Product Name

  • Name

    2-(Trimethylsilyl)ethoxymethyl chloride

  • EINECS 278-483-4
  • CAS No. 76513-69-4
  • Article Data8
  • CAS DataBase
  • Density 0.92 g/cm3
  • Solubility decomposes in water
  • Melting Point
  • Formula C6H15ClOSi
  • Boiling Point 182.1 °C at 760 mmHg
  • Molecular Weight 166.723
  • Flash Point 46.7 °C
  • Transport Information UN 2920 8/PG 2
  • Appearance Colorless to light yellow liquid
  • Safety 26-28-36/37/39-45-16
  • Risk Codes 10-34
  • Molecular Structure Molecular Structure of 76513-69-4 (2-(Trimethylsilyl)ethoxymethyl chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms 2-(Trimethylsilanyl)ethoxymethylchloride;Chloromethyl2-(trimethylsilyl)ethyl ether;Chloromethyl trimethylsilylethyl ether;SEMchloride;[2-(Chloromethoxy)ethyl]trimethylsilane;[2-[(Chloromethyl)oxy]ethyl]trimethylsilane;[[2-(Trimethylsilyl)ethyl]oxy]methyl chloride;b-(Trimethylsilyl)ethoxymethyl chloride;
  • PSA 9.23000
  • LogP 2.53750

Synthetic route

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1-bromo-2-(chloromethoxy)ethane
1462-35-7

1-bromo-2-(chloromethoxy)ethane

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

Conditions
ConditionsYield
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
50-00-0

formaldehyd

2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

Conditions
ConditionsYield
With hydrogenchloride for 0.5h;90%
With hydrogenchloride at 0℃;87%
With hydrogenchloride for 0.433333h;85%
1H-imidazole
288-32-4

1H-imidazole

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
101226-33-9

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Conditions
ConditionsYield
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
63598-38-9

1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose
76513-66-1

1,5-anhydro-4,6-O-benzylidene-2-deoxy-3-O-<<2-(trimethylsilyl)ethoxy>methyl>-D-ribo-hex-1-enopyranose

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane100%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(1R,7aS)-tetrahydro-1-methyl-1-(hydroxymethyl)-1H,3H-pyrrolo<1,2-c>oxazol-3-one
123190-86-3

(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
123190-87-4

(1R,7aS)-tetrahydro-1-methyl-1-<<2-(trimethylsilyl)ethoxy>methoxy>methyl-1H,3H-pyrrolo<1,2-c>oxazol-3-one

Conditions
ConditionsYield
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
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

N-(2-Allyl-phenyl)-4-hydroxy-butyramide
114877-74-6

N-(2-Allyl-phenyl)-4-hydroxy-butyramide

N-(2-Allyl-phenyl)-4-(2-trimethylsilanyl-ethoxymethoxy)-butyramide
114877-90-6

N-(2-Allyl-phenyl)-4-(2-trimethylsilanyl-ethoxymethoxy)-butyramide

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate
105427-88-1

methyl 3-bromo-5-chloro-2,4-dihydroxy-6-methylbenzoate

methyl 2,4-bis[2-(trimethylsilyl)ethoxymethoxy]-3-bromo-5-chloro-6-methylbenzoate
105427-90-5

methyl 2,4-bis[2-(trimethylsilyl)ethoxymethoxy]-3-bromo-5-chloro-6-methylbenzoate

Conditions
ConditionsYield
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
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

7-(4-tert-Butyldimethylsiloxy-2-hydroxybutyl)-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene
144617-49-2

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
144617-50-5

7-<4-tert-Butyldimethylsilyloxy-2-(2-trimethylsilylethoxy)methoxybutyl>-1,4-dioxa-8-thiaspiro<4.5>dec-6-ene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h; Ambient temperature;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

14-acetylpodocarpa-8,11,13-trien-12-ol

14-acetylpodocarpa-8,11,13-trien-12-ol

14-acetyl-12-<2'-(trimethylsilyl)ethoxymethoxy>podocarpa-8,11,13-triene
154843-48-8

14-acetyl-12-<2'-(trimethylsilyl)ethoxymethoxy>podocarpa-8,11,13-triene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Ambient temperature;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(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
173396-52-6

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
173289-89-9

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
ConditionsYield
With N-ethyl-N,N-diisopropylamine100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;96%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2S)-1-benzyloxy-2-butanol
117039-90-4

(2S)-1-benzyloxy-2-butanol

[2-((S)-1-Benzyloxymethyl-propoxymethoxy)-ethyl]-trimethyl-silane
179944-03-7

[2-((S)-1-Benzyloxymethyl-propoxymethoxy)-ethyl]-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane Ambient temperature;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol
153223-10-0

(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
153181-18-1

dibenzyl ((2R,3S,4S,5R)-1,6-diphenyl-3,4-bis((2-(trimethylsilyl)ethoxy)methoxy)hexane-2,5-diyl)dicarbamate

Conditions
ConditionsYield
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
6921-64-8

4'-hydroxy-2'-methylacetophenone

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

1-[4-Methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-ethanone
180988-76-5

1-[4-Methyl-2-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-ethanone

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 1h;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(4S)-4-((2R)-2-hydroxypent-4-enyl)-2,2-dimethyl-1,3-dioxolane
87318-96-5

(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
115843-76-0

{2-[(R)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-but-3-enyloxymethoxy]-ethyl}-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 16h; Ambient temperature;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(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
210774-79-1

(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
210774-80-4

(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
ConditionsYield
With tetra-(n-butyl)ammonium iodide; diisopropylamine In dichloromethane for 2h; Heating;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

methyl 6-hydroxynaphthalene-2-carboxylate
17295-11-3

methyl 6-hydroxynaphthalene-2-carboxylate

6-(2-trimethylsilanyl-ethoxymethoxy)-naphthalene-2-carboxylic acid methyl ester

6-(2-trimethylsilanyl-ethoxymethoxy)-naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 6h;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

methyl 7-hydroxy-2-naphthalenecarboxylate
95901-05-6

methyl 7-hydroxy-2-naphthalenecarboxylate

methyl 7-(2-trimethylsilyl-ethoxymethoxy)-naphthalene-2-carboxylate
188861-94-1

methyl 7-(2-trimethylsilyl-ethoxymethoxy)-naphthalene-2-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 6h;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2R,3S,4S,5R)-6-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-phenylsulfanyl-hexan-3-ol
236427-73-9

(2R,3S,4S,5R)-6-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-phenylsulfanyl-hexan-3-ol

C38H68O5SSi3
236427-74-0

C38H68O5SSi3

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane for 6h; Heating;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2R,5S,8R,3E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-5-hydroxytrideca-4,6-dienyl 2,2-dimethylpropanoate
286930-16-3

(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
286930-17-4

(2R,5S,8R,3E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-5-(2-trimethylsilyl)ethoxytrideca-4,6-dienyl 2,2-dimethylpropanoate

Conditions
ConditionsYield
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
95-56-7

2-hydroxybromobenzene

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2-((2-bromophenoxy)methoxy)ethyl)trimethylsilane

(2-((2-bromophenoxy)methoxy)ethyl)trimethylsilane

Conditions
ConditionsYield
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
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxybutanoate
332843-95-5

methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-hydroxybutanoate

methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-(2-trimethylsilylethoxy)methoxybutanoate
332843-96-6

methyl (3S)-4-(4,4'-dimethoxytriphenyl)methoxy-3-(2-trimethylsilylethoxy)methoxybutanoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;99%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

N-benzyloxycarbonyl-C-(2H-tetrazol-5-yl)methylamine

N-benzyloxycarbonyl-C-(2H-tetrazol-5-yl)methylamine

N-benzyloxycarbonyl-C-[2-(trimethylsilylethoxy)methyl-2H-tetrazol-5-yl]methylamine

N-benzyloxycarbonyl-C-[2-(trimethylsilylethoxy)methyl-2H-tetrazol-5-yl]methylamine

Conditions
ConditionsYield
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
76513-69-4

(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
306292-47-7

(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
306292-53-5

(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
ConditionsYield
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
76513-69-4

(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
482351-14-4

(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
482351-22-4

(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
ConditionsYield
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
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

1,1,1,3,3,3-hexafluoro-2-(1,3-thiazol-2-yl)propan-2-ol
362718-79-4

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
362718-80-7

2-{1-trifluoromethyl-1-[(2-trimethylsilylethoxy)methoxy]-2,2,2-trifluoroethyl}thiazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 48h;100%
(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(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
607406-42-8

(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
607406-43-9

(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
ConditionsYield
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
862885-09-4

N-(2-iodo-4-methoxyphenyl)-1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxamide

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

N-(2-(trimethylsilyl)ethoxymethyl)-N-[2-iodo-4-methoxyphenyl]-1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxamide
862885-17-4

N-(2-(trimethylsilyl)ethoxymethyl)-N-[2-iodo-4-methoxyphenyl]-1-{tert-butyloxycarbonyl}pyrrolidine-3-carboxamide

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 3h;100%
7-Azaindole
271-63-6

7-Azaindole

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine
879132-46-4

1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
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
874447-84-4

(2S,4S)-2-(4-chlorobenzyloxymethyl)-4-(1-chloroisoquinoline-5-sulfonylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

(2S,4S)-2-(4-chlorobenzyloxymethyl)-4-[(1-chloroisoquinoline-5-sulfonyl)-(2-trimethylsilylethoxymethyl)amino]-pyrrolidine-1-carboxylic acid tert-butyl ester
874447-86-6

(2S,4S)-2-(4-chlorobenzyloxymethyl)-4-[(1-chloroisoquinoline-5-sulfonyl)-(2-trimethylsilylethoxymethyl)amino]-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 1.5h;100%
2-bromophenylethyl alcohol
1074-16-4

2-bromophenylethyl alcohol

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

{2-[2-(2-bromo-phenyl)-ethoxymethoxy]-ethyl}-trimethyl-silane
900812-81-9

{2-[2-(2-bromo-phenyl)-ethoxymethoxy]-ethyl}-trimethyl-silane

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine100%
8-bromo-6-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester
442549-50-0

8-bromo-6-methoxy-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

8-bromo-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid methyl ester
442549-51-1

8-bromo-6-methoxy-4-(2-trimethylsilanyl-ethoxymethoxy)-quinoline-2-carboxylic acid methyl ester

Conditions
ConditionsYield
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
33543-78-1

ethyl 1H-imidazole-2-carboxylate

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate
329984-05-6

ethyl 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate

Conditions
ConditionsYield
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%

2-(Trimethylsilyl)ethoxymethyl chloride Specification

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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