88691-50-3

Basic information

• Product Name: (2,4-DICHLOROPHENYL)-METHANESULFONYL CHLORIDE
• Synonyms: (2,4-DICHLOROPHENYL)-METHANESULFONYL CHLORIDE;(2,4-Dichlorophenyl)methylsulphonyl chloride;2,4-Dichlorobenzylsulphonyl chloride;2,4-Dichlorobenzylsulfonyl chloride;2,4-Dichlorobenzylsulfonyl chloride 97%
• CAS NO: 88691-50-3
• Molecular Formula: C₇H₅Cl₃O₂S
• Molecular Weight: 259.54
• Mol File: 88691-50-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 83-85
• Boiling Point: 350.6 °C at 760 mmHg
• Flash Point: 165.8 °C
• Appearance: /
• Density: 1.601 g/cm³
• Vapor Pressure: 8.81E-05mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: (2,4-DICHLOROPHENYL)-METHANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-DICHLOROPHENYL)-METHANESULFONYL CHLORIDE(88691-50-3)
• EPA Substance Registry System: (2,4-DICHLOROPHENYL)-METHANESULFONYL CHLORIDE(88691-50-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• WGK Germany: 3
• HazardClass: CORROSIVE
• Hazardous Substances Data: 88691-50-3(Hazardous Substances Data)

Usage

General Description

(2,4-Dichlorophenyl)-methanesulfonyl chloride, also known as DCMSC, is a chemical compound that is commonly used in the synthesis of various pharmaceuticals and agrochemicals. It is a sulfonyl chloride derivative that contains two chlorine atoms attached to a phenyl ring. DCMSC is a versatile reagent that is used in organic synthesis to introduce the methanesulfonyl group onto various aromatic and heteroaromatic compounds. It is a potent chlorinating agent and is also used as a protecting group for alcohols and amines. Due to its reactive nature, DCMSC should be handled with caution and proper safety measures should be taken when working with this compound.

InChI:InChI=1/C7H5Cl3O2S/c8-6-2-1-5(7(9)3-6)4-13(10,11)12/h1-3H,4H2

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 

Downstream Products

• 88691-42-3 [(E)-2-(2,4-Dichloro-phenyl)-vinyl]-trimethyl-silane 
• 126788-68-9 C₁₄H₈Cl₄ 
• 51042-15-0 trans-2,2',4,4'-tetrachlorostilbene 
• 95495-88-8 (2R,3R)-2,3-Bis-(2,4-dichloro-phenyl)-thiirane 1,1-dioxide 
• 683813-13-0 methyl 4-{2-[5-chloro-2-(2-{[(2,4-dichlorobenzyl)sulfonyl]amino}ethyl)-1-(diphenylmethyl)-1H-indol-3-yl]ethoxy}benzoate 
• 19811-05-3 2,4-dichlorobenzophenone 
• 308851-22-1 methyl 2-{[(2,4-dichlorobenzyl)sulphonyl]oxy}-2-methylpropanoate 
• 1269500-17-5 C₂₂H₂₇Cl₂N₃O₅S 
• 1415808-55-7 3-(2,4-dichlorophenyl)-5-(ethylideneamino)-6-methyl-2,2-dioxo-oxathiin-4-ol 

Relevant articles and documents

Design, synthesis and evaluation of sulfonylurea-containing 4-phenoxyquinolines as highly selective c-Met kinase inhibitors

Deregulation of receptor tyrosine kinase c-Met has been reported in human cancers and is considered as an attractive target for small molecule drug discovery. In this study, a series of 4-phenoxyquinoline derivatives bearing sulfonylurea moiety were designed, synthesized and evaluated for their c-Met kinase inhibition and cytotoxicity against tested four cell lines in vitro. The pharmacological data indicated that most of the tested compounds showed moderate to significant potency as compared with foretinib, with the most promising compound 13x (c-Met kinase IC50 = 1.98 nM) demonstrated relatively good selectivity versus 10 other tyrosine kinases and remarkable cytotoxicities against HT460, MKN-45, HT-29 and MDA-MB-231 with IC50 values of 0.055 μM, 0.064 μM, 0.16 μM and 0.49 μM, respectively. The preliminary structure activity relationships indicated that a sulfonylurea moiety as linker as well as mono-EGWs (such as R1 = 4-F) on the terminal phenyl rings contributed to the antitumor activity.

Palladium-Catalyzed Remote meta-Selective C-H Bond Silylation and Germanylation

Selective meta-C-H activation of arenes to date has met with a limited number of functionalizations. Expanding the horizon of meta-C-H functionalization, herein we disclose an unprecedented meta-silylation and -germanylation protocol by employing a simple nitrile-based directing template. Longer linkers between the target site and the directing template were successfully explored for meta-silylation (sp2-? and sp2-ζ). Additionally, synthetic utility was demonstrated with several postsynthetic elaborations and with a formal synthesis of TAC101, a promising drug for the treatment of lung cancer.