| Identification | Back Directory | [Name]
4-CYANOBUTYLZINC BROMIDE | [CAS]
226570-68-9 | [Synonyms]
4-CYANOBUTYLZINC BROMIDE
4-cyanobutylzinc bromide solution
4-Cyanobutylzinc bromide solution 0.5 in THF
4-Cyanobutylzinc broMide solution 0.5 M in THF
4-CYANOBUTYLZINC BROMIDE, 0.5M SOLUTIONI N TETRAHYDROFURAN
4-Cyanobutylzinc bromide, Packaged under Argon in resealable ChemSeal? bottles
4-Cyanobutylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal™
4-Cyanobutylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles | [Molecular Formula]
C5H8BrNZn | [MDL Number]
MFCD01316996 | [MOL File]
226570-68-9.mol | [Molecular Weight]
227.42 |
| Chemical Properties | Back Directory | [density ]
0.971 g/mL at 25 °C
| [storage temp. ]
2-8°C | [Water Solubility ]
Reacts with water. | [Sensitive ]
Air Sensitive | [Exposure limits]
ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3) | [InChI]
1S/C5H8N.BrH.Zn/c1-2-3-4-5-6;;/h1-4H2;1H;/q;;+1/p-1 | [InChIKey]
HJYQQTDSYHJSLL-UHFFFAOYSA-M | [SMILES]
Br[Zn]CCCCC#N |
| Hazard Information | Back Directory | [Uses]
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.
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.
- α-Cyanobutyl vinylphosphonates by palladium-catalyzed Negishi coupling vinylation reaction with α-(pseudo)halo vinylphosphonates.
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