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线性分子式:
C10H7CH2ZnBr
化学文摘社编号:
分子量:
286.48
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
产品名称
(2-萘甲基)溴化锌 溶液, 0.5 M in THF
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
SMILES string
Br[Zn]Cc1ccc2ccccc2c1
InChI key
IKDINBHMSAHXCA-UHFFFAOYSA-M
concentration
0.5 M in THF
density
0.978 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
Legal Information
Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标
Application
(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.
General description
(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.
signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
存储类别
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
法规信息
新产品
此项目有
Recent developments in Negishi cross-coupling reactions
Haas D, et al.
ACS Catalysis, 6(3), 1540-1552 (2016)
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)
Hye Yeon Sagong et al.
ChemMedChem, 14(12), 1204-1223 (2019-04-16)
Seasonal influenza infections are associated with an estimated 250-500 000 deaths annually. Resistance to the antiviral M2 ion-channel inhibitors has largely invalidated their clinical utility. Resistance to neuraminidase inhibitors has also been observed in several influenza A virus (IAV) strains. These data
Palladium-Catalyzed Stereoselective Synthesis of (E)-Stilbenes via Organozinc Reagents and Carbonyl Compounds
Wang J-X, et al.
Advanced Synthesis & Catalysis, 348(10-11), 1262-1270 (2006)
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