Trimethylsilyl chlorosulfonate

Trimethylsilyl chlorosulfonate - Names and Identifiers

Name	Trimethylsilyl chlorosulfonate
Synonyms	Trimethylsilyl chlorosulphate trimethylsilyl chlorosulphate TRIMETHYLSILYLCHLOROSULPHONATE TRIMETHYLSILYL CHLOROSULFONATE Trimethylsilyl chlorosulfonate trimethylsilyl sulfurochloridate chlorosulfonate de trimethylsilyle Chlorosulfonic acid trimethylsilyl ester [chlorosulfonyloxy(dimethyl)silyl]methane Chloridosulfuric acid trimethylsilyl ester Chlorosulfonic acid (trimethylsilyl) ester
CAS	4353-77-9
EINECS	224-425-8
InChI	InChI=1/C3H9ClO3SSi/c1-9(2,3)7-8(4,5)6/h1-3H3

Trimethylsilyl chlorosulfonate - Physico-chemical Properties

Molecular Formula	C3H9ClO3SSi
Molar Mass	188.71
Density	1.225g/mLat 25°C(lit.)
Melting Point	−26°C(lit.)
Boling Point	168-169°C(lit.)
Flash Point	108°F
Vapor Presure	2.09mmHg at 25°C
Appearance	liquid
Specific Gravity	1.23
BRN	1763675
Storage Condition	Room Temprature
Sensitive	8: reacts rapidly with moisture, water, protic solvents
Refractive Index	n20/D 1.424(lit.)

Trimethylsilyl chlorosulfonate - Risk and Safety

Hazard Symbols	C - Corrosive
Risk Codes	R10 - Flammable R34 - Causes burns
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDs	UN 2920 8/PG 2
WGK Germany	3
FLUKA BRAND F CODES	10-21
TSCA	No
Hazard Class	3.2
Packing Group	III

Trimethylsilyl chlorosulfonate - Introduction

Trimethylsilyl chlorosulfonate(Trimethylsilyl chlorosulfonate) is an organosilicon compound with the chemical formula (CH3)3 SiSO2Cl. The following is a description of its nature, use, preparation and safety information:

Nature:
Trimethylsilyl chlorosulfonate is a colorless to pale yellow liquid with a pungent odor. It is a strong oxidant and strong acid, easy to react with water, alcohols and amines. It has a boiling point of 157-161°C and a density of about 1.21g/cm3.

Use:
Trimethylsilyl chlorosulfonate have a variety of applications in chemical synthesis. It is often used as a reagent for the introduction of sulfuric acid groups (sulfonate) to convert substituents in alcohols, phenols, amines and other compounds into sulfonic acid groups. This transformation helps to increase the activity or change the chemical properties of the compound. For example, Trimethylsilyl chlorosulfonate can silylate the enol, thereby increasing its stability; it can also convert the phenolic substituent to a sulfonic acid group, increasing the hydrophilicity of the compound. In addition, it can also be used as a catalyst in organic synthesis reactions.

Preparation Method:
Trimethylsilyl chlorosulfonate is usually obtained by reacting chlorine sulfate and trimethylchlorosilane at low temperature. Since the by-products generated by the reaction of chlorine sulfate and trimethylchlorosilane at room temperature will decompose and Trimethylsilyl chlorosulfonate, the reaction needs to be carried out at a low temperature (-70°C) to avoid side reactions.

Safety Information:
Trimethylsilyl chlorosulfonate is an irritating chemical that can cause irritation in contact with skin and eyes and can cause respiratory discomfort. Wear protective gloves, goggles and respiratory protective equipment during use. It should be stored in a cool, dry place, away from fire and oxidizing agents.

Last Update：2024-04-10 22:29:15