecular Weight:
150.89
Beilstein:
878506
MDL number:
MFCD00000469
UNSPSC Code:
12352103
PubChem Substance ID:
24858271
NACRES:
NA.22

Quality Level

100

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

H225,H302,H314,H336

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

EUH019

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 Information

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