(4-Chloro-2-methylphenoxy)acetic acid

Base Information

• Chemical Name: (4-Chloro-2-methylphenoxy)acetic acid
• CAS No.: 94-74-6
• Deprecated CAS: 11111-13-0,11111-14-1,50926-55-1,127289-40-1,57425-61-3,11111-14-1,127289-40-1,50926-55-1
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 29189900
• European Community (EC) Number: 202-360-6,222-895-9
• ICSC Number: 0054
• NSC Number: 2351
• UN Number: 3077,2765
• UNII: D888C394VO
• DSSTox Substance ID: DTXSID4024195
• Nikkaji Number: J25.212C
• Wikipedia: MCPA
• Wikidata: Q149413
• Metabolomics Workbench ID: 57329
• ChEMBL ID: CHEMBL394657
• Mol file: 94-74-6.mol

Synonyms:2 Methyl 4 chlorophenoxyacetic Acid;2-Methyl-4-chlorophenoxyacetic Acid;Agroxone;MCPA;Methoxone

Chemical Property of (4-Chloro-2-methylphenoxy)acetic acid

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 114-118 °C(lit.)
• Refractive Index: 1.5230 (estimate)
• Boiling Point: 327 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 151.6 °C
• PSA: 46.53000
• Density: 1.313 g/cm³
• LogP: 2.11180
• Storage Temp.: APPROX 4°C
• Solubility.: water: insoluble(lit.)
• Water Solubility.: 1.174g/L(25 oC)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.0240218
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

95%TC ^*data from raw suppliers

4-Chloro-2-methylphenoxyacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F
• Hazard Codes: Xn,F,N
• Statements: 22-38-41-36-20/21/22-11-50/53
• Safety Statements: 26-37-39-36-16-61-60-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: CC1=C(C=CC(=C1)Cl)OCC(=O)O
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the skin and respiratory tract. The substance is corrosive to the eyes. The substance may cause effects on the nervous system and heart when ingested in large amounts.
• Uses: Systemic postemergence herbicide used to control annual and perennial weeds in cereals, rice, flax, vines, peas, potatoes, asparagus, grassland and turf. (4-Chloro-2-methylphenoxy)acetic Acid is a herbicide.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list. Labelled MCPA (C369470). Herbicide.

Technology Process of (4-Chloro-2-methylphenoxy)acetic acid

There total 26 articles about (4-Chloro-2-methylphenoxy)acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methyl 2-(4-chloro-2-methylphenoxy)acetate (2436-73-9) → MCPA (94-74-6)

Guidance literature:

With hydrogenchloride; para-dodecylbenzenesulfonic acid; In water; at 150 ℃; for 1.5h;

Reference yield: 96.0%

tert-butyl 2-(4-chloro-2-methylphenoxy)acetate → MCPA (94-74-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield: 86.0%

2-methyl-4-chlorophenol (1570-64-5) + chloroacetic acid ethyl ester (105-39-5) → MCPA (94-74-6)

Guidance literature:

2-methyl-4-chlorophenol; chloroacetic acid ethyl ester; With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; for 0.0666667h; Microwave irradiation;

With sodium hydroxide; In N,N-dimethyl-formamide; for 0.0833333h; Microwave irradiation;

DOI:10.1080/00958972.2015.1126259

upstream raw materials:

o-methylphenoxyacetic acid

2-Methyl-4-chlor-phenoxyessigsaeureamid

sodium 4-chloro-2-methyl-phenolate

ethyl bromoacetate

Downstream raw materials:

(4-Chloro-2-methyl-phenoxy)-acetic acid (2-chloro-phenoxycarbonylamino)-methyl ester

(4-Chloro-2-methyl-phenoxy)-acetic acid (2,6-dichloro-phenoxycarbonylamino)-methyl ester

4-Chloro-2-methylphenoxymethyl-5-(3,4-methylenedioxyphenyl)-s-triazolo<3,4-b>-1,3,4-thiadiazole

biphenyl

Refernces

• 1、 Al-Ostoot, Fares Hezam,Sherapura, Ankith,V, Vigneshwaran,Basappa, Giridhara,H.K, Vivek,B.T, Prabhakar,Khanum, Shaukath Ara. "Targeting HIF-1α by newly synthesized Indolephenoxyacetamide (IPA) analogs to induce anti-angiogenesis-mediated solid tumor suppression". . p. 1328 - 1343. Retrieved 2021/05/03.
• 2、 -. "Method for preparing 2-methyl-4-chlorophenoxyacetic acid through catalytic chlorination of 2-methylphenoxyacetic acid". Paragraph 0041; 0044; 0046-0061. . Retrieved 2021/03/13.