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CAS No.: | 65946-56-7 |
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Name: | Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers) |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C10H24O2Si2 |
Molecular Weight: | 232.47 |
Synonyms: | 1-Ethoxy-1-trimethylsiloxy-2-(trimethylsilyl)ethen;1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene;ethyl C,O-bis(trimethylsilyl)ketene acetal;O-ethyl-C,O-bis(trimethylsilyl)ketene acetal;Trimethylsilylketene Ethyl Trimethylsilyl Acetal;Silane,[[1-ethoxy-2-(trimethylsilyl)ethenyl]oxy]trimethyl; |
Density: | 0.857g/cm3 |
Boiling Point: | 194.679oC at 760 mmHg |
Flash Point: | 61.373oC |
PSA: | 18.46000 |
LogP: | 3.59320 |
trimethylsilanyl-acetic acid ethyl ester
tert-butyldimethylsilyl chloride
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
Conditions | Yield |
---|---|
Stage #1: trimethylsilanyl-acetic acid ethyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at -78℃; Further stages.; | 93% |
chloro-trimethyl-silane
trimethylsilanyl-acetic acid ethyl ester
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
Conditions | Yield |
---|---|
With lithium diisopropyl amide 1.) -78 deg C, 3 h; 2.) RT, 1.5 h; | 85% |
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; | 60% |
trimethylsilyl trifluoromethanesulfonate
ethyl acetate
A
trimethylsilanyl-acetic acid ethyl ester
B
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
C
2,2-Bis(trimethylsilyl)ethansaeure-ethylester
Conditions | Yield |
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With triethylamine In diethyl ether for 2h; Ambient temperature; Yields of byproduct given; | A 44% B n/a C n/a |
With triethylamine In diethyl ether for 1h; Ambient temperature; Yield given. Yields of byproduct given; |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
4-methoxy-benzaldehyde
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 100% |
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction; | 82% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
2-chloro-benzaldehyde
(E)-ethyl 2-chlorocinnamate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 98% |
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction; | 91% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
4-chlorobenzaldehyde
ethyl (E)-3-(4-chlorophenyl)prop-2-enoate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 96% |
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; for 8h; Solvent; Reagent/catalyst; Peterson Olefination; stereoselective reaction; | 85% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
3-Chlorobenzaldehyde
ethyl (E)-3-(3-chlorophenyl)prop-2-enoate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 94% |
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction; | 88% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
methyl 4-formylbenzoate
methyl 4-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]benzoate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 94% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
β-naphthaldehyde
ethyl (E)-3-(naphthalene-2-yl)acrylate
Conditions | Yield |
---|---|
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction; | 93% |
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
4-dimethylamino-benzaldehyde
ethyl (E)-3-(4-(dimethylamino)phenyl)acrylate
Conditions | Yield |
---|---|
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h; | 92% |