3-Fluorodiphenylamine

Base Information

• Chemical Name: 3-Fluorodiphenylamine
• CAS No.: 500-41-4
• Molecular Formula: C12H10FN
• Molecular Weight: 187.217
• Hs Code.: 2921440000
• European Community (EC) Number: 810-560-5
• DSSTox Substance ID: DTXSID00379046
• Nikkaji Number: J2.664.052K
• Wikidata: Q72479799
• Mol file: 500-41-4.mol

Synonyms:3-Fluorodiphenylamine;3-fluoro-N-phenylaniline;500-41-4;3-fluorophenylaniline;N-Phenyl-3-fluoroaniline;N-(3-Fluorophenyl)aniline;SCHEMBL1118619;DTXSID00379046;YALRBUHWXPELQP-UHFFFAOYSA-N;MFCD03094201;AKOS006230218;PS-8458;CS-0308259;EN300-112823;A827944;Z1201622027

Chemical Property of 3-Fluorodiphenylamine

Chemical Property:

• Vapor Pressure: 0.00272mmHg at 25°C
• Refractive Index: 1.613
• Boiling Point: 285.9 °C at 760 mmHg
• PKA: -0.12±0.30(Predicted)
• Flash Point: 126.7 °C
• PSA: 12.03000
• Density: 1.172 g/cm³
• LogP: 3.64230
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.079727485
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

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

3-fluorodiphenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC(=CC=C2)F

Technology Process of 3-Fluorodiphenylamine

There total 22 articles about 3-Fluorodiphenylamine 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: 87.0%

1,3-Difluorobenzene (372-18-9) + aniline (62-53-3) → 3-fluoro-N-phenyl-aniline (500-41-4)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 25 ℃; for 3h; Glovebox;

DOI:10.1039/c4ra13753a

Reference yield: 85.0%

3-fluoro-1-nitrobenzene (402-67-5) + phenylboronic acid (98-80-6) → 3-fluoro-N-phenyl-aniline (500-41-4)

Guidance literature:

3-fluoro-1-nitrobenzene; With [2,2]bipyridinyl; [MoO₂Cl₂(dmf)₂]; In toluene; for 0.0333333h;

phenylboronic acid; With triphenylphosphine; In toluene; at 100 ℃; for 20h;

DOI:10.1002/anie.201812806

Reference yield: 83.0%

meta-fluoroaniline (372-19-0) + chlorobenzene (108-90-7) → 3-fluoro-N-phenyl-aniline (500-41-4)

Guidance literature:

With NHC-Pd(II)-Im; potassium tert-butylate; In toluene; for 4h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.01.008

upstream raw materials:

bromobenzene

N-(3-fluorophenyl)acetamide

3-fluorobromobenzene

Acetanilid

Downstream raw materials:

1-(3-fluorophenyl)-2(1H,3H)-indolone

3-fluorophenyl(phenyl)carbamic chloride

2-(((1r,4r)-4-(((3-fluorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetic acid

tert-butyl 2-(((1r,4r)-4-(((3-fluorophenyl)(phenyl)carbamoyloxy)methyl)cyclohexyl)methoxy)acetate

Refernces

• 1、 -. "PROSTACYCLIN RECEPTOR AGONIST". Paragraph 0088-0090; 0130-0132. . Retrieved 2020/12/22.
• 2、 Suárez-Pantiga, Samuel,Hernández-Ruiz, Raquel,Virumbrales, Cintia,Pedrosa, María R.,Sanz, Roberto. "Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds". supporting information. p. 2129 - 2133. Retrieved 2019/01/25.