Desmedipham

Base Information

• Chemical Name: Desmedipham
• CAS No.: 13684-56-5
• Deprecated CAS: 153703-69-6
• Molecular Formula: C16H16N2O4
• Molecular Weight: 300.314
• Hs Code.: 29242990
• European Community (EC) Number: 237-198-5
• UN Number: 3077
• UNII: C7V2TTX346
• DSSTox Substance ID: DTXSID0034518
• Nikkaji Number: J8.443C
• Wikidata: Q3024527
• ChEMBL ID: CHEMBL16024
• Mol file: 13684-56-5.mol

Synonyms:desmedipham;ethyl m-hydroxycarbanilate carbanilate

Chemical Property of Desmedipham

Chemical Property:

• Vapor Pressure: 2.23E-06mmHg at 25°C
• Melting Point: 120 ºC
• Refractive Index: 1.638
• Boiling Point: 392.8 ºC at 760 mmHg
• PKA: 12.96±0.70(Predicted)
• Flash Point: 191.4 ºC
• PSA: 76.66000
• Density: 1.303 g/cm³
• LogP: 4.01190
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 7mg/L(room temperature)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 300.11100700
• Heavy Atom Count: 22
• Complexity: 369
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Desmedipham ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Carbamate
• Canonical SMILES: CCOC(=O)NC1=CC(=CC=C1)OC(=O)NC2=CC=CC=C2
• Uses: [3-[[(Phenylamino)carbonyl]oxy]phenyl]carbamic acid ethyl ester is a carbanilate based herbicide used in the weed control programs in sugar beet. Selective systemic herbicide used to control broad-leaved weeds such as buckwheat, chickweed, fiddleneck, kochnia, mustard, pigweed and ragweed. Desmedipham is a carbanilate based herbicide used in the weed control programs in sugar beet.

Technology Process of Desmedipham

There total 3 articles about Desmedipham 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: 96.9%

phenyl isocyanate (103-71-9) + ethyl N-(3-hydroxyphenyl)carbamate (7159-96-8) → desmedipham (13684-56-5)

Guidance literature:

With borax; In water;

Reference yield:

m-Hydroxyaniline (591-27-5) → desmedipham (13684-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 20 °C

2: triethylamine / benzene / 0.5 h / Reflux

With triethylamine; In tetrahydrofuran; benzene;

DOI:10.1016/j.bioorg.2018.03.012

Reference yield:

→ desmedipham (13684-56-5)

Guidance literature:

Entspr. ROH (Acyl.);

upstream raw materials:

phenyl isocyanate

ethyl N-(3-hydroxyphenyl)carbamate

m-Hydroxyaniline

Downstream raw materials:

C₂H₅OC(O)N(SCFCl₂)C₆H₄OC(O)N(SCFCl₂)C₆H₅

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