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Merck

497924

Sigma-Aldrich

6-氰己基溴化锌 溶液

0.5 M in THF

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About This Item

线性分子式:
NC(CH2)6ZnBr
分子量:
255.47
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

濃度

0.5 M in THF

密度

0.944 g/mL at 25 °C

儲存溫度

2-8°C

SMILES 字串

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 密鑰

YDXOVAJDARDUOR-UHFFFAOYSA-M

應用

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.

法律資訊

Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标
Rieke is a registered trademark of Rieke Metals, Inc.

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system, Respiratory system

安全危害

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup


分析证书(COA)

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Stereoselective construction of a β-isopropenyl alcohol moiety at the C (2) and (3) of kallolide A and pinnatin A using a [2, 3] Wittig rearrangement of cyclic furfuryl ethers
Tsubuki M, et al.
The Journal of Organic Chemistry, 68(26), 10183-10186 (2003)
Mechanochemical Activation of Zinc and Application to Negishi Cross-Coupling
Cao Q, et al.
Angewandte Chemie (International Edition in English), 130(35), 11509-11513 (2018)
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)

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