chloro-trimethyl-silane
1-bromo-2-(chloromethoxy)ethane
(2-trimethylethylsilylethoxy)methyl chloride
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2-(chloromethoxy)ethane With magnesium for 4h; Reflux; Stage #2: chloro-trimethyl-silane at 20℃; Reagent/catalyst; | 99% |
Stage #1: 1-bromo-2-(chloromethoxy)ethane With n-butyllithium; methylmagnesium chloride In tetrahydrofuran; hexane at 20 - 30℃; for 0.333333h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 20 - 30℃; for 0.333333h; | 85.8% |
Stage #1: 1-bromo-2-(chloromethoxy)ethane With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane at 15 - 30℃; for 0.333333h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at 30℃; for 0.333333h; | 80.4% |
formaldehyd
2-(Trimethylsilyl)ethanol
(2-trimethylethylsilylethoxy)methyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride for 0.5h; | 90% |
With hydrogenchloride at 0℃; | 87% |
With hydrogenchloride for 0.433333h; | 85% |
1H-imidazole
(2-trimethylethylsilylethoxy)methyl chloride
1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
Conditions | Yield |
---|---|
Stage #1: 1H-imidazole With sodium hydride In tetrahydrofuran at 0 - 25℃; for 0.5h; Inert atmosphere; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran at 0 - 25℃; for 14h; Inert atmosphere; | 100% |
Stage #1: 1H-imidazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.75h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran; mineral oil at 20℃; | 93% |
Stage #1: 1H-imidazole With potassium tert-butylate In dimethyl sulfoxide at 0℃; for 0.5h; Large scale; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In dimethyl sulfoxide at 0 - 15℃; for 16h; Large scale; | 90% |
1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose
(2-trimethylethylsilylethoxy)methyl chloride
1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(1R,7aS)-tetrahydro-1-methyl-1-(hydroxymethyl)-1H,3H-pyrrolo<1,2-c>oxazol-3-one
(1R,7aS)-tetrahydro-1-methyl-1-<<2-(trimethylsilyl)ethoxy>methoxy>methyl-1H,3H-pyrrolo<1,2-c>oxazol-3-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h; Ambient temperature; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃; Yield given; |
(2-trimethylethylsilylethoxy)methyl chloride
N-(2-Allyl-phenyl)-4-hydroxy-butyramide
N-(2-Allyl-phenyl)-4-(2-trimethylsilanyl-ethoxymethoxy)-butyramide
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate
methyl 2,4-bis[2-(trimethylsilyl)ethoxymethoxy]-3-bromo-5-chloro-6-methylbenzoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane Yield given; |
(2-trimethylethylsilylethoxy)methyl chloride
7-(4-tert-Butyldimethylsiloxy-2-hydroxybutyl)-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene
7-<4-tert-Butyldimethylsilyloxy-2-(2-trimethylsilylethoxy)methoxybutyl>-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h; Ambient temperature; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
14-acetyl-12-<2'-(trimethylsilyl)ethoxymethoxy>podocarpa-8,11,13-triene
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
ethyl (1R,2S,3R,4R)-2,3-dihydroxy-4-methoxy-5-methyl-2-(2-trimethylsilyl-3-furyl)cyclohex-5-ene-1-carboxylate
ethyl (1R,2S,3R,4R)-2-hydroxy-4-methoxy-5-methyl-3-(2-trimethylsilylethoxymethoxy)-2-(2-trimethylsilyl-3-furyl)cyclohex-5-ene-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 96% |
(2-trimethylethylsilylethoxy)methyl chloride
(2S)-1-benzyloxy-2-butanol
[2-((S)-1-Benzyloxymethyl-propoxymethoxy)-ethyl]-trimethyl-silane
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane Ambient temperature; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol
dibenzyl ((2R,3S,4S,5R)-1,6-diphenyl-3,4-bis((2-(trimethylsilyl)ethoxy)methoxy)hexane-2,5-diyl)dicarbamate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 16h; Ambient temperature; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; Inert atmosphere; Reflux; | 77% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 18h; Ambient temperature; |
4'-hydroxy-2'-methylacetophenone
(2-trimethylethylsilylethoxy)methyl chloride
1-[4-Methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-ethanone
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0℃; for 1h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane
{2-[(R)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxymethoxy]-ethyl}-trimethyl-silane
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane for 16h; Ambient temperature; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(5Z,11E,13E)-(9S,10S)-1-(tert-Butyl-dimethyl-silanyloxy)-16-chloro-9-methoxy-15-(1-methoxy-1-methyl-ethoxy)-6,10,14-trimethyl-hexadeca-5,11,13-trien-4-ol
(3E,5E,11Z)-(7S,8S)-16-(tert-Butyl-dimethyl-silanyloxy)-1-chloro-8-methoxy-2-(1-methoxy-1-methyl-ethoxy)-3,7,11-trimethyl-13-(2-trimethylsilanyl-ethoxymethoxy)-hexadeca-3,5,11-triene
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; diisopropylamine In dichloromethane for 2h; Heating; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
methyl 6-hydroxynaphthalene-2-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 6h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
methyl 7-hydroxy-2-naphthalenecarboxylate
methyl 7-(2-trimethylsilyl-ethoxymethoxy)-naphthalene-2-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 6h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(2R,3S,4S,5R)-6-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-phenylsulfanyl-hexan-3-ol
C38H68O5SSi3
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane for 6h; Heating; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(2R,5S,8R,3E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-5-hydroxytrideca-4,6-dienyl 2,2-dimethylpropanoate
(2R,5S,8R,3E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-5-(2-trimethylsilyl)ethoxytrideca-4,6-dienyl 2,2-dimethylpropanoate
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane Substitution; | 100% |
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 100% |
2-hydroxybromobenzene
(2-trimethylethylsilylethoxy)methyl chloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 2h; | 100% |
With N,N-diethyl-N-isopropylamine In dichloromethane at 0 - 20℃; | 95% |
With aluminum oxide; potassium fluoride In 1,2-dimethoxyethane at 25℃; | 92% |
(2-trimethylethylsilylethoxy)methyl chloride
methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxybutanoate
methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-(2-trimethylsilylethoxy)methoxybutanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
(2-trimethylethylsilylethoxy)methyl chloride
Conditions | Yield |
---|---|
Stage #1: N-benzyloxycarbonyl-C-(2H-tetrazol-5-yl)methylamine With caesium carbonate In methanol at 20℃; for 2h; deprotonation; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide at 20℃; for 18h; Alkylation; Further stages.; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(S)-2-((4R,5S)-4,8-Dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-2-hydroxy-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
(S)-2-((4R,5S)-4,8-Dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-2-(2-trimethylsilanyl-ethoxymethoxy)-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 50℃; for 14h; | 100% |
With 1-amino-3-methylbutane; tetra-(n-butyl)ammonium iodide In dichloromethane at 50℃; for 14h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(5R,6R)-6-hydroxymethyl-5-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]-2-(2-nitrophenyl)-2-cyclohexen-1-one
(5R,6R)-5-[(1E)-3-[(4-methoxyphenyl)methoxy]-1-[[[tris-(1-methylethyl)silyl]oxy]methyl]-1-propenyl]-2-(2-nitrophenyl)-6-[[[2-(trimethylsilyl)ethoxy]methoxy]methyl]-2-cyclohexen-1-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
1,1,1,3,3,3-hexafluoro-2-(1,3-thiazol-2-yl)propan-2-ol
2-{1-trifluoromethyl-1-[(2-trimethylsilylethoxy)methoxy]-2,2,2-trifluoroethyl}thiazole
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h; | 100% |
(2-trimethylethylsilylethoxy)methyl chloride
(3aR,5aR,6S,9S,9aR,9bR)-9-(tert-butyldimethylsiloxy)-3,3a,4,5a,6,7,8,9,9a,9b-decahydro-6-hydroxy-9b-[3-(methoxymethoxy)propyl]-2,3,3,5a-tetramethyl-5H-benz[e]inden-5-one
(3aR,5aR,6S,9S,9aR,9bR)-9-(tert-butyldimethylsiloxy)-3,3a,4,5a,6,7,8,9,9a,9b-decahydro-9b-[3-(methoxymethoxy)propyl]-2,3,3,5a-tetramethyl-6-[[2-(trimethylsilyl)ethoxy]methoxy]-5H-benz[e]inden-5-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide In dichloromethane at 20℃; | 100% |
N-(2-iodo-4-methoxyphenyl)-1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxamide
(2-trimethylethylsilylethoxy)methyl chloride
N-(2-(trimethylsilyl)ethoxymethyl)-N-[2-iodo-4-methoxyphenyl]-1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxamide
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 20℃; for 3h; | 100% |
7-Azaindole
(2-trimethylethylsilylethoxy)methyl chloride
1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine
Conditions | Yield |
---|---|
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.25h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1.25h; | 100% |
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.25h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1.25h; | 100% |
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In N,N-dimethyl-formamide; mineral oil for 1h; | 100% |
(2S,4S)-2-(4-chlorobenzyloxymethyl)-4-(1-chloroisoquinoline-5-sulfonylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester
(2-trimethylethylsilylethoxy)methyl chloride
(2S,4S)-2-(4-chlorobenzyloxymethyl)-4-[(1-chloroisoquinoline-5-sulfonyl)-(2-trimethylsilylethoxymethyl)amino]-pyrrolidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 0℃; for 1.5h; | 100% |
2-bromophenylethyl alcohol
(2-trimethylethylsilylethoxy)methyl chloride
{2-[2-(2-bromo-phenyl)-ethoxymethoxy]-ethyl}-trimethyl-silane
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine | 100% |
8-bromo-6-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester
(2-trimethylethylsilylethoxy)methyl chloride
8-bromo-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With sodium hydride In 1-methyl-pyrrolidin-2-one at 20℃; for 2.5h; | 100% |
In 1-methyl-pyrrolidin-2-one | |
In 1-methyl-pyrrolidin-2-one | |
In 1-methyl-pyrrolidin-2-one |
ethyl 1H-imidazole-2-carboxylate
(2-trimethylethylsilylethoxy)methyl chloride
ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 12h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; | 100% |
Stage #1: ethyl 1H-imidazole-2-carboxylate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h; Inert atmosphere; Stage #2: (2-trimethylethylsilylethoxy)methyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2.5h; Inert atmosphere; | 95% |
With potassium carbonate In acetone at 0 - 20℃; for 16h; | 85% |
The systematic name of 2-(Trimethylsilyl)ethoxymethyl chloride is [2-(chloromethoxy)ethyl](trimethyl)silane. With the CAS registry number 76513-69-4, it is also named as Silane, [2-(chloromethoxy)ethyl]trimethyl-. The product's categories are Aliphatics; Biochemistry; Protection & Derivatization Reagents (for Synthesis); Reagents for Oligosaccharide Synthesis; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. It is colorless to light yellow liquid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.23; (4)ACD/LogD (pH 7.4): 2.23; (5)ACD/BCF (pH 5.5): 29.25; (6)ACD/BCF (pH 7.4): 29.25; (7)ACD/KOC (pH 5.5): 390.03; (8)ACD/KOC (pH 7.4): 390.03; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 45.15 cm3; (15)Molar Volume: 181 cm3; (16)Polarizability: 17.9×10-24 cm3; (17)Surface Tension: 21.1 dyne/cm; (18)Density: 0.92 g/cm3; (19)Flash Point: 46.7 °C; (20)Enthalpy of Vaporization: 40.12 kJ/mol; (21)Boiling Point: 182.1 °C at 760 mmHg; (22)Vapour Pressure: 1.12 mmHg at 25°C.
Preparation of 2-(Trimethylsilyl)ethoxymethyl chloride: It can be obtained by formaldehyde and 2-trimethylsilanyl-ethanol. This reaction needs reagent HCl at temperature of 0 °C. The yield is 87%.
Uses of 2-(Trimethylsilyl)ethoxymethyl chloride: It can react with 1H-imidazole to get 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole. This reaction needs reagent NaH and solvent tetrahydrofuran at temperature of 20 °C. The reaction time is 2.5 hours.
When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep it away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:ClCOCC[Si](C)(C)C
2. InChI:InChI=1/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
3. InChIKey:BPXKZEMBEZGUAH-UHFFFAOYAW
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