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2-Chloro-5-nitrophenol

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CAS:619-10-3
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CAS:619-10-3
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CAS:619-10-3
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CAS:619-10-3
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CAS:619-10-3
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2-Chloro-5-nitrophenol manufacturers

2-Chloro-5-nitrophenol Basic information
Product Name:2-Chloro-5-nitrophenol
Synonyms:TIMTEC-BB SBB001524;2-CHLORO-5-NITROPHENOL;2-choro-5-nitrophenol;5-Nitro-2-Chlorophenol;2-Chloro-5-nitrophen;4-Chloro-3-hydroxynitrobenzene;NSC 212119;Phenol, 2-chloro-5-nitro-
CAS:619-10-3
MF:C6H4ClNO3
MW:173.55
EINECS:210-579-3
Product Categories:Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Aromatics
Mol File:619-10-3.mol
2-Chloro-5-nitrophenol Structure
2-Chloro-5-nitrophenol Chemical Properties
Melting point 118-121°C
Boiling point 276.1±25.0 °C(Predicted)
density 1.554±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
pka6.72±0.19(Predicted)
form Solid
color Brown
InChIKeyBUMGQSCPTLELLS-UHFFFAOYSA-N
CAS DataBase Reference619-10-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Hazard Note Harmful/Irritant
HS Code 2908990000
MSDS Information
2-Chloro-5-nitrophenol Usage And Synthesis
Chemical PropertiesLight Brown Crystalline Solid
Uses2-Chloro-5-nitrophenol (cas# 619-10-3) is a compound useful in organic synthesis.
Synthesis
2-Amino-5-nitrophenol

121-88-0

2-Chloro-5-nitrophenol

619-10-3

General procedure for the synthesis of 2-chloro-5-nitrophenol from 2-amino-5-nitrophenol: In Preparation Example 14, 1-amino-5-nitrophenol (2 g, 12.97 mmol) and sodium nitrite (0.9 g, 12.97 mmol) were firstly dissolved in 10 ml of water and stirred well. Subsequently, 30 ml of 48% fluoboric acid (HBF4) was slowly added at room temperature with continuous stirring for 30 minutes. Next, copper (I) chloride (642 mg, 6.48 mmol) was added and the reaction mixture was heated to 80°C and maintained for 3 hours. After completion of the reaction, the mixture was poured into ice-cold water at 0°C and extracted with 200 ml of saturated sodium bicarbonate solution and 200 ml of ethyl acetate. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. Purification by column chromatography (hexane/ethyl acetate, 15/1) gave 2-chloro-5-nitrophenol (0.46 g, 23% yield). Referring to the exemplary method of synthesis 9, the target compound (0.167 g, 94% yield) was further reacted with 2-chloro-5-nitrophenol (0.36 g, 2.29 mmol).

References[1] Patent: US2011/9390, 2011, A1. Location in patent: Page/Page column 16
[2] Patent: WO2009/130481, 2009, A1. Location in patent: Page/Page column 128-129
[3] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 3, p. 668 - 671
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 23, p. 7398 - 7405
[5] Tetrahedron Letters, 2005, vol. 46, # 23, p. 4023 - 4026
Tag:2-Chloro-5-nitrophenol(619-10-3) Related Product Information
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