4-Fluoro-N-methylaniline

Base Information

• Chemical Name: 4-Fluoro-N-methylaniline
• CAS No.: 459-59-6
• Molecular Formula: C7H8FN
• Molecular Weight: 125.146
• Hs Code.: 29214300
• European Community (EC) Number: 207-294-1
• UNII: 88F75YIS0F
• DSSTox Substance ID: DTXSID3022033
• Nikkaji Number: J196.176D
• Wikidata: Q27269926
• Mol file: 459-59-6.mol

Synonyms:4-fluoro-N-methylaniline

Chemical Property of 4-Fluoro-N-methylaniline

Chemical Property:

• Appearance/Colour: clear yellowish liquid
• Vapor Pressure: 0.853mmHg at 25°C
• Refractive Index: n20/D 1.5320(lit.)
• Boiling Point: 181.4 °C at 760 mmHg
• PKA: 4.80±0.12(Predicted)
• Flash Point: 63.5 °C
• PSA: 12.03000
• Density: 1.106 g/cm³
• LogP: 1.94040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.064077422
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-43-52/53
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)F
• Uses: 4-Fluoro-N-methylaniline was used as a model compound to study the in vivo and in vitro biotransformation of secondary aromatic amines.

Technology Process of 4-Fluoro-N-methylaniline

There total 39 articles about 4-Fluoro-N-methylaniline 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%

N-(4-fluoro-phenyl)-N-methyl-acetamide (36035-49-1) → 4-fluoro-N-methylaniline (459-59-6) + N-ethyl-4-fluoro-N-methylbenzenamine

Guidance literature:

With triethyl borane; Triethoxysilane; sodium hydroxide; In hexane; at 80 ℃; for 6h; Solvent; Reagent/catalyst; Inert atmosphere; Sealed tube;

Reference yield: 96.0%

methanol (67-56-1) + 4-fluoroaniline (371-40-4) → 4-fluoro-N-methylaniline (459-59-6)

Guidance literature:

With potassium tert-butylate; C₄₉H₅₀Cl₂Ir₂N₅O⁽¹⁺⁾*F₆P^(1-); at 130 ℃; for 4h;

DOI:10.1021/acs.organomet.0c00464

Reference yield: 95.0%

1,3,5-tris(4-fluorophenyl)-1,3,5-triazinane (109423-09-8) → 4-fluoro-N-methylaniline (459-59-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 12h; Autoclave;

upstream raw materials:

4-fluoro-N,N-dimethylaniline

N-(4-fluoro-phenyl)-N-methyl-acetamide

N-(4-fluorophenyl)formamide

1,3,5-tris(4-fluorophenyl)-1,3,5-triazinane

Downstream raw materials:

N-(4-fluorophenyl)-N-methylformamide

(4-Fluoro-2-vinyl-phenyl)-methyl-amine

N-methyl-N-(4-fluorophenyl)-vinylsulfonamide

8-(2,4-difluorophenyl)-3-((4-fluorophenyl)(methyl)amino)-1-methylpyrido[3,2-d]pyridazin-2(1H)-one

Refernces

• 1、 Zhang, Yanmeng,Zhang, He,Gao, Ke. "Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2". supporting information. p. 8282 - 8286. Retrieved 2021/10/25.
• 2、 Liu, Peng,Tung, Nguyen Thanh,Xu, Xiangchao,Yang, Jiazhi,Li, Feng. "N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]". . p. 2621 - 2631. Retrieved 2021/02/27.