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Chemical Structure| 91167-85-0 Chemical Structure| 91167-85-0

Structure of 91167-85-0

Chemical Structure| 91167-85-0

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Product Details of [ 91167-85-0 ]

CAS No. :91167-85-0
Formula : C7H7ClFNO
M.W : 175.59
SMILES Code : NC1=CC(OC)=C(Cl)C=C1F
MDL No. :MFCD17169196

Safety of [ 91167-85-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H315-H319-H332-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 91167-85-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 91167-85-0 ]

[ 91167-85-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 91167-85-0 ]
  • [ 146447-18-9 ]
YieldReaction ConditionsOperation in experiment
3. Preparation of l-bromo-4-chloro-2-fluoro-5-methoxybenzene; A solution of 4-chloro-2-fluoro-5-methoxyaniline (25.0 g, 0.143 mol) in 10 percent HBr (250 mL) was cooled to 0 C and a solution of sodium nitrite (15.0 g, 0.218 mol) in water (20 mL) was slowly added. After addition, methylene chloride (50 mL) and cupric bromide (30.0 g, 0.244 mol) were added slowly. The reaction mixture was then warmed to ambient temperature, stirred for one hour, filtered through a bed of celite, and extracted with methylene chloride (2 x 100 mL). The combined organic phases were dried and concentrated. Chromatography of the dark oil (5 percent ethyl acetate in hexanes) gave 1- bromo-4-chloro-2-fluoro-5-methoxybenzene (16.6 g, 0.070 mol): 1HNMR (CDCl3): delta 7.20 (m, IH), 7.05 (dd, IH), 4.00 (s, 3H).
With hydrogen bromide; copper(ll) bromide; sodium nitrite; In dichloromethane; water; at 0 - 20℃; for 1h; 3. Preparation of 1-bromo-4-chloro-2-fluoro-5-methoxybenzene; A solution of 4-chloro-2-fluoro-5-methoxyaniline (25.0 g, 0.143 mol) in 10% HBr (250 mL) was cooled to 0 C. and a solution of sodium nitrite (15.0 g, 0.218 mol) in water (20 mL) was slowly added. Methylene chloride (50 mL) and curpric bromide (30.0 g, 0.244 mol) were added slowly and then the mixture was warmed to ambient temperature and stirred for 1 hour. The reaction mixture was filtered through a bed of celite and extracted with methylene chloride (2×100 mL) and the combined organic phases were dried (sodium sulfate) and concentrated. Chromatography of the dark oil (5% ethyl acetate in hexanes) gave 1-bromo-4-chloro-2-fluoro-5-methoxybenzene (16.6 g, 0.070 mol): 1H NMR (CDCl3): delta 7.20 (m, 1H) 7.05 (dd, 1H), 4.00 (s, 3H).
  • 2
  • copper bromide [ No CAS ]
  • [ 91167-85-0 ]
  • [ 146447-18-9 ]
YieldReaction ConditionsOperation in experiment
With sodium nitrite; In water; hydrogen bromide; 3.0 g (17.1 mmol) of 4-Chloro-2-fluoro-5-methoxy-aniline in 23 mL of hydrobromic acid and 23 mL of water, and the solution was cooled to 0 C. To this was added 1.5 g (21.4 mmol) of sodium nitrite in 2 mL of water. 9 g (36 mmol) of copper bromide was added in 30 mL of 50% hydrobromic acid. After the addition, the mixture was heated to 55 C. for one hour. The mixture was cooled, and was extracted with ethyl acetate. The ethyl acetate phase was washed once each with water and brine, and was concentrated to give 5-Bromo-2-chloro-4-fluoroanisole.
 

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