39784-11-7

Basic information

• Product Name: (4-chloro-3-methylphenoxy)acetyl chloride
• Synonyms: (4-chloro-3-methylphenoxy)acetyl chloride;acetyl chloride, (4-chloro-3-methylphenoxy)-;2-(4-chloro-3-methylphenoxy)acetyl chloride;2-(4-chloro-3-methyl-phenoxy)acetyl chloride;2-(4-chloro-3-methyl-phenoxy)ethanoyl chloride
• CAS NO: 39784-11-7
• Molecular Formula: C₉H₈Cl₂O₂
• Molecular Weight: 219.06462
• Mol File: 39784-11-7.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4-chloro-3-methylphenoxy)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (4-chloro-3-methylphenoxy)acetyl chloride(39784-11-7)
• EPA Substance Registry System: (4-chloro-3-methylphenoxy)acetyl chloride(39784-11-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 39784-11-7(Hazardous Substances Data)

Usage

Description

(4-chloro-3-methylphenoxy)acetyl chloride is a chemical compound with the molecular formula C9H8Cl2O2, derived from acetic acid and phenoxyacetic acid, featuring a chlorine atom attached to the fourth carbon of the phenyl ring. It is a colorless to pale yellow liquid with a pungent odor, known for its high reactivity and corrosive nature.

Uses

Used in Pharmaceutical Synthesis:
(4-chloro-3-methylphenoxy)acetyl chloride is used as a reactant in the pharmaceutical industry for the synthesis of various drugs. Its unique chemical structure allows it to serve as an intermediate in the development of new medications, contributing to the advancement of pharmaceutical research and drug discovery.
Used in Agrochemical Production:
In the agrochemical industry, (4-chloro-3-methylphenoxy)acetyl chloride is utilized as an intermediate in the production of pesticides and other agricultural chemicals. Its reactivity and versatility make it a valuable component in the formulation of effective and targeted agrochemicals to improve crop protection and yield.
Safety Precautions:
Due to its highly reactive and corrosive nature, (4-chloro-3-methylphenoxy)acetyl chloride requires careful handling and the implementation of appropriate safety measures. This includes the use of personal protective equipment, proper ventilation, and adherence to safety guidelines to prevent harm to health and the environment.

Upstream product

• 588-20-5 4-chloro-3-methylphenoxyacetic acid 
• 59-50-7 4-Chloro-3-methylphenol 

Downstream Products

• 20895-59-4 β-<3-Methyl-4-chlor-phenoxy>-acetophenon 
• 650614-57-6 2-[2-(4-chloro-3-methyl-phenoxy)-acetylamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 328977-53-3 2-[2-(4-chloro-3-methyl-phenoxy)-acetylamino]-benzoic acid methyl ester 
• 302803-48-1 2-[2-(4-chloro-3-methyl-phenoxy)-acetylamino]-4,5-dimethyl-thiophene-3-carboxylic acid ethyl ester 
• 1027500-07-7 2-(4-chloro-3-methyl-phenoxy)-N-(2-hydrazinocarbonyl-phenyl)-acetamide 
• 1027936-94-2 2-(4-chloro-3-methyl-phenoxy)-N-(3-hydrazinocarbonyl-4,5-dimethyl-thiophen-2-yl)-acetamide 
• 1026585-67-0 2-(4-chloro-3-methyl-phenoxy)-N-(3-hydrazinocarbonyl-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl)-acetamide 
• 68720-31-0 3-methyl-4-chlorophenoxyacetic acid anilide 
• 900502-09-2 C₁₇H₁₉ClNO₅P 
• 429626-39-1 1-[(4-chloro-3-methylphenoxy)-acetyl]-4-(2-pyridyl)-piperazine 
• 429628-30-8 1-[(4-chloro-3-methylphenoxy)-acetyl]-4-(2-methoxyphenyl)-piperazine 
• 904702-54-1 O,O-dimethyl α-(3-methyl-4-chlorophenoxyacetoxy)-3-nitrobenzylphosphonate 
• 1357284-67-3 O,O'-dimethyl {[2-(3-methyl-4-chlorophenoxy)acetamido](4-methylphenyl)methyl}phosphonate 
• 1392226-22-0 2-[((4-chloro-3-methylphenoxy)acetyl)oxy](methyl)methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one 

Relevant articles and documents

Synthesis and Biological Activity of 4-[(Substituted Phenoxyacetoxy)methyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-one

A series of novel 4-[(substituted phenoxyacetoxy)methyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-one 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o were synthesized. Their structures were confirmed by IR,1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal and fungicidal activities. For example, the title compounds 4b, 4c, 4f, 4h, 4i, and 4j possess 90–100% inhibition against the growth of roots of both rape and barnyard grass at 10 mg/L. Moreover, the title compounds 4f, 4g, and 4h possess 75–89% inhibition against Botrytis cinerea at the concentration of 50 mg/L.

Synthesis and biological activity of 1-(Substituted phenoxyacetoxy)- 1-(pyridin-2-yl or thien-2-yl)methylphosphonates

A series of novel O,O-dimethyl 1-(substituted phenoxyacetoxy)-1-(pyridin-2-yl or thien-2-yl)methylphosphonates 6a-n and 7a-d were synthesized. Their structures were confirmed by IR, 1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal and fungicidal activities. For example, the title compounds 6a, 6c, 6l, 6m, and 7d possess 90-100% inhibition against most of the tested plants at the dosage of 1500 g ai/ha, whereas the title compounds 6b, 6g-h and 6n possess 92-100% inhibition against Fusarium oxysporum, Phyricularia grisea, Botrytis cinereapers, Gibberella zeae, Sclerotinia sclerotiorum, and Cercospora beticola at the concentration of 50mg/L.

Synthesis and herbicidal activity of 2-(Substituted phenoxyacetoxy)alkyl-5, 5-dimethyl-1,3,2-dioxaphosphinan-2-one

A series of 2-(substituted phenoxyacetoxy)alkyl-5,5-dimethyl-1,3,2- dioxaphosphinan-2-ones IIa-s were designed and synthesized on the basis of the previous work for the modification of alkylphosphonates I, and their structures were confirmed by 1H NMR, 31P NMR, 13C NMR, IR, MS, and elemental analysis. Their herbicidal activities against seven species of weeds were evaluated in a greenhouse. A part of the title compounds such as IIa-g, IIk, IIo, and IIr exhibited significant postemergence herbicidal activity against Abutilon theophrasti, Brassica juncea, Amaranthus retroflexus, and Eclipta prostrate at a dosage of 150 g ai/ha. Structure-activity relationship analyses indicated that the introduction of a phosphorus-containing heterocyclic ring had a favorable effect on herbicidal activity, and their herbicidal activity could be further increased by a reasonable combination of X, Y, and R in parent structure II. It could be found that the title compounds IIa 2-[(2,4-dichlorophenoxy)acetoxy](methyl)methyl-5,5-dimethyl-1,3, 2-dioxaphosphinan-2-one and IIr 2-[(4-chloro-2-methyl-phenoxy)acetoxy](methyl) methyl-5,5-dimethyl-1,3,2-dioxaphosphinan-2-one possess high activity and a broad spectrum against all of the test broadleaf weeds with 70-100% inhibition effect at a dosage of 75 g ai/ha, and the title compounds IIa and IIr are safe for corn and wheat at a dosage of 150 g ai/ha. Furthermore, the title compound IIa possesses low rat toxicity. These results suggest that the title compounds IIa and IIr could be potential and selective postemergence herbicides for further development.