Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

520322

Sigma-Aldrich

2-Cyanobenzylzinc bromide solution

0.5 M in THF

Sign Into View Organizational & Contract Pricing

Select a Size

50 ML
$238.50

$238.50

List Price$477.00Save 50%
Web-Only Promotion

Available to ship onMay 05, 2025Details

Request a Bulk Order
Notify Me

Get notified when this item is ready to ship via email.

All Photos(1)

Select a Size

Change View
50 ML
$238.50

About This Item

Linear Formula:
NCC6H4CH2ZnBr
CAS Number:
199465-66-2
Molecular Weight:
261.43
MDL number:
MFCD01311397
UNSPSC Code:
12352103
PubChem Substance ID:
24874105
NACRES:
NA.22

$238.50

List Price$477.00Save 50%
Web-Only Promotion

Available to ship onMay 05, 2025Details

Request a Bulk Order
Notify Me

Get notified when this item is ready to ship via email.

concentration

0.5 M in THF

density

0.993 g/mL at 25 °C

functional group

nitrile

storage temp.

2-8°C

SMILES string

Br[Zn]Cc1ccccc1C#N

InChI

1S/C8H6N.BrH.Zn/c1-7-4-2-3-5-8(7)6-9;;/h2-5H,1H2;1H;/q;;+1/p-1

InChI key

LQRNYQAXNZETFP-UHFFFAOYSA-M

Related Categories

Application

2-Cyanobenzylzinc bromide can be used as a reactant:
  • In the metal-catalyzed Negishi cross-coupling reactions to prepare aryl or heteroaryl derivatives via carbon-carbon bond formation.[1]
  • To synthesize 4-(2-Cyanobenzyl)-3′-(trifluoromethyl)biphenyl by reacting with aryl nonaflate in the presence of Pd(dba)2 as a catalyst.[2]
  • To prepare 2-[(2-cyanophenyl)methyl] benzamide by treating with 2-iodobenzamide using a nickel catalyst.[3]

Legal Information

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

signalword

Danger

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH014,EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBF7229V
SHBF3097V
17297JJ
06126HH
04004AH

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Visible-Light-Induced Nickel-Catalyzed Negishi Cross-Couplings by Exogenous-Photosensitizer-Free Photocatalysis
Abdiaj I, et al.
Angewandte Chemie (International Edition in English), 57(28), 8473-8477 (2018)
Palladium-catalyzed cross-coupling reactions with aryl nonaflates: a practical alternative to aryl triflates
Rottlander M and Knochel P
The Journal of Organic Chemistry, 63(1), 203-208 (1998)
Improved nickel-catalyzed cross-coupling reaction conditions between ortho-substituted aryl iodides/nonaflates and alkylzinc iodides in solution and in the solid-phase
Jensen AE, et al.
Tetrahedron, 56(25), 4197-4201 (2000)

Questions

Reviews

No rating value

Active Filters

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