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499021

Sigma-Aldrich

(2-萘甲基)溴化锌 溶液

0.5 M in THF

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About This Item

線性公式:
C10H7CH2ZnBr
CAS號碼:
152329-44-7
分子量：:
286.48
MDL號碼:
MFCD01311438
分類程式碼代碼:
12352103
PubChem物質ID:
24873248
NACRES:
NA.22

品質等級

100

濃度

0.5 M in THF

密度

0.978 g/mL at 25 °C

儲存溫度

2-8°C

SMILES 字串

Br[Zn]Cc1ccc2ccccc2c1

InChI

1S/C11H9.BrH.Zn/c1-9-6-7-10-4-2-3-5-11(10)8-9;;/h2-8H,1H2;1H;/q;;+1/p-1

InChI 密鑰

IKDINBHMSAHXCA-UHFFFAOYSA-M

相關類別

一般說明

(2-Naphthylmethyl)zinc bromide is an organozinc halide, which is typically used as a reagent in Negishi cross-coupling reactions. In this process, the organozinc halide reacts with organic halides or triflates to form a carbon-carbon bond in the presence of a Pd catalyst.

應用

(2-Naphthylmethyl)zinc bromide can be used as a reagent for the synthesis of:
  • 4-(5,6-dimethoxy-2-(naphthalen-2-ylmethyl)pyridin-3-yl)benzonitrile from 4-(2-bromo-5,6-dimethoxypyridin-3-yl)benzonitrile using Pd catalyst.
  • (E)-stilbene, (2,2′-[1,4-phenylenedi-(1E)-2,1-ethenediyl]bis[naphthalene]) from 1,4-benzenedicarboxaldehyde in the presence of Pd catalyst and a silylating agent.

法律資訊

Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标

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

EUH014,EUH019

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

分析證明 (COA)

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Palladium-Catalyzed Stereoselective Synthesis of (E)-Stilbenes via Organozinc Reagents and Carbonyl Compounds
Wang J-X, et al.
advanced synthesis and catalysis, 348(10-11), 1262-1270 (2006)
Recent developments in Negishi cross-coupling reactions
Haas D, et al.
ACS Catalysis, 6(3), 1540-1552 (2016)

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