N-Ethylcrotonanilide

Base Information

• Chemical Name: N-Ethylcrotonanilide
• CAS No.: 53188-82-2
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.257
• NSC Number: 5684
• DSSTox Substance ID: DTXSID20417772
• Nikkaji Number: J10.083H
• Wikidata: Q82227937
• Mol file: 53188-82-2.mol

Synonyms:N-Ethylcrotonanilide;53188-82-2;2-Butenamide, N-ethyl-N-phenyl-;NSC5684;N-Ethylcrotonanilid;2-Butenamide,N-ethyl-N-phenyl-;DTXSID20417772;NSC-5684;AKOS024334035;(2E)-N-ETHYL-N-PHENYLBUT-2-ENAMIDE

Chemical Property of N-Ethylcrotonanilide

Chemical Property:

• Vapor Pressure: 0.00917mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 265.4 °C at 760 mmHg
• Flash Point: 108.1 °C
• PSA: 20.31000
• Density: 1.027g/cm³
• LogP: 2.61560
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

N-ETHYLCROTONANILIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(C1=CC=CC=C1)C(=O)C=CC
• Isomeric SMILES: CCN(C1=CC=CC=C1)C(=O)/C=C/C

Technology Process of N-Ethylcrotonanilide

There total 5 articles about N-Ethylcrotonanilide 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: 60.0%

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + N-ethyl-N-phenylamine (103-69-5) → (E)-4-hydroxy-N-ethyl-N-phenyl-2-butenamide + N-ethyl-trans-crotonanilide (6289-55-0,53188-82-2)

Guidance literature:

trans-chrotonyl chloride; N-ethyl-N-phenylamine; With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 48h;

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2014.11.022

Reference yield:

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + N-ethyl-N-phenylamine (103-69-5) → N-ethyl-N-phenylbut-3-enamide + N-ethyl-trans-crotonanilide (6289-55-0,53188-82-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2014.11.022

Reference yield:

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + N-ethyl-N-phenylamine (103-69-5) → C12H15NO2 + N-ethyl-trans-crotonanilide (6289-55-0,53188-82-2)

Guidance literature:

trans-chrotonyl chloride; N-ethyl-N-phenylamine; With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 48h;

DOI:10.1016/j.tet.2014.11.022

upstream raw materials:

sodium phenoxide

trans-chrotonyl chloride

N-ethyl-N-phenylamine

Refernces