3-Fluoro-N-methylaniline

Base Information

• Chemical Name: 3-Fluoro-N-methylaniline
• CAS No.: 1978-37-6
• Molecular Formula: C7H8FN
• Molecular Weight: 125.146
• Hs Code.: 2921490090
• European Community (EC) Number: 624-881-1
• DSSTox Substance ID: DTXSID90374601
• Nikkaji Number: J1.887.640J
• Wikidata: Q72474329
• Mol file: 1978-37-6.mol

Synonyms:3-Fluoro-N-methylaniline;1978-37-6;Benzenamine, 3-fluoro-N-methyl-;N-methyl-3-fluoroaniline;3-fluoro-N-methylbenzenamine;3-fluoro-N-methylanilin;N-methyl-m-fluoroaniline;SCHEMBL306546;(3-fluoro-phenyl)-methyl-amine;3-Fluoro-N-methylaniline, 97%;DTXSID90374601;FHYDHJXZZQCXOX-UHFFFAOYSA-N;MFCD02683095;RB3023;AKOS000253817;AM62691;AS-54420;A4333;FT-0633948;EN300-59275;Q-101228;Z335274194

Chemical Property of 3-Fluoro-N-methylaniline

Chemical Property:

• Vapor Pressure: 0.692mmHg at 25°C
• Refractive Index: n20/D 1.5390(lit.)
• Boiling Point: 185.6 °C at 760 mmHg
• PKA: 4.11±0.25(Predicted)
• Flash Point: 66 °C
• PSA: 12.03000
• Density: 1.106 g/cm³
• LogP: 1.94040
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.064077422
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

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

3-fluoro-N-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-41
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=CC(=CC=C1)F

Technology Process of 3-Fluoro-N-methylaniline

There total 14 articles about 3-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: 98.0%

N-(3-fluorophenyl)-N-methylformamide (643735-24-4) → 3-fluoro-N-methylaniline (1978-37-6)

Guidance literature:

With C₁₈H₃₇ClMoNO₂P₂; hydrogen; sodium triethylborohydride; In tetrahydrofuran; toluene; at 100 ℃; for 24h; under 37503.8 Torr; Autoclave; Glovebox;

DOI:10.1039/c9sc03453f

Reference yield: 96.0%

methanol (67-56-1) + meta-fluoroaniline (372-19-0) → 3-fluoro-N-methylaniline (1978-37-6)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]; bis[2-(diphenylphosphino)phenyl] ether; lithium tert-butoxide; at 100 ℃; for 24h;

DOI:10.1021/acscatal.5b00606

Reference yield: 90.0%

→ 3-fluoro-N-methylaniline (1978-37-6)

Guidance literature:

With potassium hydroxide; In methanol; at 85 ℃; for 2h; Sealed tube;

With methanol; sodium tetrahydroborate; at 0 - 85 ℃; for 1h; Sealed tube;

upstream raw materials:

N-(3-fluorophenyl)formamide

meta-fluoroaniline

N-(3-fluorophenyl)-N-methylformamide

methyl iodide

Downstream raw materials:

N-methyl-N-(3-fluorophenyl)isonicotinamide

N-(3-fluorophenyl)-N-methyl-1H-pyrrolo[2,3-b]pyridin-6-amine

N-(3-fluorophenyl)-N-methyl-1H-indazol-6-amine

C₁₈H₁₁F₄N₃O

Refernces

• 1、 Liu, Xiang,Loh, Teck-Peng,Qiang, Wenwen,Wang, Jing,Ye, Sen,Zhu, Longfei. "Additive-freeN-methylation of amines with methanol over supported iridium catalyst". . p. 3364 - 3375. Retrieved 2021/06/06.
• 2、 Meng, Jing,Wang, Yi-Feng,Wang, Zhijuan,Xia, Hui-Min,Xu, Ai-Qing,Zhang, Feng-Lian. "Selective N -monomethylation of primary anilines with the controllable installation of N -CH2D, N -CHD2, and N -CD3units". supporting information. p. 4922 - 4926. Retrieved 2020/07/30.