2-(Trimethylsilyl)ethanesulfonyl chlori&
- CAS No.
- 106018-85-3
- Chemical Name:
- 2-(Trimethylsilyl)ethanesulfonyl chlori&
- Synonyms
- SES-Cl;2-(triMethylsilyl)ethane-1-sulfonyl chloride;06018-85-3;2-(trimethylsilyl)ethylsulfonylchloro;2-(Trimethylsilyl)ethanesulfonyl chlori&;2-(TRISMETHYLSILYL)ETHANESULPHONYLCHLORIDE;2-(Trimethylsilyl)ethanesulfonyl chloride;2-Trimethylsilanyl-ethanesulfonyl chloride;Ethanesulfonylchloride, 2-(triMethylsilyl)-;2-Trimethylsilylethylsulfonyl chloride, SES-Cl
- CBNumber:
- CB7972474
- Molecular Formula:
- C5H13ClO2SSi
- Molecular Weight:
- 200.76
- MDL Number:
- MFCD09265153
- MOL File:
- 106018-85-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Boiling point | 146.8 °C/760 mmHg |
|---|---|
| Density | 1.059 g/mL at 25 °C |
| refractive index | n20/D 1.4444 |
| Flash point | 21 °C |
| storage temp. | 2-8°C |
| solubility | Sol most common organic solvents. |
| InChI | 1S/C5H13ClO2SSi/c1-10(2,3)5-4-9(6,7)8/h4-5H2,1-3H3 |
| InChIKey | BLPMCIWDCRGIJV-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)CCS(Cl)(=O)=O |
| UNSPSC Code | 12352101 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|---|---|
| Signal word | Danger |
| Hazard statements | H225-H315-H319-H335 |
| Precautionary statements | P210-P302+P352-P305+P351+P338 |
| target organs | Respiratory system |
| PPE | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard Codes | F,Xi |
| Risk Statements | 11-36/37/38 |
| Safety Statements | 26 |
| RIDADR | UN 1993 3/PG 2 |
| WGK Germany | 3 |
| HS Code | 2931900090 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Eye Irrit. 2 Flam. Liq. 2 Skin Irrit. 2 STOT SE 3 |
2-(Trimethylsilyl)ethanesulfonyl chlori& price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 681334 | 2-(Trimethylsilyl)ethanesulfonyl chloride | 106018-85-3 | 1g | $389 | 2026-04-30 | Buy |
| Sigma-Aldrich | 681334 | 2-(Trimethylsilyl)ethanesulfonyl chloride | 106018-85-3 | 5g | $1350 | 2026-04-30 | Buy |
| Apolloscientific | OR480882 | 2-Trimethylsilylethanesulfonyl chloride 95% | 106018-85-3 | 1g | $694 | 2026-06-04 | Buy |
| Chem-Impex | 36345 | 2-(Trimethylsilyl)ethanesulfonyl chloride ≥95% | 106018-85-3 | 1G | $409.2 | 2026-05-19 | Buy |
| Chem-Impex | 36345 | 2-(Trimethylsilyl)ethanesulfonyl chloride ≥95% | 106018-85-3 | 5G | $1416 | 2026-05-19 | Buy |
2-(Trimethylsilyl)ethanesulfonyl chlori& Chemical Properties, Uses, Production
Physical properties
bp 60 °C/0.1 mmHg; yellow oil.
Uses
β-Trimethylsilylethanesulfonyl Chloride is used in the protection of primary and secondary amines as their sulfonamides, which are cleaved by fluoride ion. It participates in the reations of Protection of Amines, SESCl in Synthesis, N-Alkylation, Deprotection Conditions, Formation of 2-Trimethylsilylethanesulfonylimines, the (N-SES-Imino) Phenyliodinane or SESN=IPh Reagent, SES-N3, etc.
Uses
2-(Trimethylsilyl)ethanesulfonyl Chloride can be prepared to used to treat cancer and other diseases.
Preparation
|-Trimethylsilylethanesulfonyl Chloride can be most conveniently synthesized from commercially available vinyltrimethylsilane (eq 1). Radical addition of sodium bisulfite to the vinyl group catalyzed by t-butyl perbenzoate yields the sulfonate salt which can be directly converted to SESCl with phosphorus(V) chloride. The chloride can then be purified by distillation. The intermediate sulfonate salt is commercially available. The chloride can also be prepared in 62% yield from the salt using sulfuryl chloride and triphenylphosphine (eq 2). A less convenient procedure to synthesize SESCl using |-trimethylsilylethylmagnesium chloride and sulfuryl chloride has also been developed (eq 3).
Purification Methods
Check IR; if the bands at ~3200 (OH) cm-1 are strong, then much of the SES-Cl had hydrolysed, and it should be treated with POCl3 (with cooling) and stirred at ~25o for about 1hour, poured into ice cold H2O, extracted with CH2Cl2, washed with NaHCO3, dried (Na2SO4), evaporated , and it distils as a yellow oil in a vacuum. This procedure is used for converting the Na salt to SES-Cl. It reacts with amines to form amides, e.g. SES-NRR’, which on heating with CsF (i.e. F-ions) in DMF at 95o provide the amine (NHRR’), SO2 and CH2=CH2 [Weinreb et al. Tetrahedron Lett 27 2099 1986]. [Ribiere et al. Chem Rev 106 2249 2006.]
2-(Trimethylsilyl)ethanesulfonyl chlori& Preparation Products And Raw materials
Raw materials
Preparation Products
2-(Trimethylsilyl)ethanesulfonyl chlori& Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Shanghai Topbiochem Technology Co., Ltd | 021-58170097 | info@topbiochem.com | China | 9509 | 58 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 | |
| Wuxi Zhongkun Biochemical Technology Co., Ltd. | 0510-85629785 18013409632; | sales@reading-chemicals.com | China | 15165 | 58 |
| Shanghai HuanChuan Industry Co.,Ltd. | 021-61478794 | sales@hcshhai.com | China | 9781 | 50 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai Xilong Biochemical Technology Co., Ltd. | 021-52907766-8042 | China | 9928 | 58 | |
| Shanghai Toplab Chemical Co., Ltd. | 021-31137757-00; 18121466954;18121466954 | 28328681@qq.com | China | 184 | 55 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
View Latest Price from 2-(Trimethylsilyl)ethanesulfonyl chlori& manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2022-02-25 | 2-(Trimethylsilyl)ethanesulfonyl chloride
106018-85-3
|
$19.90 | 1KG | 99% | 100KG | Hong Kong Tiansheng New Material Trading Co., Ltd | |
 |
2022-02-25 | 2-(Trimethylsilyl)ethanesulfonyl chloride
106018-85-3
|
$19.90 | 1KG | 99% | 10kg | Hong Kong Tiansheng New Material Trading Co., Ltd |
-
- 2-(Trimethylsilyl)ethanesulfonyl chloride
106018-85-3
- $19.90
- 99%
- Hong Kong Tiansheng New Material Trading Co., Ltd
-
- 2-(Trimethylsilyl)ethanesulfonyl chloride
106018-85-3
- $19.90
- 99%
- Hong Kong Tiansheng New Material Trading Co., Ltd
