N-Methylacetanilide

Base Information

• Chemical Name: N-Methylacetanilide
• CAS No.: 579-10-2
• Molecular Formula: C9H11 N O
• Molecular Weight: 149.192
• Hs Code.: 2924299090
• European Community (EC) Number: 209-436-8
• NSC Number: 2140
• UNII: 6MR085F8DW
• DSSTox Substance ID: DTXSID8060373
• Nikkaji Number: J7.429B
• Wikidata: Q27265173
• ChEMBL ID: CHEMBL481312
• Mol file: 579-10-2.mol

Synonyms:N-methylacetanilide;N-methylacetanilide, N-(methyl-13C)-labeled cpd

Chemical Property of N-Methylacetanilide

Chemical Property:

• Vapor Pressure: 0.0802mmHg at 25°C
• Melting Point: 101°C
• Refractive Index: 1.5760
• Boiling Point: 146 °C / 30mmHg
• PKA: 0.54±0.50(Predicted)
• Flash Point: 93.2°C
• PSA: 20.31000
• Density: 1.057g/cm³
• LogP: 1.66930
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 24.96g/L(25 oC)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methylacetanilide >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N(C)C1=CC=CC=C1

Technology Process of N-Methylacetanilide

There total 120 articles about N-Methylacetanilide 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: 100.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) + methyl iodide (74-88-4) → N-acetyl-N-methylaniline (579-10-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 140 ℃; for 20h; under 760.051 Torr; Reagent/catalyst; Solvent; Catalytic behavior;

Reference yield: 99.0%

acetyl chloride (75-36-5) + N-methylaniline (100-61-8) → N-acetyl-N-methylaniline (579-10-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.16667h;

DOI:10.1021/ja0119346

Reference yield: 98.0%

Acetanilid (103-84-4) + methyl iodide (74-88-4) → N-acetyl-N-methylaniline (579-10-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1002/asia.201000613

upstream raw materials:

methyl ethyl ketone N-methylphenylhydrazone

acetic anhydride

toluene-4-sulfonic acid

N,N-dimethyl-aniline

Downstream raw materials:

3-hydroxy-3,3-diphenyl-propionic acid-(N-methyl-anilide)

butyric acid

quinoline

p-toluidine

Refernces

• 1、 Imberdis, Arnaud,Lefèvre, Guillaume,Cantat, Thibault. "Transition-Metal-Free Acceptorless Decarbonylation of Formic Acid Enabled by a Liquid Chemical-Looping Strategy". . p. 17215 - 17219. Retrieved 2019.
• 2、 Brydson, Rik,Cairns, Gareth A.,Chamberlain, Thomas W.,Flahaut, Emmanuel,Hondow, Nicole,Mannering, Jamie,Menzel, Robert,Stones, Rebecca,Sykes, Daniel,Xia, Dong. "Engineering of Microcage Carbon Nanotube Architectures with Decoupled Multimodal Porosity and Amplified Catalytic Performance". . . Retrieved 2021.
• 3、 Amirsoleimani, Mina,Khalilzadeh, Mohammad A.,Zareyee, Daryoush. "Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines". . . Retrieved 2020/08/22.
• 4、 Zhao, Chenxi,Tang, Chu,Li, Changhao,Ning, Wentao,Hu, Zhiye,Xin, Lilan,Zhou, Hai-Bing,Huang, Jian. "Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy". . . Retrieved 2021/05/10.