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CAS No.: | 395-44-8 |
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Name: | 2-(Trifluoromethyl)benzyl bromide |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C8H6BrF3 |
Molecular Weight: | 239.035 |
Synonyms: | o-Xylene, a'-bromo-a,a,a-trifluoro- (6CI,7CI,8CI);1-(Bromomethyl)-2-(trifluoromethyl)benzene;2-Trifluoromethylbenzyl bromide;o-(Trifluoromethyl)benzyl bromide;a'-Bromo-a,a,a-trifluoro-o-xylene; |
EINECS: | 206-901-7 |
Density: | 1.568 g/cm3 |
Melting Point: | 34-35 °C |
Boiling Point: | 201.9 °C at 760 mmHg |
Flash Point: | 83.3 °C |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | C, Xi |
Risk Codes: | 34 |
Safety: | 45-36/37/39-25-26 |
Transport Information: | UN 1760 |
PSA: | 0.00000 |
LogP: | 3.60030 |
o-trifluoromethylbenzyl bromide
Conditions | Yield |
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With dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate; sodium bromide In water; acetonitrile at 20℃; for 24h; Sealed tube; Inert atmosphere; Irradiation; regioselective reaction; | 62% |
Conditions | Yield |
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(bromination); | |
With pyridine; phosphorus tribromide at -10 - -5℃; | |
With sulfuric acid; hydrogen bromide | |
With carbon tetrabromide; triphenylphosphine In dichloromethane for 2h; Substitution; reflux; | |
With phosphorus tribromide In dichloromethane; water; toluene |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: (bromination) View Scheme |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether 2: PBr3, Py / -10 - -5 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: aq. HBr, H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetra(n-butyl)ammonium hydrogensulfate / ethylene glycol / 4 h / 80 °C / Sealed tube; Inert atmosphere 2: sodium bromide; dipotassium peroxodisulfate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate / acetonitrile; water / 24 h / 20 °C / Sealed tube; Inert atmosphere; Irradiation View Scheme |
Conditions | Yield |
---|---|
In toluene for 12h; Reflux; | 100% |
In toluene Reflux; | 77% |
In toluene at 80℃; for 16h; |
o-trifluoromethylbenzyl bromide
6-Mercaptopurine
Conditions | Yield |
---|---|
Stage #1: 6-Mercaptopurine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: o-trifluoromethylbenzyl bromide In N,N-dimethyl-formamide at 20℃; Further stages; | A 91% B 99% |
Conditions | Yield |
---|---|
Stage #1: Quinoline-2-thiol With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; for 0.5h; Stage #2: o-trifluoromethylbenzyl bromide In toluene at 20℃; for 17h; | 99% |
o-trifluoromethylbenzyl bromide
m-nitrobenzene boronic acid
1-(3-nitrobenzyl)-2-(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 50℃; for 16h; | 98% |
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