4533-95-3

Basic information

• Product Name: 2-Chloro-5-nitro-benzenesulfonyl chloride
• Synonyms: 2-chloro-5-nitrobenzenesulphonyl chloride;2-Chlor-5-nitrobenzolsulfonylchlorid;2-Chloro-5-nitro-benzenesulfonyl chloride;2-chloro-5-nitrobenzene-1-sulfonyl chloride;NSC 350627
• CAS NO: 4533-95-3
• Molecular Formula: C₆H₃Cl₂NO₄S
• Molecular Weight: 256.06
• EINECS: 224-873-4
• Product Categories: Benzene derivates;Sulfonyl Chlorides
• Mol File: 4533-95-3.mol
• Article Data: 41

Chemical Properties

• Melting Point: 88-90°C
• Boiling Point: 371.6 °C at 760 mmHg
• Flash Point: 178.5 °C
• Appearance: Solid
• Density: 1.708 g/cm³
• Vapor Pressure: 2.19E-05mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Dichloromethane, Ether, Ethyl Acetate
• CAS DataBase Reference: 2-Chloro-5-nitro-benzenesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-nitro-benzenesulfonyl chloride(4533-95-3)
• EPA Substance Registry System: 2-Chloro-5-nitro-benzenesulfonyl chloride(4533-95-3)

Safety Data

• RIDADR: UN3261
• Hazardous Substances Data: 4533-95-3(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Uses

2-Chloro-5-nitrobenzenesulfonyl Chloride (cas# 4533-95-3) is a compound useful in organic synthesis.

InChI:InChI=1/C6H3Cl2NO4S/c7-5-2-1-4(9(10)11)3-6(5)14(8,12)13/h1-3H

Upstream product

• 96-73-1 2-chloro-5-nitro-benzenesulfonic acid 
• 7790-94-5 chlorosulfonic acid 
• 100-00-5 4-chlorobenzonitrile 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 946-30-5 2-chloro-5-nitrobenzenesulphonic acid sodium salt 

Downstream Products

• 1159282-08-2 N-[2-(tert-butyldiphenylsilanyloxy)-ethyl]-2-chloro-5-nitro-benzenesulfonamide 

Relevant articles and documents

Novel brilliant blue dye intermediate, reactive brilliant blue dye as well as preparation method and application of reactive brilliant blue dye

The invention discloses a novel brilliant blue dye intermediate, a reactive brilliant blue dye as well as a preparation method and application of thereactive brilliant blue dye, and relates to the field of reactive dyes. The preparation method of the reactive brilliant blue dye comprises the steps of a, Ullmann condensation, b, esterification and c, condensation. The reactive brilliant blue dye product prepared by the invention is high in solubility, strong in reactivity and high in fixation rate, is suitable for dip dyeing, pad dyeing and cold batch dyeing, and can reduce environmental pollution.

Development of Benzenesulfonamide Derivatives as Potent Glutathione Transferase Omega-1 Inhibitors

Glutathione transferase omega-1 (GSTO1-1) is an enzyme whose function supports the activation of interleukin (IL)-1β and IL-18 that are implicated in a variety of inflammatory disease states for which small-molecule inhibitors are sought. The potent reactivity of the active-site cysteine has resulted in reported inhibitors that act by covalent labeling. In this study, structure-activity relationship (SAR) elaboration of the reported GSTO1-1 inhibitor C1-27 was undertaken. Compounds were evaluated for inhibitory activity toward purified recombinant GSTO1-1 and for indicators of target engagement in cell-based assays. As covalent inhibitors, the kinact/KI values of selected compounds were determined, as well as in vivo pharmacokinetics analysis. Cocrystal structures of key novel compounds in complex with GSTO1-1 were also solved. This study represents the first application of a biochemical assay for GSTO1-1 to determine kinact/KI values for tested inhibitors and the most extensive set of cell-based data for a GSTO1-1 inhibitor SAR series reported to date. Our research culminated in the discovery of 25, which we propose as the preferred biochemical tool to interrogate cellular responses to GSTO1-1 inhibition.

Research on the controllable degradation of: N -methylamido and dialkylamino substituted at the 5thposition of the benzene ring in chlorsulfuron in acidic soil

Owing to the lengthy residual problems associated with chlorsulfuron, metsulfuron-methyl, and ethametsulfuron, which prevents them from being used in the "annual multi-crop planting system", the application of these sulfonylurea herbicides (SU) has regrettably been terminated in China since 2014. In this field, we were the first to discover that the 5th position of the benzene ring in chlorsulfuron is a key point for influencing its degradation rate and the amino moiety at this position showed faster degradation rates and maintained their original potent bioactivity. In this study, we further elaborated on N-methylamido and dialkylamino substituents at the same position in chlorsulfuron to obtain 18 novel structures as M and N series. Their half-life degradation (DT50) values were faster, to varying degrees, than chlorsulfuron in acidic soil. It was found that most of the titled structures also retained their potent herbicidal activity and the crop safety of the M series towards corn greatly increased. Based on these data, a comprehensive graph describing the structure/degradation relationship was established first. Relating to the new molecules, their herbicidal activity (A), degradation rates (D), and crop safety (S) relationship were correlated and we used this approach to predict and explore the most preferable molecule, which coincided to the corresponding experimental data. The new concept of controllable degradation will provide us with more insight when searching for new ecological bioactive molecules in the future.