3'-Methylacetanilide

Base Information

• Chemical Name: 3'-Methylacetanilide
• CAS No.: 537-92-8
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 29242998
• European Community (EC) Number: 208-678-1
• NSC Number: 3103
• UNII: KY86R0888B
• DSSTox Substance ID: DTXSID6024412
• Nikkaji Number: J6.366E
• Wikidata: Q27282500
• ChEMBL ID: CHEMBL1528164
• Mol file: 537-92-8.mol

Synonyms:3'-methylacetanilide

Chemical Property of 3'-Methylacetanilide

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 16 mm Hg ( 163 °C)
• Melting Point: 65-67 °C
• Refractive Index: 1.5279 (estimate)
• Boiling Point: 303.758 °C at 760 mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 175.156 °C
• PSA: 29.10000
• Density: 1.075 g/cm³
• LogP: 2.02640
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: alcohol: freely soluble(lit.)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

3-Acetylaminotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC(=O)C

Technology Process of 3'-Methylacetanilide

There total 59 articles about 3'-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: 99.0%

1-methyl-3-nitrobenzene (99-08-1) + acetic anhydride (108-24-7) → 3-Methylacetanilide (537-92-8)

Guidance literature:

With indium; acetic acid; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(02)02479-6

Reference yield: 99.0%

tungsten hexacarbonyl (14040-11-0) + 1-methyl-3-nitrobenzene (99-08-1) + carbonic acid dimethyl ester (616-38-6) → 3-Methylacetanilide (537-92-8)

Guidance literature:

With di(rhodium)tetracarbonyl dichloride; 1,3-bis-(diphenylphosphino)propane; sodium phosphate; sodium iodide; In water; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1039/d1cc00047k

Reference yield: 97.1%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N,N'-Bis(3-methylphenyl)guanidine (51131-78-3) → 3-Methylacetanilide (537-92-8)

Guidance literature:

With platinum(II) acetylacetonate; 1-carboxyethyl-3-methylimidazolium hydrogen bisulfate; zinc diacetate; copper(II) bis(trifluoromethanesulfonate); at 60 ℃; for 7h; Reagent/catalyst;

upstream raw materials:

acetic acid

1-amino-3-methylbenzene

Ketene

3-methylcyclohex-2-enone oxime

Downstream raw materials:

acetic acid-[4-(2,2-dichloro-ethyl)-3-methyl-anilide]

3-methyl-4-chloroaniline

N-Trimethylsilyl-m-methylacetanilid

N-ethyl-m-toulidine

Refernces

• 1、 Nonami, Reina,Morimoto, Yusei,Kanemoto, Kazuya,Yamamoto, Yasunori,Shirai, Tomohiko. "Cationic Iridium-Catalyzed Asymmetric Decarbonylative Aryl Addition of Aromatic Aldehydes to Bicyclic Alkenes". . . Retrieved 2022/02/05.
• 2、 Alsaab, Hashem O.,Aqsa, Sehar,Asif, Tahira Tasneem,Ibrar, Aliya,Kausar, Naghmana,Khan, Imtiaz,Munir, Rubina,Shahid, Noorma,Younas, Muhammad Tayyab,Zaib, Sumera. "Hybrid quinoline-thiosemicarbazone therapeutics as a new treatment opportunity for Alzheimer’s disease-synthesis, in vitro cholinesterase inhibitory potential and computational modeling analysis". . . Retrieved 2021/12/10.