Conditions | Yield |
---|---|
With potassium hydroxide | 93% |
With potassium hydroxide In ethanol at -10℃; | 91% |
With Aliquat 336; sodium hydroxide at 50 - 70℃; | 80.46% |
Conditions | Yield |
---|---|
With antimonypentachloride; antimony(III) fluoride |
Conditions | Yield |
---|---|
With potassium hydroxide |
(2-bromo-3,3,3-trifluoro-propyl)-bis-trifluoromethyl-amine
2-bromo-3,3,3-trifluoropropene
Conditions | Yield |
---|---|
With potassium hydroxide |
2-bromo-3-chloro-3,3-difluoro-propene
antimony(III) fluoride
1,2-dichloro-ethane
2-bromo-3,3,3-trifluoropropene
2-bromo-3,3,3-trichloro-propene
antimony(III) fluoride
1,2-dichloro-ethane
2-bromo-3,3,3-trifluoropropene
1,2-Dibromo-3,3,3-trifluoropropane
A
3,3,3-trifluoroprop-1-yne
B
2-bromo-3,3,3-trifluoropropene
Conditions | Yield |
---|---|
at -5℃; |
1,2-Dibromo-3,3,3-trifluoropropane
A
3,3,3-trifluoroprop-1-yne
B
2-bromo-3,3,3-trifluoropropene
3-acetoxy-2-bromo-1,1,1-trifluoropropane
A
1,1,1-trifluoro-2,3-epoxypropane
B
2-bromo-3,3,3-trifluoropropene
Conditions | Yield |
---|---|
With sodium hydroxide In water at 100℃; Title compound not separated from byproducts.; |
2-bromo-1,1,1-trifluoropropan-3-ol
A
1,1,1-trifluoro-2,3-epoxypropane
B
2-bromo-3,3,3-trifluoropropene
Conditions | Yield |
---|---|
With sodium hydroxide In water at 0 - 95℃; |
2-bromo-3,3,3-trifluoropropene
cyclohexanecarbaldehyde
1-Cyclohexyl-4,4,4-trifluoro-2-butyn-1-ol
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: cyclohexanecarbaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 100% |
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 93.3% |
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -78 deg C, 10 min, 2.) -78 deg C, 1 h; | 90% |
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: heptanal In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 100% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; | 90% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 3h; |
(E)-3-phenylpropenal
2-bromo-3,3,3-trifluoropropene
(E)-6,6,6-Trifluoro-1-phenyl-1-hexen-4-yn-3-ol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 99% |
3-phenyl-propionaldehyde
2-bromo-3,3,3-trifluoropropene
6,6,6-Trifluoro-1-phenyl-4-hexyn-3-ol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 99% |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; | 99% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran; hexane at -80℃; for 0.0833333h; Stage #2: 3-phenyl-propionaldehyde In tetrahydrofuran; hexane at -80℃; for 1.5h; | 89% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: 3-phenyl-propionaldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 80% |
2-bromo-3,3,3-trifluoropropene
cyclohexanone
1-(3,3,3-trifluoro-1-propynyl)-1-cyclohexanol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 99% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: cyclohexanone In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 96% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran; hexane; cyclohexane at -78 - 20℃; Stage #2: cyclohexanone In tetrahydrofuran; hexane; cyclohexane at -78℃; for 1h; | 94% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 0℃; Stage #2: cyclohexanone In tetrahydrofuran at 0℃; | 90% |
2-bromo-3,3,3-trifluoropropene
4-tolyl iodide
1-(p-methylphenyl)-3,3,3-trifluoropropyne
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: 4-tolyl iodide With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane for 6h; Heating; | 99% |
2-bromo-3,3,3-trifluoropropene
para-iodoanisole
1-(p-methoxyphenyl)-3,3,3-trifluoropropyne
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: para-iodoanisole With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane for 6h; Heating; | 99% |
2-Ethylbutyraldehyde
2-bromo-3,3,3-trifluoropropene
5-ethyl-1,1,1-trifluoro-2-heptyn-4-ol
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: 2-Ethylbutyraldehyde In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; | 99% |
2-bromo-3,3,3-trifluoropropene
benzaldehyde
1-phenyl-4,4,4-trifluorobut-2-yn-1-ol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 98.9% |
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -78 deg C, 10 min, 2.) -78 deg C, 1 h; | 95% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran; hexane; cyclohexane at -78 - 20℃; Stage #2: benzaldehyde In tetrahydrofuran; hexane; cyclohexane at -78℃; for 1h; | 93% |
benzophenone
2-bromo-3,3,3-trifluoropropene
1,1-Diphenyl-4,4,4-trifluorobut-2-yn-1-ol
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -78 deg C, 10 min, 2.) -78 deg C, 1 h; | 98% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran; hexane; cyclohexane at -78 - 20℃; Stage #2: benzophenone In tetrahydrofuran; hexane; cyclohexane at -78℃; for 1h; | 94% |
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran; hexane at -80℃; for 0.0833333h; Stage #2: tridecanal In tetrahydrofuran; hexane at -80℃; for 1.5h; | 98% |
2-bromo-3,3,3-trifluoropropene
N-phenylbenzohydrazonoyl chloride
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 24h; Reagent/catalyst; Solvent; regioselective reaction; | 98% |
With 1,4-diaza-bicyclo[2.2.2]octane In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 24h; Reagent/catalyst; Solvent; | 98% |
2-bromo-3,3,3-trifluoropropene
(3,5-dichlorophenyl)boronic acid
1,3-dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene
Conditions | Yield |
---|---|
With potassium carbonate; (1,4-naphthoquinone)-[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]palladium(0) In 1,4-dioxane; water at 90℃; for 5h; Product distribution / selectivity; Inert atmosphere; | 97.8% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In tetrahydrofuran; water at 70℃; for 4h; Sealed tube; | 85% |
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran; water at 0 - 90℃; for 6h; Sealed tube; | 83% |
2-bromo-3,3,3-trifluoropropene
N-benzylidenebenzamide
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Stage #2: N-benzylidenebenzamide In diethyl ether; cyclohexane at -105 - -50℃; for 2h; | 97% |
Stage #1: 2-bromo-3,3,3-trifluoropropene; N-benzylidenebenzamide With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Inert atmosphere; Stage #2: With boron trifluoride diethyl etherate In diethyl ether; cyclohexane at -105 - -50℃; for 2h; Inert atmosphere; Stage #3: With water In diethyl ether; cyclohexane pH=7; aq. phosphate buffer; | 97% |
2-bromo-3,3,3-trifluoropropene
2-Phenylpropanal
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 5 min, 2.) 30 min; | 96.5% |
iodobenzene
2-bromo-3,3,3-trifluoropropene
3,3,3-trifluoro-2-phenylpropene
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; silver; zinc In tetrahydrofuran multistep reaction; other aryl halides; | 96% |
With chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine; silver; zinc; tetrakis(triphenylphosphine) palladium(0) 1) THF, 60 deg C, 9 h, 2) 45 deg C, 6 h; Yield given. Multistep reaction; |
methanol
2-bromo-3,3,3-trifluoropropene
(Z)-1-Methoxy-3,3,3-trifluoroprop-1-ene
Conditions | Yield |
---|---|
With potassium hydroxide for 1h; | 96% |
ethanol
2-bromo-3,3,3-trifluoropropene
(Z)-1-ethoxy-3,3,3-trifluoroprop-1-ene
Conditions | Yield |
---|---|
With potassium hydroxide for 1h; | 96% |
With potassium hydroxide for 1h; | 95% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With potassium hydroxide In water Stage #2: ethanol In water | 95% |
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -78 deg C, 10 min, 2.) -78 deg C, 1 h; | 96% |
2-bromo-3,3,3-trifluoropropene
N-(2,2-dimethylpropylidene)-p-toluenesulfonamide
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Stage #2: N-(2,2-dimethylpropylidene)-p-toluenesulfonamide In diethyl ether; cyclohexane at -105 - -50℃; for 2h; | 96% |
Stage #1: 2-bromo-3,3,3-trifluoropropene; N-(2,2-dimethylpropylidene)-p-toluenesulfonamide With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Inert atmosphere; Stage #2: With boron trifluoride diethyl etherate In diethyl ether; cyclohexane at -105 - -50℃; for 2h; Inert atmosphere; Stage #3: With water In diethyl ether; cyclohexane pH=7; aq. phosphate buffer; | 96% |
2-bromo-3,3,3-trifluoropropene
benzaldehyde p-toluenesulfonylhydrazone
3-(trifluoromethyl)-5-phenylpyrazole
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 60℃; for 6h; | 96% |
2-bromo-3,3,3-trifluoropropene
4-Ethynylaniline
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; Inert atmosphere; Schlenk technique; | 96% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; Inert atmosphere; Schlenk technique; |
2-bromo-3,3,3-trifluoropropene
benzaldehyde
1-phenyl-2-(trifluoromethyl)-2-propen-1-ol
Conditions | Yield |
---|---|
With copper(l) chloride; zinc In N,N-dimethyl-formamide 1.) 20 deg C, 4 h, 2.) 50 deg C, 8h; | 95% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Stage #2: benzaldehyde In diethyl ether; cyclohexane at -105 - -50℃; for 2h; | 73% |
Stage #1: 2-bromo-3,3,3-trifluoropropene With sec.-butyllithium In diethyl ether; cyclohexane at -105℃; for 0.166667h; Inert atmosphere; Stage #2: benzaldehyde In diethyl ether; cyclohexane at -105 - -50℃; for 2h; Inert atmosphere; Stage #3: With water In diethyl ether; cyclohexane pH=7; aq. phosphate buffer; | 73% |
2-bromo-3,3,3-trifluoropropene
4-chlorobenzaldehyde
1-(4-Chloro-phenyl)-2-trifluoromethyl-prop-2-en-1-ol
Conditions | Yield |
---|---|
With copper(l) chloride; zinc In N,N-dimethyl-formamide 1.) 20 deg C, 4 h, 2.) 50 deg C, 5h; | 95% |
With zinc In tetrahydrofuran; pyridine at 50℃; Schlenk technique; Inert atmosphere; |
2-bromo-3,3,3-trifluoropropene
trimethylsilylacetylene
(3-trifluoromethyl-but-3-en-1-ynyl)trimethylsilane
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tributyl-amine at 60℃; for 4h; | 95% |
2-bromo-3,3,3-trifluoropropene
1-((3S,10R,13S,17S)-10,13-dimethyl-3-((tetrahydro-2H-pyran-2-yl)oxy)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; cyclohexane 1.) -78 deg C, 10 min, 2.) -78 deg C, 1 h; | 95% |
2-bromo-3,3,3-trifluoropropene
3-methoxy-1-iodobenzene
1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Stage #2: 3-methoxy-1-iodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane for 6h; Heating; | 95% |
2-bromo-3,3,3-trifluoropropene
N-cyclohexylidenebenzylamine N-oxide
N-benzyl-N-(1-cyclohexyl-4,4,4-trifluorobut-2-ynyl)hydroxylamine
Conditions | Yield |
---|---|
Stage #1: 2-bromo-3,3,3-trifluoropropene With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: N-cyclohexylidenebenzylamine N-oxide In tetrahydrofuran at -20℃; for 2h; | 95% |
2-bromo-3,3,3-trifluoropropene
3-phenylsydnone
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 35℃; for 4h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; regioselective reaction; | 95% |
2-bromo-3,3,3-trifluoropropene
tert-butyl (2R)-2-[chloro(hydroxyimino)methyl]pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethyl acetate at 20℃; regioselective reaction; | 95% |
Molecular Structure of 1-Propene,2-bromo-3,3,3-trifluoro- (CAS NO.10152-76-8):
IUPAC Name: 2-Bromo-3,3,3-trifluoroprop-1-ene
Molecular Formula: C3H2BrF3
Molecular Weight: 174.9472
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 0 Å2
Index of Refraction: 1.379
Molar Refractivity: 23.7 cm3
Molar Volume: 102.5 cm3
Surface Tension: 18.4 dyne/cm
Density: 1.706 g/cm3
Enthalpy of Vaporization: 30.56 kJ/mol
Boiling Point: 77.9 °C at 760 mmHg
Vapour Pressure: 105 mmHg at 25°C
SMILES: Br/C(=C)C(F)(F)F
InChI: InChI=1/C3H2BrF3/c1-2(4)3(5,6)7/h1H2
Product Categories: Fluorinated Building Blocks; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds; Synthetic Organic Chemistry; Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks
Hazard Codes: F+,F,Xi
Risk Statements: 12-66
R12: Extremely flammable.
R66: Repeated exposure may cause skin dryness or cracking.
Safety Statements: 24-36
S24: Avoid contact with skin.
S36: Wear suitable protective clothing.
RIDADR: UN 1993 3/PG 1
WGK Germany: 3
Hazard Note: Extremely Flammable
HazardClass: Irritant
PackingGroup: I
1-Propene,2-bromo-3,3,3-trifluoro- , with CAS number of 75-61-6, can be called Carbon 1-propene, 2-bromo-3,3,3-trifluoro- ; 2-Bromo-3,3,3-trifluoro-1-propene ; 2-Bromo-3,3,3-trifluoroprop-1-ene . It is a kind of liquid.
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