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Key Documents

498033

Sigma-Aldrich

环己基溴化锌 溶液

0.5 M in THF

同義詞:

Cyclohexylzinc(II)bromide

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About This Item

線性公式:
C6H11ZnBr
CAS號碼:
分子量::
228.45
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

品質等級

濃度

0.5 M in THF

密度

0.963 g/mL at 25 °C

儲存溫度

2-8°C

SMILES 字串

Br[Zn]C1CCCCC1

InChI

1S/C6H11.BrH.Zn/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q;;+1/p-1

InChI 密鑰

XHGMTEIVIUFIPO-UHFFFAOYSA-M

應用

Cyclohexylzinc bromide is an organozinc reagent, generally used in Negishi coupling. Examples include the cross-coupling of alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent and nickel-catalyzed synthesis of 4-substituted coumarins.

It can react with the SO2 surrogate, 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) to afford zinc sulfinate salts which can be alkylated to synthesize various useful sulfones.

法律資訊

Rieke® Metals, Inc. 制造。®Rieke Metals, Inc. 的注册商标。

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - 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)

3.0 °F - closed cup

閃點(°C)

-16.1 °C - closed cup


分析證明 (COA)

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Negishi cross-coupling of secondary alkylzinc halides with aryl/heteroaryl halides using Pd-PEPPSI-IPent.
Calimsiz S and Organ M G
Chemical Communications (Cambridge, England), 47(18), 5181-5183 (2011)
Nickel-Catalyzed Cross-Couplings of 4-Diethylphosphonooxycoumarins with Organozinc Reagents: An Efficient New Methodology for the Synthesis of 4-Substituted Coumarins.
Wu J and Yang Z
The Journal of Organic Chemistry, 66(23), 7875-7878 (2001)
Synthesis of sulfones from organozinc reagents, DABSO, and alkyl halides.
Rocke B N, et al.
Organic Letters, 16(1), 154-157 (2013)

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