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365424

Sigma-Aldrich

1-溴-2-硝基苯

98%

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About This Item

線性公式:
BrC6H4NO2
CAS號碼:
分子量::
202.01
Beilstein:
2044109
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

98%

bp

261 °C (lit.)

mp

40-42 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

[O-][N+](=O)c1ccccc1Br

InChI

1S/C6H4BrNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H

InChI 密鑰

ORPVVAKYSXQCJI-UHFFFAOYSA-N

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一般說明

1-溴-2-硝基苯与一系列 β-卤代烯醛,-烯酮或 -酯发生钯[0]介导的 Ullmann 交叉偶联反应,得到相应的 β-芳基衍生物。研究报道了 1-溴-2-硝基苯与 β-溴-α,β-不饱和醛的钯[0]介导的 Ullmann 交叉偶联反应。

應用

1-溴-2-硝基苯可用于制备:
  • 4-甲氧基-2′-硝基二苯醚
  • 1-甲氧基-3,5-二-(2-硝基-苯氧基)苯
  • 5-羟基-3-甲氧基-2′-硝基二苯醚

象形圖

Exclamation mark

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

233.6 °F - closed cup

閃點(°C)

112 °C - closed cup

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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Martin G Banwell et al.
Organic letters, 6(16), 2741-2744 (2004-07-30)
Palladium[0]-mediated Ullmann cross-coupling of 1-bromo-2-nitrobenzene (1 R = H) and its derivatives with a range of beta-halo-enals, -enones, or -esters readily affords the corresponding beta-aryl derivatives, which are converted into the corresponding quinolines, 2-quinolones, phenanthridines, or 6(5H)-phenanthridinones on reaction with
New protocols for the synthesis of 3, 4-annulated and 4-substituted quinolines from ?-bromo-a, ?-unsaturated aldehydes and 1-bromo-2-nitrobenzene or 2-bromoacetanilide.
Some S, et al.
Tetrahedron Letters, 48(20), 3609-3612 (2007)
4-Hydroxy-2'-Nitrodiphenyl Ether Analogues as Novel Tyrosinase Inhibitors.
Sapkota K, et al.
Bull. Korean Chem. Soc., 31(5), 1319-1319 (2010)
Luka A Wright et al.
Dalton transactions (Cambridge, England : 2003), 44(16), 7230-7241 (2015-03-20)
The 2-(2′-aniline)-6-imine-pyridines, 2-(C6H4-2′-NH2)-6-(CMe=NAr)C5H3N (Ar = 4-i-PrC6H4 (HL1a), 2,6-i-Pr2C6H3 (HL1b)), have been synthesised via sequential Stille cross-coupling, deprotection and condensation steps from 6-tributylstannyl-2-(2-methyl-1,3-dioxolan-2-yl)pyridine and 2-bromonitrobenzene. The palladium(II) acetate N,N,N-pincer complexes, [{2-(C6H4-2′-NH)-6-(CMe=NAr)C5H3N}Pd(OAc)] (Ar = 4-i-PrC6H4 (1a), 2,6-i-Pr2C6H3 (1b)), can be prepared by

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