N-(4-fluorophenyl)propanamide

Base Information

• Chemical Name: N-(4-fluorophenyl)propanamide
• CAS No.: 457-74-9
• Molecular Formula: C9H10 F N O
• Molecular Weight: 167.183
• European Community (EC) Number: 654-984-7
• NSC Number: 164111
• DSSTox Substance ID: DTXSID10304081
• Nikkaji Number: J1.146.210C
• Wikidata: Q82049726
• Mol file: 457-74-9.mol

Synonyms:N-(4-fluorophenyl)propanamide;457-74-9;4'-FLUOROPROPIONANILIDE;NSC164111;SCHEMBL4790863;DTXSID10304081;AKOS002961053;NSC-164111;Z27805867

Chemical Property of N-(4-fluorophenyl)propanamide

Chemical Property:

• Vapor Pressure: 0.000569mmHg at 25°C
• Boiling Point: 311.3°C at 760 mmHg
• Flash Point: 142.1°C
• Density: 1.167g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.074642105
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)NC1=CC=C(C=C1)F

Technology Process of N-(4-fluorophenyl)propanamide

There total 10 articles about N-(4-fluorophenyl)propanamide 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: 91.0%

propionic acid (802294-64-0,79-09-4) + 4-fluoroaniline (371-40-4) → N-(4-fluoro-phenyl)-propionamide (457-74-9)

Guidance literature:

propionic acid; With iodine; triethylamine; phosphorous acid trimethyl ester; In dichloromethane; for 0.166667h; Cooling with ice; Inert atmosphere;

4-fluoroaniline; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere; Cooling with ice;

DOI:10.1002/ejoc.201101030

Reference yield: 85.0%

1-(4-fluorophenyl)propan-1-one oxime (328393-70-0) → N-(4-fluoro-phenyl)-propionamide (457-74-9)

Guidance literature:

mercury dichloride; In acetonitrile; at 80 ℃; for 8h;

DOI:10.1021/jo070297k

Reference yield: 84.0%

propionic acid anhydride (123-62-6) + 4-fluoroaniline (371-40-4) → N-(4-fluoro-phenyl)-propionamide (457-74-9)

Guidance literature:

With sodium dodecyl-sulfate; In water;

DOI:10.1002/ejoc.200300620

upstream raw materials:

Ethyl propionate

4-fluoroaniline

1-(4-fluorophenyl)propan-1-one oxime

propionic acid anhydride

Downstream raw materials:

C₂₈H₃₀N₂O₄

parapropamol

Refernces

• 1、 Luo, Qun-Li,Lv, Lina,Li, Yu,Tan, Jian-Ping,Nan, Wenhui,Hui, Qun. "An efficient protocol for the amidation of carboxylic acids promoted by trimethyl phosphite and iodine". supporting information; experimental part. p. 6916 - 6922. Retrieved 2012/01/06.
• 2、 Ramalingan, Chennan,Park, Yong-Tae. "Mercury-catalyzed rearrangement of ketoximes into amides and lactams in acetonitrile". . p. 4536 - 4538. Retrieved 2008/02/04.