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Trimethylsilyl chlorosulphate

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Name

Trimethylsilyl chlorosulphate

EINECS 224-425-8
CAS No. 4353-77-9 Density 1.236 g/cm3
PSA 51.75000 LogP 2.40230
Solubility N/A 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 N/A
Safety 26-36/37/39-45 Risk Codes 10-34
Molecular Structure Molecular Structure of 4353-77-9 (TRIMETHYLSILYL CHLOROSULFONATE) Hazard Symbols CorrosiveC
Synonyms

(chlorosulfonyloxy-dimethyl-silyl)methane;

Article Data 12

Trimethylsilyl chlorosulphate Synthetic route

18306-29-1

bis(trimethylsilyl)sulphate

A

75-77-4

chloro-trimethyl-silane

B

4353-77-9

chlorosulfonate de trimethylsilyle

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
-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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 80℃; for 12h;92%
4353-77-9

chlorosulfonate de trimethylsilyle

17906-37-5

ethoxycarbonylketene ethyltrimethylsilyl acetal

89056-12-2

(Trimethylsiloxysulfonyl)malonsaeure-diethylester

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

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

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