4122-68-3

Basic information

• Product Name: 4-CHLOROPHENOXYACETYL CHLORIDE
• Synonyms: 4-CHLOROPHENOXYACETYL CHLORIDE;TIMTEC-BB SBB009959;p-chlorophenoxyacetyl chloride;4-Chlorophenoxyacetyl chloride, tech., 90%;4-CHLOROPHENOXYACETYL CHLRORIDE;4-Chlorophenoxyacetyl chloride,90%,tech.;NSC 20549;4-Chlorophenoxyacetyl chloride 98%
• CAS NO: 4122-68-3
• Molecular Formula: C₈H₆Cl₂O₂
• Molecular Weight: 205.04
• EINECS: 223-923-2
• Product Categories: Biochemistry;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 4122-68-3.mol
• Article Data: 43

Chemical Properties

• Melting Point: 18.8 °C(lit.)
• Boiling Point: 142 °C17 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear colorless to yellow liquid
• Density: 1.314 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00965mmHg at 25°C
• Refractive Index: n20/D 1.5486(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Moisture Sensitive
• BRN: 609718
• CAS DataBase Reference: 4-CHLOROPHENOXYACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROPHENOXYACETYL CHLORIDE(4122-68-3)
• EPA Substance Registry System: 4-CHLOROPHENOXYACETYL CHLORIDE(4122-68-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 4122-68-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

Uses

4-Chlorophenoxyacetyl chloride was used in the preparation of:substituted acetophenone derivatives2-(4-chlorophenoxyacetylamino)-3-ethoxycarbonyl[2,3-b]quinuclidine2-(4-chlorophenoxy)-N′-[2-(4-chlorophenoxy)acetyl]acetohydrazide monohydrate

InChI:InChI=1/C8H6Cl2O2/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4H,5H2

Upstream product

• 4841-22-9 (4-chloro-phenoxy)-acetic acid methyl ester 
• 106-48-9 4-chloro-phenol 
• 79-11-8 chloroacetic acid 
• 14426-42-7 ethyl p-chlorophenoxyacetate 
• 36304-28-6 tert-butyl 2-(4-chlorophenoxy)acetate 
• 1193-00-6 sodium 4-chlorophenolate 
• 122-88-3 4-Chlorophenoxyacetic acid 

Downstream Products

• 403-98-5 (4-chloro-phenoxy)-acetic acid-(3-trifluoromethyl-anilide) 
• 54393-15-6 4-[2-(4-chloro-phenoxy)-acetylamino]-benzoic acid 
• 7462-17-1 2-(4-chlorophenoxy)-N-(2-hydroxyethyl)acetamide 
• 62095-40-3 (4-chloro-phenoxy)-acetic acid-(4-chloro-phenyl ester) 
• 130831-41-3 N-[(4-chloro-phenoxy)-acetyl]-N-phenyl-glycine 
• 221148-11-4 (4-chloro-phenoxy)-ketene 
• 3685-84-5 meclofenoxate hydrochloride 
• 106852-27-1 (S)-2-(2-(4-chlorophenoxy)acetamido)propanoic acid 
• 106852-27-1 N-[(4-chloro-phenoxy)-acetyl]-D-alanine 
• 106852-27-1 N-[(4-chloro-phenoxy)-acetyl]-DL-alanine 
• 31413-00-0 N-[(4-chloro-phenoxy)-acetyl]-valine 
• 106852-19-1 N-[(4-chloro-phenoxy)-acetyl]-D_s-threonine 
• 106852-19-1 N-[(4-chloro-phenoxy)-acetyl]-L_s-threonine 
• 106852-19-1 N-[(4-chloro-phenoxy)-acetyl]-DL-threonine 

Relevant articles and documents

A Convenient One-Pot Synthesis of 1,5-Disubstituted Tetrazoles Containing an Amino or a Carboxy Group

Abstract: A convenient method is proposed for constructing the tetrazole ring by a one-pot reaction of amides with phosphorus oxychloride and sodium azide. A series of 1,5-disubstituted tetrazoles containing an amino or a carboxy group, which present interest as buildings blocks for the synthesis of biologically active substances, were obtained.

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.

Structure-based design, synthesis and evaluation of 2,4-diaminopyrimidine derivatives as novel caspase-1 inhibitors

Interleukin-1β converting enzyme contributes in various inflammatory and autoimmune diseases by maturing pro-inflammatory cytokines IL-1β, IL-18 and IL-33. Therefore, inhibition caspase-1 may provide a potential therapeutic strategy for the treatment of chronic inflammatory diseases. Here we have reported structure-based design, synthesis and biological evaluation of 2,4-diaminopyrimidine derivatives (6a-6w) as potential caspase-1 inhibitors. Six compounds 6m, 6n, 6o, 6p, 6q and 6r showed significant enzymatic inhibition with IC5 0 ranging from 0.022 to 0.078 μM. These compounds also displayed excellent cellular potency at sub-micromolar concentration. Moreover, molecular docking studies provided the useful binding insights specific for caspase-1 inhibition. All these results indicated that compounds 6m, 6n and 6o could be potential leads for the development of newer caspase-1 inhibitors as anti-inflammatory agents.