2,6-Difluoroaniline

Base Information

• Chemical Name: 2,6-Difluoroaniline
• CAS No.: 5509-65-9
• Molecular Formula: C6H5F2N
• Molecular Weight: 129.109
• Hs Code.: 29214210
• European Community (EC) Number: 226-853-0
• NSC Number: 127234
• UNII: 943G3H8895
• DSSTox Substance ID: DTXSID2073350
• Nikkaji Number: J1.837F
• Wikidata: Q72462333
• Mol file: 5509-65-9.mol

Synonyms:2,6-Difluoroaniline;5509-65-9;Benzenamine, 2,6-difluoro-;2,6-Difluoro-phenylamine;MFCD00007655;EINECS 226-853-0;NSC 127234;NSC-127234;943G3H8895;2,6-DIFLUOROBENZENAMINE;NSC127234;2,6 difluoroaniline;2,6-diflouroaniline;2,6-Difuluoroaniline;2,6-difluoro aniline;2,6-difluoro-aniline;2,6-di-Fluoroaniline;2,6-difluorobenzeneamine;2,6-difluorophenyl amine;2,6 - difluoro aniline;(2,6-difluorophenyl)amine;SCHEMBL113475;DTXSID2073350;2,6-Difluoroaniline, >=97%;UNII-943G3H8895;BBL027652;STK802226;AKOS000119497;CS-W020001;PS-9157;AM20040700;D1635;FT-0610644;EN300-19913;A19486;W-105588;F0001-1445;Z104476070

Chemical Property of 2,6-Difluoroaniline

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Melting Point: 144-148 °C
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 154 °C at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 43.3 °C
• PSA: 26.02000
• Density: 1.289 g/cm³
• LogP: 2.12820
• Storage Temp.: Flammables area
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Water Solubility.: Slightly soluble 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%min ^*data from raw suppliers

2,6-Difluoroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, F
• Hazard Codes: Xn,Xi,F
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 36-36/37/39-26-23-16-16/23/26/36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)N)F
• Uses: 2,6-Difluoroaniline is an important chemical in the sythesis technology for high-efficiency insecticide. 2,6-Difluoroaniline was used in the synthesis of:N-2,6-difluorophenyl-5-methoxy-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamide, herbicidal compoundseries of 2,6,9-trisubstituted purine inhibitors of p38α kinasesubstituted phenylthiomorpholine dioxide, an active pharmaceutical intermediate

Technology Process of 2,6-Difluoroaniline

There total 20 articles about 2,6-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: 92.0%

2,6-difluorobenzamide (18063-03-1) → 2,6-difluoroaniline (5509-65-9)

Guidance literature:

With sodium hypochlorite; sodium hydroxide; In water; at -5 ℃; for 2h; Reagent/catalyst; Large scale; Green chemistry;

Reference yield: 54.0%

2-azido-1,3-difluorobenzene (102284-85-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 2,6-difluoroaniline (5509-65-9) + N-benzyl-2,6-difluoroaniline + cis-1,2-bis(2,6-difluorophenyl)diazene

Guidance literature:

With naphtophenone; at 25 ℃; for 4h; Product distribution; Irradiation; further tenmperatures;

DOI:10.1021/ja00286a054

Reference yield: 2.0%

1-chloro-2,6-difluorobenzene (38361-37-4) → ortho-difluorobenzene (367-11-3) + 2,6-difluoroaniline (5509-65-9)

Guidance literature:

With ammonium hydroxide; copper(I) oxide; at 160 ℃; for 24h; Further byproducts given; bomb;

DOI:10.1016/S0022-1139(00)80961-6

upstream raw materials:

2,6-difluorobenzoic acid

1-chloro-3,5-difluorobenzene

1-chloro-2,6-difluorobenzene

2-azido-1,3-difluorobenzene

Downstream raw materials:

N-(2,6-Difluoro-phenyl)-3,4-dimethoxy-benzamide

1-(2,6-difluorophenyl)-1H-pyrrole

2,2',6,6'-tetrafluoroazobenzene

Refernces

• 1、 -. "Method for preparing 2,6-difluoroindophenol acetate". Paragraph 0014. . Retrieved 2019/03/28.
• 2、 Mao, Yang-Jie,Luo, Gen,Hao, Hong-Yan,Xu, Zhen-Yuan,Lou, Shao-Jie,Xu, Dan-Qian. "Anion ligand promoted selective C-F bond reductive elimination enables C(sp2)-H fluorination". . p. 14458 - 14461. Retrieved 2019/12/09.