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167150 Aldrich

1-Bromo-4-nitrobenzene

99%

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Properties

Related Categories Building Blocks, Chemical Synthesis, Nitro Compounds, Nitrogen Compounds, Organic Building Blocks More...
assay   99%
bp   255-256 °C(lit.)
mp   124-126 °C(lit.)

Description

Packaging

5, 25 g in glass bottle

General description

Electrochemical reduction of 1-bromo-4-nitrobenzene at zinc microelectrodes in ionic liquid has been investigated by cyclic voltammetry1. 1-Bromo-4-nitrobenzene undergoes palladium-catalyzed Stille cross coupling reaction with furan-2-yltributyltin using Dabco(triethylenediamine) as ligand2. It reacts with p-cresol to yield 1-methyl-4-(4-nitrophenoxy)benzene3.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
UN 3459 6.1 / PGIII
WGK Germany 
3
RTECS 
CY9040550

Protocols & Articles

Peer-Reviewed Papers

References

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1. The electrochemical reduction of 1-bromo-4-nitrobenzene at zinc electrodes in a room-temperature ionic liquid: a facile route for the formation of arylzinc compounds. Ernst S, Norman SE, Hardacre C, et al. Phys. Chem. Chem. Phys. 16(10), 4478-82, (2014)

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2. Efficient Stille cross-coupling reaction catalyzed by the Pd(OAc)2/Dabco catalytic system. Li JH, Liang Y, Wang DP, et al. J. Org. Chem. 70(7), 2832-4, (2005)

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3. Synthesis of diaryl ethers using an easy-to-prepare, air-stable, soluble copper (I) catalyst. Gujadhur R and Venkataraman D. Synth. Commun. 31(18), 2865-79, (2001)

Beil. 5,IV,729

Aldrich MSDS 1, 270:B / Corp MSDS 1 (1), 557:B / FT-IR 1 (1), 1340:B / FT-IR 2 (2), 2269:B / FT-NMR 1 (2), 695:B / IR-Spectra (3), 809:G / NMR-Reference 2 (1), 1143:B / RegBook 1 (1), 1559:F / Structure Index 1, 243:E:1 / Vapor Phase 3, 1191:D

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