497894
4-Cyanobutylzinc bromide solution
0.5 M in THF
Synonym(s):
Bromo(4-cyanobutyl)zinc
Sign Into View Organizational & Contract Pricing
All Photos(1)
Select a Size
Change View
50 ML
$256.50
About This Item
Linear Formula:
NC(CH2)4ZnBr
CAS Number:
Molecular Weight:
227.42
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
![[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)](/deepweb/assets/sigmaaldrich/product/structures/130/734/8846aa26-1858-458a-998d-8c306c13bf0f/640/8846aa26-1858-458a-998d-8c306c13bf0f.png)
![[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane](/deepweb/assets/sigmaaldrich/product/structures/825/986/4317978b-1256-4c82-ab74-6a6a3ef948b1/640/4317978b-1256-4c82-ab74-6a6a3ef948b1.png)
Quality Level
concentration
0.5 M in THF
density
0.971 g/mL at 25 °C
functional group
nitrile
storage temp.
2-8°C
SMILES string
Br[Zn]CCCCC#N
InChI
1S/C5H8N.BrH.Zn/c1-2-3-4-5-6;;/h1-4H2;1H;/q;;+1/p-1
InChI key
HJYQQTDSYHJSLL-UHFFFAOYSA-M
Related Categories
Application
4-Cyanobutylzinc 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.[1][2]
It can also be used as a reactant to prepare:
It can also be used as a reactant to prepare:
- 5-(3-Thienyl)pentanenitrile by reacting with 3-bromothiophene in the presence of a nickel catalyst.[3]
- α-Cyanobutyl vinylphosphonates by palladium-catalyzed Negishi coupling vinylation reaction with α-(pseudo)halo vinylphosphonates.[2]
Legal Information
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk_germany
WGK 3
flash_point_f
-6.2 °F - (THF)
flash_point_c
-21.2 °C - (THF)
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Palladium-catalysed coupling of α-halo vinylphosphonate and α-phosphonovinyl sulfonate with alkylzincs: straightforward and versatile synthesis of ?-alkyl vinylphosphonates
Zhang Li, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 5(9), 1457-1461 (2018)
An efficient method for the synthesis of 3-alkylthiophenes bearing functional groups on the side chain: imides and amides
D Jian, et al.
Synthetic Metals, 139(1), 81-88 (2003)
Room-temperature Negishi cross-coupling of unactivated alkyl bromides with alkyl organozinc reagents utilizing a Pd/N-heterocyclic carbene catalyst
Hadei N, et al.
The Journal of Organic Chemistry, 70(21), 8503-8507 (2005)
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
