Conditions | Yield |
---|---|
With sulfuric acid for 7h; Reflux; | 85% |
With sodium hydrogen sulfate for 2h; Esterification; Heating; | 84.5% |
With phosphorus pentoxide; copper(II) sulfate; sodium sulfate for 2h; Heating; | 41% |
diethyl (trichloromethyl)phosphonate
trichloroacetic acid
Ethyl trichloroacetate
Conditions | Yield |
---|---|
at 120℃; for 24h; | 77% |
acetaldehyde
triethyl phosphite
A
Ethyl trichloroacetate
B
diethyl 1-(1-ethoxyethyl)ethylphosphonate
Conditions | Yield |
---|---|
A n/a B 76% |
1,1,2,2-tetrachloroethylene
ethanol
ethyl acetate
A
freon-111
B
Ethyl trichloroacetate
Conditions | Yield |
---|---|
With chlorine monofluoride 1.) Freon 113; 2.) 20 - 25 deg C, 30 min.; Yield given. Multistep reaction; | A 68% B n/a |
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide at 55℃; for 9h; Product distribution; other times, other temperatures; | 98 % Chromat. |
With aluminum ethoxide | |
With N,N-dimethyl-formamide at 55℃; for 9h; | 98 % Chromat. |
trichloro-acetic acid-(1-ethoxy-4,4,4-trichloro-3-oxo-but-1-enyl ester)
ethanol
A
Ethyl trichloroacetate
B
ethyl 4,4,4-trichloroacetoacetate
ethanol
chlorocarbonic acid pentachloroethyl ester
A
Ethyl trichloroacetate
B
chloroformic acid ethyl ester
ethanol
trichloro-acetic acid pentachloroethyl ester
Ethyl trichloroacetate
Conditions | Yield |
---|---|
With diethyl ether; aluminum ethoxide | |
With diethyl ether; magnesium methanolate | |
With aluminium triisopentylate |
Conditions | Yield |
---|---|
With chlorine; phosphorus trichloride im UV-Licht; Behandeln des Reaktionsprodukts mit Aethanol; |
Conditions | Yield |
---|---|
With benzene |
aluminum ethoxide
chloral
benzene
A
Ethyl trichloroacetate
B
2,2,2-trichloroethyl trichloroacetate
orthoformic acid triethyl ester
Trichloroacetyl chloride
Ethyl trichloroacetate
Conditions | Yield |
---|---|
at 95 - 160℃; |
orthoformic acid triethyl ester
Trichloroacetyl chloride
A
chloroethane
B
Ethyl trichloroacetate
C
formic acid ethyl ester
Conditions | Yield |
---|---|
at 160℃; reagiert analog mit anderen Carbonsaeure- und Sulfonsaeurechloriden; | |
at 95 - 160℃; |
phosphorus pentachloride
oxalic acid diethyl ester
Ethyl trichloroacetate
acetaldehyde
chloral
A
Ethyl trichloroacetate
B
2,2,2-trichloroethyl trichloroacetate
C
ethyl acetate
Conditions | Yield |
---|---|
Prod.5,6,7:2.2.2-Trichlor-aethylalkohol, 3-Hydroxy-1-acetoxy-butan, 4.4.4-Trichlor-3-hydroxy-1-acetoxy-butan; |
trichloromethyl trichloroacetate
A
Ethyl trichloroacetate
B
chloroformic acid ethyl ester
Conditions | Yield |
---|---|
in Waerme; |
triethyl phosphite
A
Ethyl trichloroacetate
B
diethyl 1-ethoxyethylphosphonate
Conditions | Yield |
---|---|
at 50 - 80℃; for 4.5h; Title compound not separated from byproducts; |
chloral
zinc
A
ethyl 2,2,4,4,4-pentachloro-3-hydroxybutyrate
B
Ethyl trichloroacetate
Ethyl trichloroacetate
Conditions | Yield |
---|---|
With sodium methylate | 99% |
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran 1.) r.t., 10 min, 2.) r.t., 10 min; | 98% |
Conditions | Yield |
---|---|
With silicon carbide In chlorobenzene at 200℃; for 1h; Microwave irradiation; regioselective reaction; | 98% |
Ethyl trichloroacetate
(Z)-1-methoxy-1,2-diphenylethene
1,1-Dichloro-r-2-methoxy-2,3-c-diphenylcyclopropane
Conditions | Yield |
---|---|
With sodium methylate In diethyl ether 1.) -15 deg C, 90 min, 2.) 4 deg C, overnight; | 95% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate at 90 - 150℃; for 2h; | 95% |
Ethyl trichloroacetate
cyclohexanecarbaldehyde
ethyl (Z)-2-chloro-3-cyclohexylacrylate
Conditions | Yield |
---|---|
With manganese for 5h; Inert atmosphere; Heating; stereoselective reaction; | 95% |
With Rieke-manganese In tetrahydrofuran for 5h; Inert atmosphere; Reflux; optical yield given as %de; stereoselective reaction; | 95% |
With manganese In tetrahydrofuran for 5h; Reflux; Inert atmosphere; stereoselective reaction; | 95% |
Conditions | Yield |
---|---|
ruthenium(II) bis(triphenylphosphine) dichloride In 1,4-dioxane at 75℃; for 24h; Kharasch reaction; | 94% |
Ethyl trichloroacetate
endo-10'-<(triisopropylsilyl)oxy>-anti-spiro2,5>undec-3'-ene>
4',exo-5'-dichloro-endo-11'-<(triisopropylsilyl)oxy>-anti-spiro2,6>dodec-3'-ene>
Conditions | Yield |
---|---|
With sodium methylate In hexane 1) 0 deg C to room temperature, 2) room temperature, 8 h; | 93% |
Conditions | Yield |
---|---|
With heptamethyl Coβ-perchlorato-cob(II)yrinate; tetrabutylammonium perchlorate In acetonitrile at 20℃; for 3h; Electrolysis; | 93% |
Ethyl trichloroacetate
isovaleraldehyde
ethyl (Z)-2-chloro-5-methylhex-2-enoate
Conditions | Yield |
---|---|
With manganese In tetrahydrofuran for 5h; Inert atmosphere; Heating; stereoselective reaction; | 92% |
With Rieke-manganese In tetrahydrofuran for 5h; Inert atmosphere; Reflux; optical yield given as %de; stereoselective reaction; | 92% |
With manganese In tetrahydrofuran for 5h; Reflux; Inert atmosphere; stereoselective reaction; | 92% |
Ethyl trichloroacetate
(E)-(1aS,7aR,1'aR,7'aS)-3,6,3',6'-Tetramethoxy-1a,2,7,7a,1'a,2',7',7'a-octahydro-[1,1']bi[cyclopropa[b]naphthalenylidene]
Conditions | Yield |
---|---|
With sodium methylate In benzene at 0 - 18℃; for 16h; | 91% |
Conditions | Yield |
---|---|
With sodium methylate In pentane 0 deg C to 18 deg C, 16 h; | 90% |
Conditions | Yield |
---|---|
In potassium carbonate; ethylene glycol | 90% |
With dmap In ethylene glycol |
dimethylenecyclourethane
Ethyl trichloroacetate
3-Carboethoxy-2-Oxazolidinone
Conditions | Yield |
---|---|
With dmap | 89% |
1-ethenyl-4-methylbenzene
Ethyl trichloroacetate
2,2,4-trichloro-4-phenyl-butyric acid ethyl ester
Conditions | Yield |
---|---|
With PS-PEG-PPh2-CP*RuCl2 In water at 60℃; for 9h; Kharasch reaction; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With Rieke-manganese In tetrahydrofuran for 5h; Inert atmosphere; Reflux; optical yield given as %de; stereoselective reaction; | 89% |
With manganese In tetrahydrofuran for 5h; Reflux; Inert atmosphere; stereoselective reaction; | 89% |
Ethyl trichloroacetate
Conditions | Yield |
---|---|
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(II) bis(trifluoromethanesulfonate); sodium hydrogencarbonate In 1,2-dichloro-ethane at 80℃; for 18h; Inert atmosphere; Sealed tube; regioselective reaction; | 89% |
Ethyl trichloroacetate
(3,4-dihydronaphthalen-1-yl)(phenyl)sulfane
1,1-dichloro-1a,2,3,7b-tetrahydro-7b-(phenylthio)-1H-cyclopropanaphthalene
Conditions | Yield |
---|---|
88% |
Ethyl trichloroacetate
2,6,6-trimethyl-1-((trimethylsilyl)oxy)cycloheptene
8,8-dichloro-3,3,7-trimethyl-1-((trimethylsilyl)oxy)bicyclo<5.1.0>octane
Conditions | Yield |
---|---|
With sodium methylate In pentane 1) 0 deg C, 6h, 2) RT, 15h; | 88% |
Ethyl trichloroacetate
N-(indolyl-3-imidoyl)guanidine
2-amino-4-(indolyl-3)-6-trichloromethyl-sym-triazine
Conditions | Yield |
---|---|
In ethanol Heating; | 88% |
Conditions | Yield |
---|---|
With silicon carbide In chlorobenzene at 200℃; for 1h; Microwave irradiation; regioselective reaction; | 88% |
Ethyl trichloroacetate
6β-methoxy-3α,5-cyclo-5α-androstan-17-one
ethyl 6β-methoxy-20ξ-chloro-17(20)-i-pregnen-21-oate
Conditions | Yield |
---|---|
With diethylaluminium chloride; zinc In tetrahydrofuran; hexane at 0℃; for 2h; | 87% |
10-Undecenal
Ethyl trichloroacetate
ethyl (Z)-2-chlorotrideca-2,12-dienoate
Conditions | Yield |
---|---|
With Rieke-manganese In tetrahydrofuran for 5h; Inert atmosphere; Reflux; optical yield given as %de; stereoselective reaction; | 87% |
With manganese In tetrahydrofuran for 5h; Reflux; Inert atmosphere; stereoselective reaction; | 87% |
styrene
Ethyl trichloroacetate
2,2,4-trichloro-4-phenyl-butyric acid ethyl ester
Conditions | Yield |
---|---|
With (η5-1-t-Bu-2-PhC≡C-(1,2-azaboronyl))RuCl(PPh3)2 In toluene at 85℃; for 5h; Schlenk technique; Inert atmosphere; Glovebox; | 85% |
With 2,2'-azobis(isobutyronitrile); Cp*Ru(PPh3)2Cl In (2)H8-toluene at 60℃; for 1.5h; Inert atmosphere; | 61% |
ruthenium(II) bis(triphenylphosphine) dichloride In benzene at 75℃; for 24h; Kharasch reaction; | 60% |
Ethyl trichloroacetate
phenylacetylene
1,1,1-trichloro-4-phenyl-3-butyn-2-one
Conditions | Yield |
---|---|
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: Ethyl trichloroacetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.; | 85% |
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3h; Inert atmosphere; Stage #2: Ethyl trichloroacetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; | 83% |
(i) nBuLi, (ii) /BRN= 1761567/; Multistep reaction; |
Conditions | Yield |
---|---|
With sodium methylate | 85% |
Ethyl trichloroacetate
3-tetrahydropyran-2-yloxy-androst-5-en-17-one
ethyl 20ξ-chloro-3β-(tetrahydropyranyloxy)-5,17(20)-pregnadien-21-oate
Conditions | Yield |
---|---|
With diethylaluminium chloride; zinc In tetrahydrofuran; hexane at 0℃; for 2h; | 85% |
Conditions | Yield |
---|---|
Stage #1: acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: Ethyl trichloroacetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.; | 85% |
1.3-propanedithiol
Ethyl trichloroacetate
ethyl 1,3-dithiane-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; | 85% |
The Molecular formula of Ethyl trichloroacetate(515-84-4):C4H5Cl3O2
The Molecular Weight of Ethyl trichloroacetate(515-84-4):191.44
The Molecular Structure of Ethyl trichloroacetate(515-84-4) is:
Density: 1.447 g/cm3
melting point: 57 - 58 °C
Boiling point: 167.8 °C
Flash point:65 °C
Solubility in water:440 mg/l (Immiscible with alcohols, ethers and ketones)
Index of Refraction: 1.469
Molar Refractivity:36.86 cm3
Polarizability: 14.61 10-24cm3
Surface Tension: 37.1 dyne/cm
Enthalpy of Vaporization: 40.42 kJ/mol
Vapour Pressure:1.67 mmHg at 25°C
Appearance:Colourless liquid
IUPAC Name:ethyl 2,2,2-trichloroacetate
Synonyms:ETHYL TRICHLOROACETATE;TRICHLOROACETATE ETHYL ESTER;ethyltrichloracetate;TRICHLOROACETIC ACID ETHYL ESTER;Acetic acid, 2,2,2-trichloroethyl ester;Acetic acid, ester with trichloroethanol;ethanoicacid,trichloro-,ethylester;trichloro-aceticaciethylester
It is made of trichloroacetic acid obtained by esterification of ethanol. The trichloroacetic acid, ethanol and sulfuric acid heated with reflux 6h. Pour in the water after cooling separate the ester layer, with 5-10% sodium carbonate solution and then water washing, add anhydrous calcium chloride drying overnight. After filtration or distillation was finished. Yield of 75%.
Hazard Codes :Xn,Xi
Xn:Harmful
Xi:Irritant
Risk Statements :
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements:
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
RIDADR:2810
WGK Germany: 1
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