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497517

Sigma-Aldrich

Benzylzinc bromide solution

0.5 M in THF

Synonym(s):

Benzylbromozinc, Benzylzinc(II) bromide, Bromo(phenylmethyl)zinc

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About This Item

Linear Formula:
C6H5CH2ZnBr
CAS Number:
62673-31-8
Molecular Weight:
236.42
MDL number:
MFCD00671803
UNSPSC Code:
12352103
PubChem Substance ID:
24873123
NACRES:
NA.22

Quality Level

100

concentration

0.5 M in THF

density

0.978 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Zn]Cc1ccccc1

InChI

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

InChI key

OQPRTUBCROVGHA-UHFFFAOYSA-M

Related Categories

Application

Benzylzinc bromide solution can be used as a nucleophile for the Mannich-type synthesis of 1,2-diarylethylpiperazines. It can also undergo C−C cross coupling reactions with aryl halides.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Statements

H225,H302,H319,H335,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.0 °F - closed cup

Flash Point(C)

-17.22 °C - closed cup

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’.

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Nickel Complexes Modified by O, N, O?-Ligands as Synthons for the Straightforward Synthesis of Highly Efficient Precatalysts for C-C Bond Formation.
Someya CI, et al.
Asian Journal of Organic Chemistry, 1(4), 322-326 (2012)
Straightforward three-component synthesis of diarylmethylpiperazines and 1, 2-diarylethylpiperazines.
Sengmany S, et al.
Tetrahedron, 63(18), 3672-3681 (2007)

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