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3-Bromo-4-nitrophenol

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3-Bromo-4-nitrophenol manufacturers

3-Bromo-4-nitrophenol Basic information
Product Name:3-Bromo-4-nitrophenol
Synonyms:3-Bromo-4-nitrophenol;Phenol, 3-broMo-4-nitro-;NSC 2796;NSC 27960;4-Nitro-3-bromophenol;3-Bromo-4-nitro-phenol
CAS:5470-65-5
MF:C6H4BrNO3
MW:218
EINECS:
Product Categories:Aromatics Compounds;Aromatics
Mol File:5470-65-5.mol
3-Bromo-4-nitrophenol Structure
3-Bromo-4-nitrophenol Chemical Properties
Melting point 125-1270C
Boiling point 306.7±27.0 °C(Predicted)
density 1.881±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solid
pka6.32±0.10(Predicted)
color Yellow to Brown
Safety Information
MSDS Information
3-Bromo-4-nitrophenol Usage And Synthesis
Chemical PropertiesBrown Solid
Synthesis
3-Bromophenol

591-20-8

3-Bromo-4-nitrophenol

5470-65-5

Example 1 Synthesis of 3-bromo-4-nitrophenol (Compound 4): concentrated sulfuric acid (98%, 10.0 mL, 187.4 mmol) was slowly added dropwise to a solution of NaNO3 (13.5 g, 159.6 mmol) in water (30 mL), and the reaction temperature was maintained at 0-5°C. Subsequently, a solution of 3-bromophenol (12.0 g, 69.4 mmol) dissolved in ethanol (25 mL). The reaction mixture was stirred overnight at room temperature before being poured into ice water (300 mL) and extracted with dichloromethane (3 × 100 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated, and purified by silica gel column chromatography (eluent: hexane solution of 30% ethyl acetate) to afford the target product, compound 4, in 37.1% yield (5.59 g) as a yellow solid. The structure of the product was confirmed by 1H-NMR (DMSO-d6, 400 MHz), 13C-NMR (CDCl3, 100 MHz) and mass spectrometry (ESI).

References[1] Organic Letters, 2013, vol. 15, # 13, p. 3234 - 3237
[2] Patent: US2014/256817, 2014, A1. Location in patent: Page/Page column
[3] Patent: WO2007/30366, 2007, A1. Location in patent: Page/Page column 91-92
[4] Journal of Organic Chemistry, 2009, vol. 74, # 1, p. 212 - 221
[5] Journal of the Chemical Society, 1926, p. 159
3-Bromo-4-nitrophenol Preparation Products And Raw materials
Raw materials3-Bromophenol-->Water-->Ethyl acetate-->Sulfuric acid-->Ethanol
Preparation Products2-Bromo-6-nitrophenol
Tag:3-Bromo-4-nitrophenol(5470-65-5) Related Product Information
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