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5-Bromo-2-chlorophenol

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CAS:183802-98-4
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  • 5-Bromo-2-chlorophenol
  • 5-Bromo-2-chlorophenol pictures
  • $2.00 / 1KG
  • 2019-07-06
  • CAS:183802-98-4
  • Min. Order: 1KG
  • Purity: 99%
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5-Bromo-2-chlorophenol Basic information
Product Name:5-Bromo-2-chlorophenol
Synonyms:2-ch1oro-5-bromophenol;5-Bromo-2-chlorophenol, 98+%;5-BROMO-2-CHLOROPHENOL;2-chloro-5-bromophenol;5-Bromo-2-chlorophenol ,97%;5-bromo-2-chlorophenol 98%;5-Bromo-2-chlorophenol >;Phenol, 5-bromo-2-chloro-
CAS:183802-98-4
MF:C6H4BrClO
MW:207.45
EINECS:
Product Categories:Phenol&Thiophenol&Mercaptan;Bromine Compounds;Chlorine Compounds;Phenols
Mol File:183802-98-4.mol
5-Bromo-2-chlorophenol Structure
5-Bromo-2-chlorophenol Chemical Properties
Melting point 46-47
Boiling point 234°C(lit.)
density 1.788±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form powder to crystal
pka7.53±0.10(Predicted)
color White to Light yellow to Light orange
InChIInChI=1S/C6H4BrClO/c7-4-1-2-5(8)6(9)3-4/h1-3,9H
InChIKeyUEVFFMZHGNYDKM-UHFFFAOYSA-N
SMILESC1(O)=CC(Br)=CC=C1Cl
CAS DataBase Reference183802-98-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-36/37/39-36/37
Hazard Note Corrosive
HS Code 29089990
MSDS Information
5-Bromo-2-chlorophenol Usage And Synthesis
Chemical PropertiesLight yellow to White crystals
Synthesis
5-BROMO-2-CHLOROANISOLE

16817-43-9

5-Bromo-2-chlorophenol

183802-98-4

General procedure for the synthesis of 5-bromo-2-chlorophenol from 5-bromo-2-chloroanisole: BBr3 (8.2 mL, 84.9 mmol) was slowly added dropwise to a solution of 5-bromo-2-chloroanisole (18.26 g, 82.4 mmol) in dichloromethane (45 mL) under stirring conditions at 0-5 °C. The reaction mixture was stirred continuously for 4 hours at room temperature. Upon completion of the reaction, the mixture was carefully poured into a pre-cooled 2N NaOH/ice mixture and washed twice with tert-butyl methyl ether (TBME). The aqueous phase was acidified with 2N HCl to a suitable pH and then extracted again with TBME twice. All organic phases were combined and dried with anhydrous Na2SO4, followed by evaporation of the solvent under reduced pressure to afford the target product 5-bromo-2-chlorophenol as colorless crystals (16.35 g, 95% yield). The product was confirmed by 1H-NMR (400 MHz, DMSO-d6) and mass spectrometry (ES+) analysis: 1H-NMR δ (ppm): 6.97 (dd, 1H), 7.09 (d, 1H), 7.26 (d, 1H), 10.65 (bs, 1H, OH); MS (m/z) ES+: 210 (15), 208 (70, M+) , 206 (50), 179 (20), 177 (15), 63 (100).

References[1] Patent: WO2007/91152, 2007, A1. Location in patent: Page/Page column 43
[2] Patent: US2006/25349, 2006, A1. Location in patent: Page/Page column 17
[3] Patent: US2006/35841, 2006, A1. Location in patent: Page/Page column 18
[4] Patent: WO2005/103054, 2005, A2. Location in patent: Page/Page column 158-159
[5] Patent: WO2003/105853, 2003, A1. Location in patent: Page 57
Tag:5-Bromo-2-chlorophenol(183802-98-4) Related Product Information
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