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inquiryChemical name: 3-Chloromethyl-benzotrifluoride Molecular Formula: C8H6ClF3 Molecular Weight: 194.58 CAS NO.: 705-29-3 EINECS: 211-884-4 Specifications: Appearance: colorless and clear liquid Assay: 99% Density: 1.254 Boiling p
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inquiry3-Chloromethyl-benzotrifluoride Basic information Product Name: 3-Chloromethyl-benzotrifluoride Synonyms: M-TRIFLUOROMETHYLBENZYL CHLORIDE;1-(chloromethyl)-3-(trifluoromethyl)-benzen;alpha-Chloro-3-trifluoromethyltoluene;m-Xylene, alpha&
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Conditions | Yield |
---|---|
Stage #1: 1,3,5-Trioxan With thionyl chloride; sulfuric acid at -5 - 5℃; for 0.5h; Stage #2: α,α,α-trifluorotoluene With iron(III) chloride at 0 - 5℃; for 1h; | 80% |
Conditions | Yield |
---|---|
With thionyl chloride | |
With thionyl chloride In toluene for 0.0833333h; Ambient temperature; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaBH4 / methanol / Ambient temperature 2: SOCl2 / toluene / 0.08 h / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 2: SOCl2 View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 120℃; under 5171.62 Torr; for 0.25h; Flow reactor; | A n/a B 73 %Spectr. |
phenylacetylene
3-Trifluoromethylbenzyl chloride
1-(3-(trifluoromethyl)benzyl)-4-phenyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
With sodium azide In water at 20℃; for 5h; Green chemistry; | 99% |
<2-(acetylamino)methyl>morpholine acetyl salt
3-Trifluoromethylbenzyl chloride
2-<(acetylamino)methyl>-4-<3-(trifluoromethyl)benzyl>morpholine
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In butanone for 17h; Heating; | 98% |
Conditions | Yield |
---|---|
With caesium carbonate; XPhos; dichloro bis(acetonitrile) palladium(II) In tetrahydrofuran at 65℃; for 4h; Heck alkynylation; | 97% |
piperazine
3-Trifluoromethylbenzyl chloride
N-[3-(trifluoromethyl)benzyl]piperazine
Conditions | Yield |
---|---|
In tetrahydrofuran for 4h; Reflux; | 96% |
In toluene at 85℃; for 2h; | 75% |
With potassium carbonate In xylene for 1h; Heating; | 72% |
In tetrahydrofuran for 4h; Reflux; Inert atmosphere; | 66% |
In dichloromethane at 0℃; |
3-Hydroxyacetophenone
3-Trifluoromethylbenzyl chloride
1-(3-(3-(trifluoromethyl)benzyloxy)phenyl)ethanone
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 96% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 4h; | 95% |
With potassium carbonate In acetone at 20℃; for 2h; |
3-Trifluoromethylbenzyl chloride
(Z)-1-(6-(benzyloxy)hex-2-en-1-yl)-3-(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); zinc In water at 20℃; for 6h; Inert atmosphere; | 95% |
3-Trifluoromethylbenzyl chloride
4-Hydroxyacetophenone
1-(4-((3-(trifluoromethyl)benzyl)oxy)phenyl)ethanone
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 95% |
o-hydroxyacetophenone
3-Trifluoromethylbenzyl chloride
1-(2-(3-(trifluoromethyl)benzyloxy)phenyl)ethanone
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 95% |
3-Trifluoromethylbenzyl chloride
1‐(azidomethyl)‐3‐(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With sodium azide In water; dimethyl sulfoxide at 50℃; for 2h; | 94% |
With sodium azide In water; acetone at 60℃; | 87% |
With sodium azide In 2,4-dichlorophenoxyacetic acid dimethylamine at 100℃; for 0.166667h; Microwave irradiation; | |
With sodium azide at 20℃; |
C11H10NO2S3(1-)*K(1+)
3-Trifluoromethylbenzyl chloride
Dithiocarbonic acid O-[3-(2-oxo-benzothiazol-3-yl)-propyl] ester S-(3-trifluoromethyl-benzyl) ester
Conditions | Yield |
---|---|
In water at 25 - 30℃; for 24h; | 92% |
fur-2-ylboronic acid
3-Trifluoromethylbenzyl chloride
2-(3-(trifluoromethyl)benzyl)furan
Conditions | Yield |
---|---|
With C46H64ClPPd; potassium carbonate In tetrahydrofuran; methanol at 40℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; | 92% |
With C46H64ClPPd; potassium carbonate In tetrahydrofuran; methanol at 40℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Sealed tube; | 92% |
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) In tetrahydrofuran; water at 40℃; for 0.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere; | 87% |
trimethylaluminum
tert-butyldimethylsilyl hex-5-yn-1-yl ether
3-Trifluoromethylbenzyl chloride
Conditions | Yield |
---|---|
Stage #1: trimethylaluminum; tert-butyldimethylsilyl hex-5-yn-1-yl ether With zirconocene dichloride In 1,2-dichloro-ethane at 20℃; for 5h; Stage #2: 3-Trifluoromethylbenzyl chloride With n-butyllithium; triphenylphosphine; nickel on carbon In tetrahydrofuran; hexane at 20℃; for 10h; | 91% |
4-chloro-benzoyl chloride
3-Trifluoromethylbenzyl chloride
1-(4-chlorophenyl)-2-(3-(trifluoromethyl)phenyl)ethan-1-one
Conditions | Yield |
---|---|
Stage #1: 3-Trifluoromethylbenzyl chloride With magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: With copper(I) cyanide di(lithium chloride) In tetrahydrofuran at -20℃; for 0.25h; Inert atmosphere; Stage #3: 4-chloro-benzoyl chloride In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | 91% |
Stage #1: 3-Trifluoromethylbenzyl chloride With lithium manganese chloride; magnesium In tetrahydrofuran; tert-butyl methyl ether at 0℃; for 1.5h; Schlenk technique; Inert atmosphere; Stage #2: 4-chloro-benzoyl chloride In tetrahydrofuran at 0 - 25℃; Schlenk technique; Inert atmosphere; | 114 mg |
sodium cyanide
3-Trifluoromethylbenzyl chloride
3-trifluoromethylphenylacetonitrile
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride In water at 55 - 65℃; for 10h; Temperature; | 91% |
triphenylphosphine
3-Trifluoromethylbenzyl chloride
(m-(Trifluoromethyl)benzyl)triphenylphosphonium Chloride
Conditions | Yield |
---|---|
In toluene for 6h; Heating; | 90% |
In toluene Reflux; | 29% |
In xylene for 22h; Heating; | |
In toluene for 8h; Heating; |
carbazole nitranion
3-Trifluoromethylbenzyl chloride
9-(3-(trifluoromethyl)benzyl)-9H-carbazole
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 25℃; for 0.5h; Rate constant; | 90% |
In dimethyl sulfoxide at 25℃; for 0.5h; | 90% |
3-Trifluoromethylbenzyl chloride
1,2-bis(3-(trifluoromethyl)phenyl)ethane
Conditions | Yield |
---|---|
With copper(I) bromide In water at 20℃; for 0.416667h; under air; | 90% |
With samarium diiodide In tetrahydrofuran at 20℃; Kinetics; Glovebox; Inert atmosphere; |
N,N,N′-trimethylsulfamide
3-Trifluoromethylbenzyl chloride
C11H15F3N2O2S
Conditions | Yield |
---|---|
With sodium 1.) EtOH, 2.) CH3CN, reflux, 5 h; | 89% |
3-Trifluoromethylbenzyl chloride
Conditions | Yield |
---|---|
With nickel(II) oxide In tetrahydrofuran Ambient temperature; | 89% |
o-iodo-methyl-benzoic acid
3-Trifluoromethylbenzyl chloride
methyl 2-(3-(trifluoromethyl)benzyl)benzoate
Conditions | Yield |
---|---|
Stage #1: 3-Trifluoromethylbenzyl chloride With indium(III) chloride; chloro-trimethyl-silane; aluminium In tetrahydrofuran at 25℃; for 24h; Inert atmosphere; Stage #2: With zinc diacetate In tetrahydrofuran at 25℃; for 0.333333h; Inert atmosphere; Stage #3: o-iodo-methyl-benzoic acid With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 50℃; for 2h; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
Stage #1: Tetraethyl methylenediphosphonate With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 3-Trifluoromethylbenzyl chloride With sodium iodide In tetrahydrofuran at 80℃; for 2h; | 89% |
2-amino-3-hydroxypyridine
3-Trifluoromethylbenzyl chloride
2-amino-3-(3-trifluoromethylbenzyloxy)pyridine
Conditions | Yield |
---|---|
With sodium hydroxide; Adogen 464<*> In dichloromethane at 25℃; for 16h; | 88% |
3-[2-(4H-1,2,4-triazol-4-yl)ethyl]-1H-indole
3-Trifluoromethylbenzyl chloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; | 88% |
3-Trifluoromethylbenzyl chloride
2-mercapto-5-methylbenzimidazole
Conditions | Yield |
---|---|
Stage #1: 2-mercapto-5-methylbenzimidazole With sodium methylate In methanol; N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 3-Trifluoromethylbenzyl chloride In methanol; N,N-dimethyl-formamide at 20℃; | 87% |
carbon monoxide
3-Trifluoromethylbenzyl chloride
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; sodium carbonate at 100℃; under 760.051 Torr; for 9h; | 87% |
S-(3-cyanobenzyl) benzenesulfonothioate
3-Trifluoromethylbenzyl chloride
3-({[-3-(trifluoromethyl)benzyl]thio}methyl)benzonitrile
Conditions | Yield |
---|---|
Stage #1: 3-Trifluoromethylbenzyl chloride With magnesium; lithium chloride; zinc(II) chloride In tetrahydrofuran at 25℃; for 0.5h; Inert atmosphere; Stage #2: S-(3-cyanobenzyl) benzenesulfonothioate In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; | 86% |
phenylacetylene
3-Trifluoromethylbenzyl chloride
1-(3-(trifluoromethyl)benzyl)-4-phenyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
In water at 70℃; for 12h; Huisgen Cycloaddition; Green chemistry; | 86% |
2-Chloronitrobenzene
3-Trifluoromethylbenzyl chloride
2-(3-(trifluoromethyl)phenyl)benzo[d]thiazole
Conditions | Yield |
---|---|
With N-methylcyclohexylamine; sulfur at 110℃; for 24h; Sealed tube; Inert atmosphere; | 86% |
8-aza-4α,10-dimethyl-trans-decal-3β-ol
3-Trifluoromethylbenzyl chloride
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 5.25h; Heating; | 85.4% |
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