3,5-Difluoroaniline

Base Information

• Chemical Name: 3,5-Difluoroaniline
• CAS No.: 372-39-4
• Molecular Formula: C6H5F2N
• Molecular Weight: 129.109
• Hs Code.: 29214200
• European Community (EC) Number: 206-752-8
• NSC Number: 81289
• UNII: 93F28C8C0X
• DSSTox Substance ID: DTXSID0059906
• Nikkaji Number: J79.608E
• Wikidata: Q27094167
• Metabolomics Workbench ID: 147769
• Mol file: 372-39-4.mol

Synonyms:3,5-difluoroaniline

Chemical Property of 3,5-Difluoroaniline

Chemical Property:

• Appearance/Colour: white to yellowish low melting solid
• Vapor Pressure: 0.7mmHg at 25°C
• Melting Point: 37-41 °C(lit.)
• Refractive Index: 1,512-1,514
• Boiling Point: 185.4 °C at 760 mmHg
• PKA: 2.57±0.10(Predicted)
• Flash Point: 75 °C
• PSA: 26.02000
• Density: 1.289 g/cm³
• LogP: 2.12820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 129.03900549
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

99% ^*data from raw suppliers

3,5-Difluoroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 28-36/37/39-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1F)F)N
• Uses: 3,5-Difluoroaniline has been used in the preparation of 3,5-difluorodimethylaniline.

Technology Process of 3,5-Difluoroaniline

There total 14 articles about 3,5-Difluoroaniline 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%

1,3-difluoro-5-nitrobenzene (2265-94-3) → 3,5-difluoroaniline (372-39-4)

Guidance literature:

With C₃₆H₅₆Cl₃CrN₂O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 60 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.0c12318

Reference yield: 94.0%

3,5-difluorobromobenzene (461-96-1) → 3,5-difluoroaniline (372-39-4)

Guidance literature:

With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; ammonia; sodium hydroxide; In water; at 100 ℃; for 12h;

DOI:10.1016/j.tetlet.2020.152222

Reference yield: 91.0%

2-methoxy-ethanol (109-86-4,95507-80-5) + hydrazine hydrate (7803-57-8,79785-97-0) → 3,5-difluoroaniline (372-39-4)

Guidance literature:

palladium-carbon;

upstream raw materials:

1,3-difluoro-5-nitrobenzene

1,3,5-trifluorobenzene

sulfuric acid

1,2-bis(3,5-difluorophenyl)hydrazine

Downstream raw materials:

3,5-difluoro-4-iodoaniline

3-Chloro-2-chloromethyl-N-(3,5-difluoro-phenyl)-2-methyl-propionamide

3,5-Difluoro-N-pivaloylaniline

3,5-Difluor-azobenzol

Refernces

• 1、 Zhao, Lixing,Hu, Chenyang,Cong, Xuefeng,Deng, Gongda,Liu, Liu Leo,Luo, Meiming,Zeng, Xiaoming. "Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications". supporting information. p. 1618 - 1629. Retrieved 2021/01/25.
• 2、 Li, Bryan,Li, Ruizhi,Dorff, Peter,McWilliams, J. Christopher,Guinn, Robert M.,Guinness, Steven M.,Han, Lu,Wang, Ke,Yu, Shu. "Deprotection of N-Boc Groups under Continuous-Flow High-Temperature Conditions". . p. 4846 - 4855. Retrieved 2019/01/30.