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65946-56-7

Basic Information
CAS No.: 65946-56-7
Name: Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers)
Article Data: 4
Molecular Structure:
Molecular Structure of 65946-56-7 (Trimethylsilylketene Ethyl Trimethylsilyl Acetal (mixture of isomers))
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
Synthetic route
4071-88-9

trimethylsilanyl-acetic acid ethyl ester

18162-48-6

tert-butyldimethylsilyl chloride

65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

Conditions
ConditionsYield
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%
75-77-4

chloro-trimethyl-silane

4071-88-9

trimethylsilanyl-acetic acid ethyl ester

65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

Conditions
ConditionsYield
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%
27607-77-8

trimethylsilyl trifluoromethanesulfonate

141-78-6

ethyl acetate

A

4071-88-9

trimethylsilanyl-acetic acid ethyl ester

B

65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

C

65946-55-6

2,2-Bis(trimethylsilyl)ethansaeure-ethylester

Conditions
ConditionsYield
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;
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

123-11-5

4-methoxy-benzaldehyde

24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
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%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

89-98-5

2-chloro-benzaldehyde

24393-51-9

(E)-ethyl 2-chlorocinnamate

Conditions
ConditionsYield
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%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

104-88-1

4-chlorobenzaldehyde

24393-52-0

ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

Conditions
ConditionsYield
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%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

587-04-2

3-Chlorobenzaldehyde

2373-88-8, 118315-76-7, 62174-98-5

ethyl (E)-3-(3-chlorophenyl)prop-2-enoate

Conditions
ConditionsYield
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%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

1571-08-0

methyl 4-formylbenzoate

81069-42-3

methyl 4-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]benzoate

Conditions
ConditionsYield
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h;94%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

66-99-9

β-naphthaldehyde

114833-06-6

ethyl (E)-3-(naphthalene-2-yl)acrylate

Conditions
ConditionsYield
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction;93%
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

100-10-7

4-dimethylamino-benzaldehyde

1552-97-2, 39806-13-8

ethyl (E)-3-(4-(dimethylamino)phenyl)acrylate

Conditions
ConditionsYield
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h;92%
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