1556-00-9

Basic information

• Product Name: (2-CHLORO-5-METHYL-PHENOXY)-ACETIC ACID
• Synonyms: (2-chloro-5-methylphenoxy)acetic acid(SALTDATA: FREE)
• CAS NO: 1556-00-9
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• Mol File: 1556-00-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 148-149 °C
• Boiling Point: 334.3°Cat760mmHg
• Flash Point: 156°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 5.11E-05mmHg at 25°C
• Refractive Index: 1.552
• PKA: 3.08±0.10(Predicted)
• CAS DataBase Reference: (2-CHLORO-5-METHYL-PHENOXY)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-5-METHYL-PHENOXY)-ACETIC ACID(1556-00-9)
• EPA Substance Registry System: (2-CHLORO-5-METHYL-PHENOXY)-ACETIC ACID(1556-00-9)

Safety Data

• Hazardous Substances Data: 1556-00-9(Hazardous Substances Data)

Usage

Description

(2-Chloro-5-methylphenoxy)acetic acid is an organic compound characterized by its chlorinated and methylated phenoxy group attached to an acetic acid backbone. This unique structure endows it with specific chemical properties that make it a valuable reagent in the synthesis of various compounds with potential applications in agriculture and other industries.

Uses

Used in Agricultural Industry:
(2-Chloro-5-methylphenoxy)acetic acid is used as a reagent for the synthesis of phenoxyacetoxy-thienyl-methylphosphinates, which are compounds that exhibit herbicidal and fungicidal activity. These synthesized compounds can be employed in the development of new herbicides and fungicides to control the growth of unwanted plants and fungi, thereby improving crop yield and quality.

InChI:InChI=1/C9H9ClO3/c1-6-2-3-7(10)8(4-6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)

Upstream product

• 615-74-7 2-chloro-5-methylphenol 
• 79-11-8 chloroacetic acid 
• 105-36-2 ethyl bromoacetate 
• 588679-09-8 C₁₁H₁₃ClO₃ 

Downstream Products

• 60222-55-1 2-(2-chloro-5-methyl-phenoxy)-ethanol 
• 588680-02-8 (2-chloro-5-methyl-phenoxy)-acetic acid hydrazide 
• 904702-56-3 O,O-dimethyl α-(5-methyl-2-chlorophenoxyacetoxy)-3-nitrobenzylphosphonate 
• 900502-08-1 C₁₇H₁₉ClNO₅P 

Relevant articles and documents

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.

Studies of O,O-Dimethyl α-(2,4-Dichlorophenoxyacetoxy) ethylphosphonate (HW02) as a new herbicide. 1. Synthesis and herbicidal activity of HW02 and analogues as novel inhibitors of pyruvate dehydrogenase complex

On the basis of the previous work for optimization of O,O-diethyl α-(substituted phenoxyacetoxy)alkylphosphonates, further extensive syntheticmodifications were made to the substituents in alkylphosphonate and phenoxymoieties of the title compounds. New O,O-dimethyl α-(substituted phenoxyacetoxy)alkylphosphonates were synthesized as potential inhibitors of pyruvate dehydorogenase complex (PDHc). Their herbicidal activity and efficacy in vitro against PDHc were examined. Some of these compounds exhibited significant herbicidal activity and were demonstrated to be effective inhibitors of PDHc from three different plants. The structure-activity relationships of these compounds including previously reported analogous compoundswere studied by examining their herbicidal activities. Both inhibitory potency against PDHc and herbicidal activity of title compounds could be increased greatly by optimizing substituent groups of the title compounds. O,O-Dimethyl α-(2,4- dichlorophenoxyacetoxy)ethylphosphonate (I-5), which acted as a competitive inhibitor of PDHc with much higher inhibitory potency against PDHc from Pisum sativum and Phaseolus radiatus than from Oryza sativa, was found to be themost effective compound against broadleaf weeds and showed potential utility as herbicide.