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

Description

4-Chlorophenoxyacetyl chloride is an organic compound with the chemical formula C8H6Cl2O2. It is a clear colorless to yellow liquid and is commonly used in the synthesis of various chemical compounds and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
4-Chlorophenoxyacetyl chloride is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its application is primarily due to its reactivity and ability to form new chemical entities with potential therapeutic properties.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-chlorophenoxyacetyl chloride is used as a key building block for the creation of substituted acetophenone derivatives. These derivatives have a wide range of applications, including their use as intermediates in the synthesis of various organic compounds.
Used in Organic Chemistry Research:
4-Chlorophenoxyacetyl chloride is also utilized in organic chemistry research for the synthesis of complex molecules, such as 2-(4-chlorophenoxyacetylamino)-3-ethoxycarbonyl[2,3-b]quinuclidine and 2-(4-chlorophenoxy)-N′-[2-(4-chlorophenoxy)acetyl]acetohydrazide monohydrate. These compounds are of interest due to their potential applications in various fields, including pharmaceuticals and materials science.
Overall, 4-chlorophenoxyacetyl chloride is a versatile compound with applications in the pharmaceutical industry, chemical synthesis, and organic chemistry research. Its uses are driven by its reactivity and ability to form new chemical entities with potential applications in various fields.

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

Upstream product

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

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.