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ChemicalBook >> CAS DataBase List >>5-Chlorothiophene-2-sulfonyl chloride

5-Chlorothiophene-2-sulfonyl chloride

CAS No.
2766-74-7
Chemical Name:
5-Chlorothiophene-2-sulfonyl chloride
Synonyms
AKOS B019398;BUTTPARK 27\04-09;TIMTEC-BB SBB003378;ART-CHEM-BB B019398;5-chlorothiophene-2-sulfonyl;5-chlorobenzenesulfonyl chloride;5-CHLORO-2-THIENYLSULFONYL CHLORIDE;5-CHLOROTHIOPHENESULPHONYL CHLORIDE;5-Chlorothiophen-2-sulfonyl chloride;5-CHLOROTHIOPHENESULFONYLCHLORIDE,96%
CBNumber:
CB4283960
Molecular Formula:
C4H2Cl2O2S2
Molecular Weight:
217.09
MDL Number:
MFCD00051667
MOL File:
2766-74-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-04 16:00:12
Product description Number Pack Size Price
5-Chlorothiophene-2-sulfonyl chloride 96% 544272 5g $39.2
5-Chlorothiophene-2-sulfonyl chloride 96% 544272 1g $25
5-Chloro-2-thiophenesulfonyl Chloride >98.0%(GC)(T) C2343 5g $63
5-Chloro-2-thiophenesulfonyl Chloride >98.0%(GC)(T) C2343 25g $252
5-Chloro-2-thiophenesulfonyl chloride Asreported 267381 5g $307
More product size

5-Chlorothiophene-2-sulfonyl chloride Properties

Melting point 25-28°C
Boiling point 112-117 °C (lit.)
Density 1.623 g/mL at 25 °C (lit.)
refractive index n20/D 1.586(lit.)
Flash point >230 °F
storage temp. 2-8°C
form solid
Specific Gravity 1.623
color Colorless to Yellow to Orange
Water Solubility Not miscible in water.
Sensitive Moisture Sensitive
BRN 130710
InChI InChI=1S/C4H2Cl2O2S2/c5-3-1-2-4(9-3)10(6,7)8/h1-2H
InChIKey SORSTNOXGOXWAO-UHFFFAOYSA-N
SMILES C1(S(Cl)(=O)=O)SC(Cl)=CC=1
CAS DataBase Reference 2766-74-7(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes  C
Risk Statements  34-29-14
Safety Statements  26-27-36/37/39-45-28A-25
RIDADR  UN 3265 8/PG 2
WGK Germany  3
Hazard Note  Corrosive
HazardClass  8
PackingGroup  II
HS Code  29349990
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Eye Dam. 1
Skin Corr. 1B
REACH Registrations Inactive
Limited Quantities 1 Kg (2.2 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
0
3 0
W

5-Chlorothiophene-2-sulfonyl chloride price More Price(77)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 544272 5-Chlorothiophene-2-sulfonyl chloride 96% 2766-74-7 5g $39.2 2026-04-30 Buy
Sigma-Aldrich 544272 5-Chlorothiophene-2-sulfonyl chloride 96% 2766-74-7 1g $25 2023-06-20 Buy
TCI Chemical C2343 5-Chloro-2-thiophenesulfonyl Chloride >98.0%(GC)(T) 2766-74-7 5g $63 2026-04-30 Buy
TCI Chemical C2343 5-Chloro-2-thiophenesulfonyl Chloride >98.0%(GC)(T) 2766-74-7 25g $252 2026-04-30 Buy
Usbiological 267381 5-Chloro-2-thiophenesulfonyl chloride Asreported 2766-74-7 5g $307 2026-06-03 Buy
Product number Packaging Price Buy
544272 5g $39.2 Buy
544272 1g $25 Buy
C2343 5g $63 Buy
C2343 25g $252 Buy
267381 5g $307 Buy

5-Chlorothiophene-2-sulfonyl chloride Chemical Properties,Uses,Production

Chemical Properties

5-Chlorothiophene-2-sulfonyl chloride is white to yellow crystalline low melting solid

Uses

5-Chloro-2-thiophenesulfonyl Chloride is a sulfonylthiophene derivative used in the preparation of Notch-1-sparing γ-secretase inhibitors for the treatment of Alzheimer's disease.

Uses

5-Chlorothiophene-2-sulfonyl chloride is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs. It is used in the preparation of Notch-1-sparing γ-secretase inhibitors for the treatment of Alzheimer's disease.

Synthesis Reference(s)

Tetrahedron, 21, p. 1333, 1965 DOI: 10.1016/S0040-4020(01)98293-6

General Description

5-Chlorothiophene-2-sulfonyl chloride can be prepared from 2-chlorothiophene by reacting with chlorosulfonic acid in the presence of phosphorus pentachloride.

Synthesis

2-Chlorothiophene

96-43-5

5-Chlorothiophene-2-sulfonyl chloride

2766-74-7

The following procedure is adapted from C. A. Hunt et al. J. Med. Chem. 1994, 37, 240-247. chlorosulfonic acid (240 mL, 3.594 mol) was added to a three-necked round-bottomed flask equipped with a mechanical stirrer, air condenser, dropping funnel, and moisture-proof tubing. Phosphorus pentachloride (PCl5, 300 g, 1.44 mol, 0.40 eq.) was added in batches with stirring, taking 45 minutes. During the addition process, a large amount of hydrogen chloride gas was violently released, but the temperature of the mixture did not rise significantly (<40 °C). When all the PCl5 was added, an almost clear light yellow solution was formed with only a few solid fragments suspended in it. Stirring was continued until gas escape ceased (~0.5 h). Subsequently, the reaction vessel was cooled in an ice bath and 2-chlorothiophene (66.0 mL, 0.715 mol) was slowly added through a dropping funnel over a period of 1.0 hour. After the addition of the first few drops of 2-chlorothiophene, the mixture changed to a dark purple color, and when all the thiophene was added, a dark purple solution was formed. Hydrogen chloride gas was continuously released at a slow rate during the addition. The reaction mixture was stirred at room temperature overnight. Subsequently, the dark purple clear solution was added dropwise to crushed ice (3 L) over a period of 0.5 hours. The purple color disappeared instantly, except for the ice, and a colorless dilute emulsion was formed, which was mechanically stirred at room temperature for about 1 hour. Next, the mixture was extracted with dichloromethane (CH2Cl2, 3 x 300 mL). The combined dichloromethane extracts were washed sequentially with water (1 × 200 mL), saturated sodium bicarbonate solution (NaHCO3, 1 × 250 mL), and brine (1 × 100 mL), dried over anhydrous sodium sulfate (Na2SO4), and concentrated on a rotary evaporator to give the crude product as a pale white to pale yellow viscous mass, which gradually solidified into a semi-solid. Finally, it was purified by high vacuum distillation (boiling point 110-112 °C, pressure 712 mmHg) to obtain 135.20 g (88% yield) of 5-chlorothiophene-2-sulfonyl chloride as a colorless to light yellow semi-solid.

References

[1] Patent: WO2007/56167, 2007, A2. Location in patent: Page/Page column 33-34
[2] Patent: WO2008/137809, 2008, A2. Location in patent: Page/Page column 61-62
[3] Pharmazie, 1994, vol. 49, # 2-3, p. 115 - 117
[4] Bulletin of the Chemical Society of Japan, 1985, vol. 58, # 3, p. 1063 - 1064
[5] Justus Liebigs Annalen der Chemie, 1937, vol. 532, p. 250,279

5-Chlorothiophene-2-sulfonyl chloride Preparation Products And Raw materials

Global( 283)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from 5-Chlorothiophene-2-sulfonyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Chlorothiophene-2-sulfonyl chloride pictures 2025-12-29 5-Chlorothiophene-2-sulfonyl chloride
2766-74-7
1kg 97% Changzhou waston chemical technology Co.,Ltd
5-Chlorothiophene-2-sulfonyl chloride pictures 2019-07-06 5-Chlorothiophene-2-sulfonyl chloride
2766-74-7
$2.00 1KG 99% Career Henan Chemical Co
5-chlorothiophene-2-sulfonyl 5-CHLOROTHIOPHENESULFONYLCHLORIDE,96% 5-chlorothiophene-2-sulfonyl chloride(SALTDATA: FREE) 5-Fluoro,2-sulfonyl chloride thiophene 2-Chloro-5-(chlorosulphonyl)thiophene 5-Chlorothiophen-2-sulfonyl chloride 5-Chlorothiophene-2-sulfonyl chloride ,98% 5-Chlorothiophene-2-sulfonic acid chloride 5-Chlorothiophenesulphonyl chloride,96% 5-Chlloro-2-thiophenesulfonyl Chloride TIMTEC-BB SBB003378 5-Chlorothiophene-2-sulfonyl chloride 96% 5-CHLORO-2-THIENYLSULFONYL CHLORIDE 5-CHLORO-2-THIOPHENESULFONYL CHLORIDE 5-CHLOROTHIOPHENE-2-SULFONYL CHLORIDE 5-CHLOROTHIOPHENE-2-SULPHONYL CHLORIDE 5-CHLOROTHIOPHENESULPHONYL CHLORIDE ART-CHEM-BB B019398 BUTTPARK 27\04-09 AKOS B019398 5-CHLOROTHIOPHENE-2-SULFONYL CHLORIDE, 9 5-Chlorothiophene-2-sulfonylchloride,97% 2-Thiophenesulfonyl chloride, 5-chloro- 5-Chloro-2-thiophenesulfonyl Chloride > 5-chlorobenzenesulfonyl chloride 2766-74-7 2766-74-4 C4H2Cl2O2S2 C4H2O2Cl2S2 C4H2O2S2Cl2 C4H2Cl2S2O2 Building Blocks Heterocyclic Building Blocks Halogenated Heterocycles Thiophenes Building Blocks C4 to C6 Chemical Synthesis Halogenated Heterocycles Heterocyclic Building Blocks Heterocycle-oher series Halogenated Heterocycles Heterocyclic Building Blocks Thiophenes ThiophenesBuilding Blocks Thiophene&Benzothiophene Thiophene intermediates Heterocycles
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