Trimethylsilyl chlorosulphate supplier

Name
TRIMETHYLSILYL CHLOROSULFONATE
EINECS 224-425-8
CAS No. 4353-77-9
Article Data12
CAS DataBase
Density 1.236 g/cm³
Solubility
Melting Point -26 °C (lit.)
Formula C₃H₉ClO₃SSi
Boiling Point 169 °C at 760 mmHg
Molecular Weight 188.707
Flash Point 51 °C
Transport Information UN 2920
Appearance
Safety 26-36/37/39-45
Risk Codes 10-34
Molecular Structure
Hazard Symbols C
Synonyms (chlorosulfonyloxy-dimethyl-silyl)methane;
PSA 51.75000
LogP 2.40230

Synthetic route

: 18306-29-1
bis(trimethylsilyl)sulphate

A: 75-77-4
chloro-trimethyl-silane

B: 4353-77-9
chlorosulfonate de trimethylsilyle

Conditions

Conditions	Yield
With thionyl chloride at 120℃;	A 92% B 97%
With thionyl chloride at 70 - 120℃; Yields of byproduct given;	A n/a B 97%
With thionyl chloride at 80 - 120℃;	A n/a B 97%
With thionyl chloride at 120℃;	A n/a B 97%

: 75-77-4
chloro-trimethyl-silane

: 4353-77-9
chlorosulfonate de trimethylsilyle

Conditions

Conditions	Yield
With sulfur trioxide at 50℃; for 0.166667h;	87%
With sulfur trioxide
With chlorosulphuric acid
With sulfur trioxide Ambient temperature;	91.5 g

: 29938-10-1
Bis(trimethylsilyl)peroxodisulfat

A: 4353-77-9
chlorosulfonate de trimethylsilyle

B: 18306-29-1
bis(trimethylsilyl)sulphate

Conditions

Conditions	Yield
In dichloromethane at -20 - 20℃;	A 6.2% B 2.5%

: 75-77-4
chloro-trimethyl-silane

: 7446-11-9
sulfur trioxide

: 4353-77-9
chlorosulfonate de trimethylsilyle

Conditions

Conditions	Yield
-30°C;	>99

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 6-chloro-2-isopropylimidazo[1,2-a]pyridine-7-carbonitrile

: 6-chloro-7-cyano-2-isopropylimidazo[1,2-a]pyridine-3-sulfonic acid

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 90℃; for 5h; Cooling with ice;	99%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 21259-75-6
mercury bis(trifluoromethanethiolate)

: S-(Trifluormethyl)thioschwefelsaeure-trimethylsilylester

Conditions

Conditions	Yield
In tetrachloromethane at 20℃;	95%

: 75-77-4
chloro-trimethyl-silane

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 108-46-3
recorcinol

: 81293-06-3
2-Hydroxy-4-trimethylsiloxy-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
at 80℃; for 12h;	92%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 17906-37-5
ethoxycarbonylketene ethyltrimethylsilyl acetal

: 89056-12-2
(Trimethylsiloxysulfonyl)malonsaeure-diethylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 60℃; for 4h;	91%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 55339-64-5
2,4-dimethyl-3-trimethylsilyloxy-2-pentene

: 72458-54-9
2,4-Dimethyl-2-(trimethylsiloxysulfonyl)-3-pentanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 25℃; for 2.5h;	91%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 18156-74-6
1-(Trimethylsilyl)imidazole

A: 75-77-4
chloro-trimethyl-silane

B: C6H12N2O3SSi

Conditions

Conditions	Yield
In dichloromethane for 1h; Ambient temperature;	A n/a B 90%

...Expand

: 75-77-4
chloro-trimethyl-silane

: 106-44-5
p-cresol

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 81293-05-2
5-Methyl-2-trimethylsiloxy-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
at 80℃; for 12h;	89%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 39938-06-2
silver(I) benzenesulphonate

: 81293-11-0
Benzolpyrosulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 0℃; for 0.5h;	89%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 180070-63-7
((CH3)3Sn)C(CH2OCOCH3)CH(Sn(CH3)3)

: 144-55-8
sodium hydrogencarbonate

: Na(1+)*(CH3)3SnC(CH2OCH3)CHSO3(1-)*H2O=(CH3)3SnC(CH2OCH3)CHSO3Na*H2O

Conditions

Conditions	Yield
In tetrachloromethane byproducts: Me3SnCl; Ar-atmosphere; slow addn. of 2 equiv. Sn-compd. to chlorosulfonate, standing at 20°C for 1 h, addn. of satd. aq. NaHCO3, stirring for 30 min; washing of aq. layer (Et2O), evapn., dissoln. in hot EtOH, filtration, evapn., washing (pentane), drying (vac., 80°C); elem. anal.;	88%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 17510-46-2
3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene

: 72458-53-8
3,3-Dimethyl-1-(trimethylsiloxysulfonyl)-2-butanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 25℃; for 2.5h;	87%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 66323-99-7
trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane

: 72458-56-1
1-Phenyl-2-(trimethylsiloxysulfonyl)-1-propanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 25℃; for 2.5h;	87%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 62-53-3
aniline

A: 75-77-4
chloro-trimethyl-silane

B: 1021-03-0
anilinium phenylamidosulfate

Conditions

Conditions	Yield
In tetrachloromethane at -15 - -10℃; for 3h;	A n/a B 87%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 114636-02-1
2-(trimethylsilyl)-4-methoxy-1,3-difluorobenzene

: 2,6-difluoro-3-methoxybenzenesulfonic acid

Conditions

Conditions	Yield
In tetrachloromethane for 18h; Inert atmosphere; Reflux;	85.3%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 39158-85-5
2-methyl-1-phenyl-1-trimethylsiloxy-1-propene

: 72458-57-2
2-Methyl-1-phenyl-2-(trimethylsiloxysulfonyl)-1-propanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 25℃; for 2.5h;	85%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 86294-78-2, 86294-84-0, 65946-50-1
1-phenoxy-1-trimethylsilyloxyprop-1-ene

: 89056-10-0
2-(Trimethylsiloxysulfonyl)propansaeure-phenylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 60℃; for 4h;	85%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 18036-81-2
trimethyl-(4-trimethylsilanyloxy-phenyl)-silane

: 81293-04-1
4-Trimethylsiloxy-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
for 15h; Ambient temperature;	85%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 108-38-3
m-xylene

: 81292-90-2
2,4-Dimethyl-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 10h;	85%

: 2810-04-0
Ethyl thiophene-2-carboxylate

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 81293-10-9
5-<(Trimethylsiloxy)sulfonyl>-2-thiophencarbonsaeure-ethylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 18h;	84%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 17902-32-8
trimethyl(4-methylphenoxy)silane

: 81293-05-2
5-Methyl-2-trimethylsiloxy-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
With chloro-trimethyl-silane In 1,2-dichloro-ethane at 80℃; for 12h;	84%

: 920-68-3
heptamethyldisilazane

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 58584-42-2
methyl-trimethylsilanyl-amidosulfuric acid trimethylsilanyl ester

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 3h;	83%
In dichloromethane

: 106-44-5
p-cresol

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 81293-03-0
2-Hydroxy-5-methyl-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 6h; Heating;	82%

: 91-16-7
1,2-dimethoxybenzene

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 81293-07-4
3,4-Dimethoxy-1-benzolsulfonsaeure-trimethylester

Conditions

Conditions	Yield
With chloro-trimethyl-silane In 1,2-dichloro-ethane at 80℃; for 10h;	82%

: 4071-88-9
trimethylsilanyl-acetic acid ethyl ester

: 4353-77-9
chlorosulfonate de trimethylsilyle

A: 75-77-4
chloro-trimethyl-silane

B: 107716-49-4
C7H16O5SSi

Conditions

Conditions	Yield
Ambient temperature;	A n/a B 82%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 95-47-6
o-xylene

: 81292-89-9
3,4-Dimethyl-1-benzolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 10h;	82%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 100-66-3
methoxybenzene

: 74692-08-3
4-Methoxy-1-benzolsulfonsaeure-trimethylester

Conditions

Conditions	Yield
With chloro-trimethyl-silane In 1,2-dichloro-ethane at 80℃; for 10h;	82%

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 108-88-3
toluene

A: 17872-98-9
4-Methyl-1-benzolsulfonsaeure-trimethylsilylester

B: 2-Toluolsulfonsaeure-trimethylsilylester

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 12h;	A 82% B 9%

...Expand

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 80239-20-9
2,4-Dimethyl-3-(triethylsiloxy)-2-penten

A: 994-30-9
triethylsilyl chloride

B: 72458-54-9
2,4-Dimethyl-2-(trimethylsiloxysulfonyl)-3-pentanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 3.5h; Ambient temperature;	A n/a B 81%

...Expand

: 13735-81-4
1-styrenyloxytrimethylsilane

: 4353-77-9
chlorosulfonate de trimethylsilyle

: 89056-02-0
1-Phenyl-2-(trimethylsiloxysulfonyl)-1-ethanon

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 25℃; for 2.5h;	80%

Trimethylsilyl chlorosulphate Specification

The Trimethylsilyl chlorosulphate, with the CAS registry number of 4353-77-9, is also known as Chloridosulfuric acid trimethylsilyl ester. It belongs to the product categories of Organic Building Blocks; Sulfonates/Sulfinates; Sulfur Compounds. Its EINECS registry number is 224-425-8. This chemical's molecular formula is C₃H₉ClO₃SSi and molecular weight is 188.71. What's more, its IUPAC name is [Chlorosulfonyloxy(dimethyl)silyl]methane. In addition, it must be stored in airtight containers filled with inert gases and placed in a dry, cool place. Meanwhile, it should be avoided contact with light, strong oxidant, high temperature, ignition source.

Physical properties about Trimethylsilyl chlorosulphate are: (1)ACD/LogP: 2.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.02; (4)ACD/LogD (pH 7.4): 2.02; (5)ACD/BCF (pH 5.5): 20.21; (6)ACD/BCF (pH 7.4): 20.21; (7)ACD/KOC (pH 5.5): 299.27; (8)ACD/KOC (pH 7.4): 299.27; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 51.75 Å²; (13)Index of Refraction: 1.438; (14)Molar Refractivity: 40.07 cm³; (15)Molar Volume: 152.5 cm³; (16)Surface Tension: 28.3 dyne/cm; (17)Density: 1.236 g/cm³; (18)Flash Point: 51 °C; (19)Enthalpy of Vaporization: 38.88 kJ/mol; (20)Boiling Point: 169 °C at 760 mmHg; (21)Vapour Pressure: 2.09 mmHg at 25 °C.

Preparation: this chemical is prepared by Chloro-trimethyl-silane. The reaction needs reagent Sulfur trioxide. Other condition of this reaction is reaction time of 10 minutes at 50 °C. The yield is about 87 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 4-Isopropyl-1-benzolsulfonsaeure-trimethylsilylester. The reaction needs solvent 1, 2-Dichloro-ethane. The reaction time is 10 hours with reaction temperature of 80 °C. The yield is about 75 %.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause burns on contact. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is flammable.

You can still convert the following datas into molecular structure:
(1) SMILES: ClS(=O)(=O)O[Si](C)(C)C
(2) InChI: InChI=1/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3
(3) InChIKey: QWQONZVLXJGXHV-UHFFFAOYAE

Product Name

TRIMETHYLSILYL CHLOROSULFONATE

Synthetic route

Trimethylsilyl chlorosulphate Specification

Related Products

Hot Products