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About This Item

Linear Formula:
NC(CH2)6ZnBr
CAS Number:
Molecular Weight:
255.47
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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concentration

0.5 M in THF

density

0.944 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Br[Zn]CCCCCCC#N

InChI

1S/C7H12N.BrH.Zn/c1-2-3-4-5-6-7-8;;/h1-6H2;1H;/q;;+1/p-1

InChI key

YDXOVAJDARDUOR-UHFFFAOYSA-M

Application

6-Cyanohexylzinc bromide is an organozinc compound, which can be used as a reactant in palladium-catalyzed Negishi cross-coupling reaction to construct carbon-carbon bonds by coupling with organic halides or triflates.
It can also be used as a reactant to synthesize:
  • Cyanohexyl substituted aryl derivatives by palladium catalyzed coupling reaction with aryl bromides.
  • Methyl 5-(6-cyanohexyl)-3-methylfuran-2-carboxylate, a key intermediate which is used in the preparation of cyclic furfuryl ether via Wittig rearrangement.

Legal Information

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup


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