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tert-Butyldimethylsilyl chloride

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Name

tert-Butyldimethylsilyl chloride

EINECS 242-042-4
CAS No. 18162-48-6 Density 0.862 g/cm3
PSA 0.00000 LogP 3.23040
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;

Article Data 33

tert-Butyldimethylsilyl chloride Synthetic route

29681-57-0

tert-butyldimethylsilane

563-47-3

3-Chloro-2-methylpropene

18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
palladium diacetate99.8%
72726-46-6

tert-butyl(dimethyl)(phenylseleno)silane

A

1666-13-3

diphenyl diselenide

B

18162-48-6

tert-butyldimethylsilyl chloride

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

phosgene

75-77-4

chloro-trimethyl-silane

18173-64-3

tert-butyldimethylsilanol

107-06-2

1,2-dichloro-ethane

18162-48-6

tert-butyldimethylsilyl chloride

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

phosgene

75-77-4

chloro-trimethyl-silane

18173-64-3

tert-butyldimethylsilanol

107-06-2

1,2-dichloro-ethane

93-61-8

N-methyl-N-phenylformamide

18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
92%
29681-57-0

tert-butyldimethylsilane

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%
18159-55-2

tri-t-butylsilane

18162-48-6

tert-butyldimethylsilyl chloride

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

tertiary butyl chloride

75-78-5

dimethylsilicon dichloride

18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; hexane78%
With copper(l) cyanide; magnesium In tetrahydrofuran for 2h; Heating;74%
66548-21-8

di(methyl)tert-butyl(methoxy)silane

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%
594-19-4

tert.-butyl lithium

75-78-5

dimethylsilicon dichloride

18162-48-6

tert-butyldimethylsilyl chloride

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

dimethylsilicon dichloride

18162-48-6

tert-butyldimethylsilyl chloride

Conditions
ConditionsYield
With t-C4H9Li In not given58%
With tert.-butyl lithium In not given58%

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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