Metalaxyl acid

Base Information

• Chemical Name: Metalaxyl acid
• CAS No.: 87764-37-2
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• European Community (EC) Number: 809-803-8
• DSSTox Substance ID: DTXSID001009885
• Nikkaji Number: J3.181.367K
• Mol file: 87764-37-2.mol

Synonyms:Metalaxyl acid;87764-37-2;rac-Metalaxyl Carboxylic Acid;2-[N-(2,6-DIMETHYLPHENYL)-2-METHOXYACETAMIDO]PROPANOIC ACID;Metalaxyl (free acid);metalaxyl TP1;N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alanine;SCHEMBL5792664;ZRIKZVLHMGYCIR-UHFFFAOYSA-N;DTXSID001009885;NS00009719;N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-dl-alanine;2-(N-(2-methoxyacetyl)-2,6-dimethylanilino)propanoic acid;Metalaxyl Metabolite CGA 62826, PESTANAL(R), analytical standard;Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)- (9CI);DL-Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-;N-(2,6-Dimethylphenyl)-N-(2-methoxyacetyl)alanine;CGA 62826;Metalaxyl free acid

Chemical Property of Metalaxyl acid

Chemical Property:

• Vapor Pressure: 2.15E-08mmHg at 25°C
• Melting Point: 141-143°C
• Boiling Point: 436.6°Cat760mmHg
• Flash Point: 217.8°C
• PSA: 66.84000
• Density: 1.181g/cm³
• LogP: 1.75590
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

rac-Metalaxyl Carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 8911736
• Hazard Codes: Xn
• Statements: 22-43-52/53
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)N(C(C)C(=O)O)C(=O)COC
• Uses: rac-Metalaxyl Carboxylic Acid is a derivative of Metalaxyl (M258740), which is a systemic fungicide used to control plant diseases such as downy mildew (Sclerospora framinocola) and those caused by phycomycetes.

Technology Process of Metalaxyl acid

There total 3 articles about Metalaxyl 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: 98.5%

Methoxyacetyl chloride (38870-89-2) + (2R)-2-[(2,6-dimethylphenyl)amino]propanoic acid (57646-32-9,83234-64-4) → (S)-2-[(2,6-dimethylphenyl)(methoxyacetyl)amino]propionic acid (87764-37-2)

Guidance literature:

In toluene; for 2.33333h; Inert atmosphere; Reflux;

Reference yield:

N-(1-methoxyacetyl)-2,6-dimethylaniline (53823-88-4) → (S)-2-[(2,6-dimethylphenyl)(methoxyacetyl)amino]propionic acid (87764-37-2)

Guidance literature:

With sodium methylate;

Reference yield:

methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate (57837-19-1) → rac-2-[(2,6-dimethylphenyl)methoxyacetylamino]propionic acid (87764-37-2)

Guidance literature:

With potassium hydroxide; at 110 - 115 ℃; for 1h; Heating;

DOI:10.1021/jf001181r

upstream raw materials:

methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate

N-(1-methoxyacetyl)-2,6-dimethylaniline

Methoxyacetyl chloride

(2R)-2-[(2,6-dimethylphenyl)amino]propanoic acid

Refernces

• 1、 Zadra,Marucchini, Cesare,Zazzerini. "Behavior of metalaxyl and its pure R-Enantiomer in sunflower plants (Helianthus annus)". . p. 5373 - 5377. Retrieved 2002.