Product Name

  • Name

    tert-Butyldimethylsilyl chloride

  • EINECS 242-042-4
  • CAS No. 18162-48-6
  • Article Data33
  • CAS DataBase
  • Density 0.862 g/cm3
  • Solubility Soluble in chloroform and ethyl acetate. Insoluble in water.
  • Melting Point 86-89 °C
  • Formula C6H15ClSi
  • Boiling Point 125 °C at 760 mmHg
  • Molecular Weight 150.724
  • Flash Point 22.8 °C
  • Transport Information UN 2925 4.1/PG 2
  • Appearance White solid
  • Safety 26-36/37/39-46-62-45-25-16-28-27-33-29-53
  • Risk Codes 22-35-40-34-10-19-11-67-65-63-48/20-20/21/22-45-23/24/25
  • Molecular Structure Molecular Structure of 18162-48-6 (tert-Butyldimethylsilyl chloride)
  • Hazard Symbols CorrosiveC,FlammableF,ToxicT
  • Synonyms Silane,chloro-tert-butyldimethyl- (8CI);(1,1-Dimethylethyl)dimethylsilyl chloride;Chloro-tert-butyldimethylsilane;Dimethyl(1,1-dimethylethyl)chlorosilane;Dimethyl-tert-butylsilyl chloride;TBDMS chloride;TBDMS-Cl;t-Butyldimethylchlorosilane;tert-Butyl(dimethyl)silane chloride;tert-Butyldimethylchlorosilane;Tert-butyldimethylsilyl chloride ( TBMS );T-Butyldimethylsilyl chloride;tert-Butyldimethylsilyl chloride;
  • PSA 0.00000
  • LogP 3.23040

Synthetic route

tert-butyldimethylsilane
29681-57-0

tert-butyldimethylsilane

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
palladium diacetate99.8%
tert-butyl(dimethyl)(phenylseleno)silane
72726-46-6

tert-butyl(dimethyl)(phenylseleno)silane

A

diphenyl diselenide
1666-13-3

diphenyl diselenide

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With chlorine In tetrachloromethaneA 96%
B 93%
phosgene
75-44-5

phosgene

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

tert-butyldimethylsilanol
18173-64-3

tert-butyldimethylsilanol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide96%
phosgene
75-44-5

phosgene

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

tert-butyldimethylsilanol
18173-64-3

tert-butyldimethylsilanol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

N-methyl-N-phenylformamide
93-61-8

N-methyl-N-phenylformamide

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
92%
tert-butyldimethylsilane
29681-57-0

tert-butyldimethylsilane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With hexachloroethane; palladium dichloride In tetrahydrofuran at 20℃; for 2h;89%
With tetrabutylammonium perchlorate; copper(l) chloride In 1,2-dimethoxyethane electrochemical reaction;83%
With copper(l) iodide; copper dichloride In tetrahydrofuran; diethyl ether at 20℃; for 60h;73%
tri-t-butylsilane
18159-55-2

tri-t-butylsilane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With hydrogenchloride; palladium on activated charcoal In hexane at 25℃; for 2h;87%
tertiary butyl chloride
507-20-0

tertiary butyl chloride

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; hexane78%
With copper(l) cyanide; magnesium In tetrahydrofuran for 2h; Heating;74%
di(methyl)tert-butyl(methoxy)silane
66548-21-8

di(methyl)tert-butyl(methoxy)silane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 10h;78%
With hydrogenchloride In hexane at 0℃; for 2h;71%
With hydrogenchloride In water at 20℃; for 5 - 10h; Product distribution / selectivity;60%
tert.-butyl lithium
594-19-4

tert.-butyl lithium

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In pentane for 2h; Heating;61%
dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With t-C4H9Li In not given58%
With tert.-butyl lithium In not given58%
bis(trifluoromethyl)germanium chloride
66348-17-2

bis(trifluoromethyl)germanium chloride

1,3-di-tert-butyl-1,1,3,3-tetramethyldisilatellurane
80594-86-1

1,3-di-tert-butyl-1,1,3,3-tetramethyldisilatellurane

A

bistris(trifluoromethyl)germyl telluride
112438-43-4

bistris(trifluoromethyl)germyl telluride

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
Ar atmosphere, heating (80°C, 2 d); protection against light; fractional sublimation; elem. anal.;A 52%
B n/a
tert-butyldimethylsilanol
18173-64-3

tert-butyldimethylsilanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With thionyl chloride In chloroform for 0.5h;39%
With hydrogenchloride In hexane at 0℃; for 2h;98 % Chromat.
tert-butyldimethylfluorosilane
2357-76-8

tert-butyldimethylfluorosilane

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With chloro-trimethyl-silane; aluminium trichloride
1-(tert-butyldimethylsilyloxy)-1-isopropoxycyclopropane
96760-01-9

1-(tert-butyldimethylsilyloxy)-1-isopropoxycyclopropane

A

isopropyl chloride
75-29-6

isopropyl chloride

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

C

isopropyl 3-(trichlorotitanio)propionate

isopropyl 3-(trichlorotitanio)propionate

D

C9H19Cl3O2SiTi

C9H19Cl3O2SiTi

Conditions
ConditionsYield
With titanium tetrachloride In chloroform-d1 Product distribution; Mechanism;
Aminodichlorphosphan
85909-11-1

Aminodichlorphosphan

A

C6H15ClNPSi

C6H15ClNPSi

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
at 319.84℃; Thermolysis;
2-(trimethylsilyl)propene
18163-07-0

2-(trimethylsilyl)propene

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH4F*HF, H2SO4
2: ClSiMe3, AlCl3
View Scheme
1H-imidazole
288-32-4

1H-imidazole

7'-chloro-4'-methylfluorescein
389625-48-3

7'-chloro-4'-methylfluorescein

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide
tert-butylmagnesium chloride
677-22-5

tert-butylmagnesium chloride

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1H-imidazole
288-32-4

1H-imidazole

(2R)-4-(3-pyridyl)-1,2-butanediol
192376-55-9

(2R)-4-(3-pyridyl)-1,2-butanediol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

A

(2R)-2-(tert-butyldimethylsilyloxy)-4-(pyridin-3-yl)-1-(4-toluenesulfonyloxy)butane
192376-56-0

(2R)-2-(tert-butyldimethylsilyloxy)-4-(pyridin-3-yl)-1-(4-toluenesulfonyloxy)butane

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In pyridine; dichloromethane
tert-butyldimethylsilane
29681-57-0

tert-butyldimethylsilane

copper(I) iodide
7681-65-4

copper(I) iodide

copper(II) chloride
7447-39-4

copper(II) chloride

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In tetrahydrofuran
1,2-dimethoxybenzene
91-16-7

1,2-dimethoxybenzene

tert-butyldimethylsilane
29681-57-0

tert-butyldimethylsilane

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

A

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

B

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
AlCl3A n/a
B 91% and 92%
1H-imidazole
288-32-4

1H-imidazole

potassium hydrogensulfate
7646-93-7

potassium hydrogensulfate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
In N-methyl-acetamide
2,2'-Anhydrouridine
3736-77-4

2,2'-Anhydrouridine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(2R,3R,3aS,9aR)-3-((tert-butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,3a-dihydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6(9aH)-one
55264-11-4

(2R,3R,3aS,9aR)-3-((tert-butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,3a-dihydro-2H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6(9aH)-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide for 3h; Ambient temperature;92%
With pyridine; 1H-imidazole Ambient temperature;61%
With 1H-imidazole
With 1H-imidazole In N,N-dimethyl-formamide for 1h;
1-Octyn-3-ol
818-72-4

1-Octyn-3-ol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-(tert-butyldimethylsilyloxy)oct-1-yne
60134-93-2

3-(tert-butyldimethylsilyloxy)oct-1-yne

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 8h; Ambient temperature;100%
With 1H-imidazole silylation;99%
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; for 20h;99%
glycolic Acid
79-14-1

glycolic Acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(tert-butyldimethylsiloxy) acetic acid tert-butyldimethylsilyl ester
67226-76-0

(tert-butyldimethylsiloxy) acetic acid tert-butyldimethylsilyl ester

Conditions
ConditionsYield
With pyridine for 2h; Ambient temperature;100%
With 1H-imidazole In N,N-dimethyl-formamide for 10h; Ambient temperature;97%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;95%
pent-1-yn-5-ol
5390-04-5

pent-1-yn-5-ol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-(tert-butyldimethylsilyloxy)-4-pentyne
61362-77-4

1-(tert-butyldimethylsilyloxy)-4-pentyne

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃;100%
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 4h; Inert atmosphere;100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;100%
cyclopent-3-enol
14320-38-8

cyclopent-3-enol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-tert-butyldimethylsilyloxycyclopentene
68845-72-7

4-tert-butyldimethylsilyloxycyclopentene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;100%
With 1H-imidazole In dichloromethane at 0 - 20℃; for 16.5h;100%
With 1H-imidazole In tetrahydrofuran at 0℃;95%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

benzyl alcohol
100-51-6

benzyl alcohol

(benzyloxy)(tert-butyl)dimethylsilane
53172-91-1

(benzyloxy)(tert-butyl)dimethylsilane

Conditions
ConditionsYield
With P(MeN(CH3)CH2CH2)3N; triethylamine In acetonitrile at 24℃; for 2.5h;100%
With ferric hydrogen sulphate; triethylamine In acetonitrile at 20℃; for 60h; Inert atmosphere; chemoselective reaction;100%
With 1H-imidazole; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 20℃; for 0.5h;99%
tetrahydrofuran
109-99-9

tetrahydrofuran

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane
92511-12-1

1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane

Conditions
ConditionsYield
With sodium iodide In acetonitrile at 55℃; for 16h; Inert atmosphere;100%
With sodium iodide In tetrahydrofuran; acetonitrile at 55℃; for 18h; Inert atmosphere;100%
With sodium iodide In acetonitrile at 20℃; Inert atmosphere; Darkness;93%
(2-furyl)methyl alcohol
98-00-0

(2-furyl)methyl alcohol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl(furan-2-ylmethoxy)dimethylsilane
121389-55-7

tert-butyl(furan-2-ylmethoxy)dimethylsilane

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at -78 - 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide99%
With 1H-imidazole In N,N-dimethyl-formamide at 23℃; for 0.5h;97%
furan-3-methanol
4412-91-3

furan-3-methanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl (furan-3-ylmethoxy)dimethylsilane
89861-06-3

tert-butyl (furan-3-ylmethoxy)dimethylsilane

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 2h;100%
With 1H-imidazole In dichloromethane100%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h; Ambient temperature;98%
indole
120-72-9

indole

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

N-tert-butyldimethylsilylindole
40899-73-8

N-tert-butyldimethylsilylindole

Conditions
ConditionsYield
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
100%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h;
100%
Stage #1: indole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.75h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 12h; Inert atmosphere;
93%
pyridine-4-methanol
586-95-8

pyridine-4-methanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-((tert-butyldimethylsilyloxy)methyl)pyridine
117423-41-3

4-((tert-butyldimethylsilyloxy)methyl)pyridine

Conditions
ConditionsYield
With 1H-imidazole In DMF (N,N-dimethyl-formamide) for 3.25h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;100%
Stage #1: tert-butyldimethylsilyl chloride With 1H-imidazole In dichloromethane; N,N-dimethyl-formamide for 0.166667h; Inert atmosphere;
Stage #2: pyridine-4-methanol In dichloromethane; N,N-dimethyl-formamide at 20℃; for 13h; Inert atmosphere;
99%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

5-(((tert-butyldimethylsilyl)oxy)methyl)furan-2-carbaldehyde
155108-06-8

5-(((tert-butyldimethylsilyl)oxy)methyl)furan-2-carbaldehyde

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 24h; Inert atmosphere;100%
Stage #1: 5-hydroxymethyl-2-furfuraldehyde With 1H-imidazole In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 20℃; Inert atmosphere; Darkness;
99%
With potassium carbonate In dichloromethane at 20℃; for 12h;99%
1,3-dihydroxyacetone dimer
62147-49-3

1,3-dihydroxyacetone dimer

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1,3-bis-O-(tert-butyldimethylsilyl)-1,3-dihydroxy-2-propanone
127382-65-4

1,3-bis-O-(tert-butyldimethylsilyl)-1,3-dihydroxy-2-propanone

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 18h;100%
With triethylamine In dichloromethane at 20℃; for 12h;99%
With 1H-imidazole In N,N-dimethyl-formamide for 3h; Ambient temperature;98%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole
101079-48-5

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;100%
With 1H-imidazole In N,N-dimethyl-formamide for 16h; Ambient temperature;99%
7-hydroxychroman-2-one
5631-67-4

7-hydroxychroman-2-one

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

7-((tert-butyldimethylsilyl)oxy)chroman-2-one
82861-23-2

7-((tert-butyldimethylsilyl)oxy)chroman-2-one

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 25℃; for 10h;100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;91%
2'-deoxyuridine
951-78-0

2'-deoxyuridine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine
64911-18-8

3',5'-O-di(tert-butyldimethylsilyl)-2'-deoxyuridine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 3h;100%
With pyridine; 1H-imidazole at 0 - 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide Etherification;97%
5-bromo-2'-deoxyuridine
59-14-3

5-bromo-2'-deoxyuridine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3',5'-di-O-(tert-butyldimethylsilyl)-5-bromo-2'-deoxyuridine
154925-95-8

3',5'-di-O-(tert-butyldimethylsilyl)-5-bromo-2'-deoxyuridine

Conditions
ConditionsYield
With pyridine at 40℃; for 20h; Inert atmosphere;100%
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 12h;99%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 60h;96%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 1.5h;94%
With TEA In tetrahydrofuran at 75℃; for 40h;65%
lithium cyanide
2408-36-8

lithium cyanide

cyclohexanone
108-94-1

cyclohexanone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-<(tert-butyldimethylsilyl)oxy>-1-cyanocyclohexane
114114-74-8

1-<(tert-butyldimethylsilyl)oxy>-1-cyanocyclohexane

Conditions
ConditionsYield
In tetrahydrofuran for 70h; Ambient temperature;100%
2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine
51549-35-0

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide silylation;97%
With 1H-imidazole In N,N-dimethyl-formamide; toluene for 3h; Inert atmosphere; Heating; Large scale;97%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
120743-99-9

p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran100%
With dmap; triethylamine In [D3]acetonitrile at 25℃; for 0.2h;99%
With triethylamine In dichloromethane at 20℃; for 2h;98%
salicylaldehyde
90-02-8

salicylaldehyde

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-((tert-butyldimethylsilyl)oxy)benzaldehyde
116585-12-7

2-((tert-butyldimethylsilyl)oxy)benzaldehyde

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 1h;100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;100%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h; Schlenk technique; Glovebox;100%
vanillin
121-33-5

vanillin

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

O-tert-butyldimethylsilylvanillin
69404-94-0

O-tert-butyldimethylsilylvanillin

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 2h;100%
With 1H-imidazole; dmap In dichloromethane at 20℃; Inert atmosphere;100%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 2h;100%
ethylene glycol
107-21-1

ethylene glycol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2-(tert-butyldimethylsilyloxy)ethanol
102229-10-7

2-(tert-butyldimethylsilyloxy)ethanol

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.166667h; Cooling with ice;100%
With dmap; triethylamine In dichloromethane at 0 - 20℃;99%
With pyridine at 20℃; for 2h; Inert atmosphere;99%
isovanillin
621-59-0

isovanillin

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

p-methoxy-m-(tert-butyldimethylsilyloxy)-benzaldehyde
97315-18-9

p-methoxy-m-(tert-butyldimethylsilyloxy)-benzaldehyde

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;100%
With 2-(Dimethylamino)pyridine; triethylamine In dichloromethane at 0 - 20℃; for 12h;100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide Inert atmosphere;100%
ethyl 2-hydroxypropionate
97-64-3, 2676-33-7

ethyl 2-hydroxypropionate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(S)-(-)-ethyl 2-(tert-butyldimethylsilyloxy)propanoate
105198-38-7

(S)-(-)-ethyl 2-(tert-butyldimethylsilyloxy)propanoate

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane a) RT, overnight, b) reflux, 10 h;100%
With 1H-imidazole
With 1H-imidazole In dichloromethane Ambient temperature;
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl(5-hexenyloxy)dimethylsilane
85807-84-7

tert-butyl(5-hexenyloxy)dimethylsilane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide100%
With 1H-imidazole In tetrahydrofuran at 20℃;100%
With 1H-imidazole In dichloromethane at 20℃; for 19h;100%
6-Hydroxyhexanoic acid
1191-25-9

6-Hydroxyhexanoic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

6-(tert-butyldimethylsilyloxy)hexanoic acid
77744-44-6

6-(tert-butyldimethylsilyloxy)hexanoic acid

Conditions
ConditionsYield
Stage #1: 6-Hydroxyhexanoic acid With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
100%
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 0.25h;87%
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; Inert atmosphere;86%
With 1H-imidazole In N,N-dimethyl-formamide at 50℃;80%
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; Inert atmosphere;
2,3-O-isopropylidene-L-threitol
50622-09-8

2,3-O-isopropylidene-L-threitol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

[(4S,5S)-5-[(tert-butyl(dimethyl)silyl)oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
108817-96-5

[(4S,5S)-5-[(tert-butyl(dimethyl)silyl)oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

Conditions
ConditionsYield
Stage #1: 2,3-O-isopropylidene-L-threitol With sodium hydride In tetrahydrofuran at 0 - 20℃;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 16h;
100%
With 1H-imidazole; dmap In dichloromethane at 20℃; for 3h; Inert atmosphere;100%
Stage #1: 2,3-O-isopropylidene-L-threitol With sodium hydride In tetrahydrofuran at 20℃; for 0.75h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at 20℃; for 0.75h; Inert atmosphere;
98%
p-cresol
106-44-5

p-cresol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-Butyl(dimethyl)-(4-methylphenoxy)silane
62790-85-6

tert-Butyl(dimethyl)-(4-methylphenoxy)silane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;99%
With 1H-imidazole; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 20℃; for 2h;97%
4-Fluorophenol
371-41-5

4-Fluorophenol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-<(dimethyl-tert-butylsilyl)oxy>fluorobenzene
113984-68-2

4-<(dimethyl-tert-butylsilyl)oxy>fluorobenzene

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;100%
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 12h;98%
With 1H-imidazole In N,N-dimethyl-formamide at 0℃; for 1h;91%

tert-Butyldimethylsilyl chloride Consensus Reports

Reported in EPA TSCA Inventory.

tert-Butyldimethylsilyl chloride Specification

The tert-Butyldimethylsilyl chloride, with the CAS registry number 18162-48-6,is also known as TBSCl; tert-Butylchlorodimethylsilane; t-Butyldimethylsilyl chloride; t-Butyldimethylchlorosilane. It belongs to the product categories of organosilicon compounds;Miscellaneous Reagents.Its EINECS number is 242-042-4. This chemical's molecular formula is C6H15ClSi and molecular weight is 150.72. What's more,Its systematic name is Ttert-Butylchlorodimethylsilane .It is a White solid which is Flammable, Corrosive and Moisture Sensitive.The tert-Butylchlorodimethylsilane (CAS NO.18162-48-6) is used for pharmaceutical intermediates, and is also used in organic synthesis as hydroxyl protectant.

Physical properties about tert-Butyldimethylsilyl chloride are:
(1)ACD/LogP:  2.833; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  2.83; (4)ACD/LogD (pH 7.4):  2.83; (5)ACD/BCF (pH 5.5):  83.82; (6)ACD/BCF (pH 7.4):  83.82; (7)ACD/KOC (pH 5.5):  828.61; (8)ACD/KOC (pH 7.4):  828.61; (9)#H bond acceptors:  0; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  1; (12)Index of Refraction:  1.411; (13)Molar Refractivity:  43.378 cm3; (14)Molar Volume:  174.746 cm3; (15)Surface Tension:  18.7350006103516 dyne/cm; (16)Density:  0.863 g/cm3; (17)Flash Point:  22.778 °C; (18)Enthalpy of Vaporization:  34.789 kJ/mol; (19)Boiling Point:  124.999 °C at 760 mmHg; (20)Vapour Pressure:  15.0319995880127 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:Cl[Si](C(C)(C)C)(C)C;
(2)Std. InChI:InChI=1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3;
(3)Std. InChIKey:BCNZYOJHNLTNEZ-UHFFFAOYSA-N.

The toxicity data of tert-Butyldimethylsilyl chloride are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 1gm/kg (1000mg/kg) IMMUNOLOGICAL INCLUDING ALLERGIC: DECREASED IMMUNE RESPONSE Personal Communication from G.D. Stoner, Dept. of Community Medicine, School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975Vol. 27MAY1975,

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