Naproanilide

Base Information

• Chemical Name: Naproanilide
• CAS No.: 52570-16-8
• Deprecated CAS: 51888-81-4
• Molecular Formula: C19H17 N O2
• Molecular Weight: 291.349
• Hs Code.: 2924299015
• European Community (EC) Number: 610-862-5
• DSSTox Substance ID: DTXSID8058118
• Nikkaji Number: J1.060J
• Wikidata: Q27107503
• Metabolomics Workbench ID: 67738
• Mol file: 52570-16-8.mol

Synonyms:Naproanilide;52570-16-8;Uribest;Naproanalide;2-naphthalen-2-yloxy-N-phenylpropanamide;alpha-(2-Naphthoxy)propionanilide;alpha-(beta-Naphthoxy)propionanilide;MT 101;2-(2-NAPHTHYLOXY)PROPIONANILIDE;BRN 2746253;2-(2-Naphthalenyloxy)-N-phenylpropanamide;Naproanilide 10 microg/mL in Acetone;Propanamide, 2-(2-naphthalenyloxy)-N-phenyl-;MorPro-1;2-(naphthalen-2-yloxy)-N-phenylpropanamide;D04EQF;SCHEMBL65729;CHEBI:7475;DTXSID8058118;Gemcitabine prodrug (cancer), Morvus;MT-101;AKOS000915088;2-(2-naphthyloxy)-N-phenyl-propanamide;LS-119366;Q27107503

Chemical Property of Naproanilide

Chemical Property:

• Vapor Pressure: 2.16E-11mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 531.8oC at 760 mmHg
• PKA: 13.46±0.70(Predicted)
• Flash Point: 275.5oC
• PSA: 38.33000
• Density: 1.204g/cm3
• LogP: 4.31880
• Storage Temp.: 0-6°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 291.125928785
• Heavy Atom Count: 22
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

2-(2-NAPHTHYLOXY)PROPIONANILIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)NC1=CC=CC=C1)OC2=CC3=CC=CC=C3C=C2
• Uses: Naproanilide is used as a herbicide.

Technology Process of Naproanilide

There total 3 articles about Naproanilide 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: 94.0%

carbon monoxide (201230-82-2) + 2-vinyloxynaphthalene (7309-03-7) + aniline (62-53-3) → 2-(β-naphthyloxy)-propionanilide (52570-16-8)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydroxylamine hydrochloride; at 120 ℃; for 24h; under 15201 Torr; regioselective reaction; Autoclave;

DOI:10.1039/C7OB00371D

Reference yield:

2-bromopropionanilide (42308-20-3,94347-34-9) + β-naphthol (135-19-3) → 2-(β-naphthyloxy)-propionanilide (52570-16-8)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 50 ℃; for 2h;

DOI:10.1055/s-0033-1338703

Reference yield:

→ 2-(β-naphthyloxy)-propionanilide (52570-16-8)

Guidance literature:

upstream raw materials:

2-bromopropionanilide

β-naphthol

carbon monoxide

2-vinyloxynaphthalene

Downstream raw materials:

N-Phenyl-2-naphthylamine

Refernces

• 1、 Yu, Jianzhong,Wang, Yongtao,Zhang, Peizhi,Wu, Jun. "Direct amination of phenols under metal-free conditions". supporting information. p. 1448 - 1454. Retrieved 2013/07/26.
• 2、 -. "Agrochemical formulations for water surface application". . . Retrieved 2008/06/13.