4-fluoro-N-methylbenzamide

Base Information

• Chemical Name: 4-fluoro-N-methylbenzamide
• CAS No.: 701-49-5
• Molecular Formula: C8H8FNO
• Molecular Weight: 153.156
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10399053
• Nikkaji Number: J484.227H
• Wikidata: Q72474412
• Mol file: 701-49-5.mol

Synonyms:4-fluoro-N-methylbenzamide;701-49-5;Benzamide, 4-fluoro-N-methyl-;4-fluoro-N-methyl-benzamide;4-fluoro-N-methylbezamide;SCHEMBL192212;DTXSID10399053;CX1268;MFCD00032531;AKOS008932853;CS-W018076;FT-0737829;EN300-140222;A866665;Z32016363

Chemical Property of 4-fluoro-N-methylbenzamide

Chemical Property:

• Vapor Pressure: 0.00486mmHg at 25°C
• Melting Point: 133-134 °C
• Refractive Index: 1.506
• Boiling Point: 276.2 °C at 760 mmHg
• PKA: 14.88±0.46(Predicted)
• Flash Point: 120.9 °C
• PSA: 29.10000
• Density: 1.142 g/cm³
• LogP: 1.57620
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.058992041
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-fluoro-N-methylbenzamide

There total 17 articles about 4-fluoro-N-methylbenzamide 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%

4-fluoro-N-methoxy-N-methylbenzamide (116332-54-8) → 4-fluoro-N-methylbenzamide (701-49-5)

Guidance literature:

With o-phenylenebis(diphenylphosphine); triisobutylaluminum; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In hexane; at 150 ℃; for 6h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d0ob01815e

Reference yield: 89.0%

p-fluorobenzamide (824-75-9) + bis(1-methyl-1-phenylethyl)peroxide (80-43-3) → 4-fluoro-N-methylbenzamide (701-49-5)

Guidance literature:

With copper(l) chloride; In chlorobenzene; at 130 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ol401362k

Reference yield: 88.0%

N-benzyl-N-methyl-4-fluorobenzamide (325980-20-9) → 4-fluoro-N-methylbenzamide (701-49-5) + benzaldehyde (100-52-7)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 ℃; for 18h; Product distribution;

DOI:10.1055/s-2007-990795

upstream raw materials:

4-fluorobenzaldehyde

N-Methyl-O-p-nitrophenylsulphonylhydroxylamine

4-fluorobenzoyl chloride

methylamine

Downstream raw materials:

1-(4-Fluoro-phenyl)-6,7-dimethoxy-2-methyl-2H-isoquinolin-3-one

4-(9-Benzyl-3,9-diazaspiro[5.5]undec-3-yl)-N-methylbenzamide

N-methyl-4-(piperazin-1-yl)benzamide

2,6-diethyl-N-methylbenzamide

Refernces

• 1、 Abe, Manabu,Akita, Munetaka,Chitose, Youhei,Hyodo, Yuki,Koike, Takashi,Takahashi, Keigo,Yoshizawa, Michito. "Assemblies of 1,4-Bis(diarylamino)naphthalenes and Aromatic Amphiphiles: Highly Reducing Photoredox Catalysis in Water". supporting information. . Retrieved 2021/10/21.
• 2、 Ackermann, Lutz,Struwe, Julia,Zhang, Yan. "Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides". supporting information. p. 15076 - 15080. Retrieved 2020/06/20.