4-Amino-2,3,5,6-tetrafluoropyridine

Base Information

• Chemical Name: 4-Amino-2,3,5,6-tetrafluoropyridine
• CAS No.: 1682-20-8
• Molecular Formula: C5H2F4N2
• Molecular Weight: 166.078
• Hs Code.: 29333990
• European Community (EC) Number: 623-682-7
• DSSTox Substance ID: DTXSID60361523
• Nikkaji Number: J670.482D
• Wikidata: Q72442212
• Mol file: 1682-20-8.mol

Synonyms:4-Amino-2,3,5,6-tetrafluoropyridine;1682-20-8;2,3,5,6-tetrafluoropyridin-4-amine;4-aminotetrafluoropyridine;4-Pyridinamine, 2,3,5,6-tetrafluoro-;2,3,5,6-tetrafluoro-4-pyridinamine;tetrafluoropyridin-4-amine;C5H2F4N2;SCHEMBL1002200;DTXSID60361523;AMY12504;MFCD00010855;AKOS005063368;SB52492;SDCCGMLS-0064535.P001;2,3,5,6-tetrafluoro-pyridin-4-ylamine;AS-48021;CS-0157955;FT-0617616;2,3,5,6-tetrakis(fluoranyl)pyridin-4-amine;4-Amino-2,3,5,6-tetrafluoropyridine, 98%;F17553;A810951;J-010439;J-514314

Chemical Property of 4-Amino-2,3,5,6-tetrafluoropyridine

Chemical Property:

• Appearance/Colour: white to light yellow crystal
• Vapor Pressure: 0.00459mmHg at 25°C
• Melting Point: 85-87 °C(lit.)
• Refractive Index: 1.485
• Boiling Point: 208.3°Cat760mmHg
• PKA: -3.11±0.10(Predicted)
• Flash Point: 79.8°C
• PSA: 38.91000
• Density: 1.631g/cm³
• LogP: 1.80140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 166.01541072
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

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

4-Amino-2,3,5,6-tetrafluoropyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=NC(=C1F)F)F)F)N

Technology Process of 4-Amino-2,3,5,6-tetrafluoropyridine

There total 34 articles about 4-Amino-2,3,5,6-tetrafluoropyridine 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: 93.0%

2,3,5,6-tetrafluoro-4-(2,4,6-trimethylphenylazo)pyridine (86249-71-0) → 2,3,5,6-tetrafluoropyridin-4-amine (1682-20-8) + 2,4,6-trimethylaniline (88-05-1)

Guidance literature:

With sodium disulfite; hydrogen iodide; for 1h; Heating;

DOI:10.1016/S0022-1139(00)83063-8

Reference yield: 90.0%

Pentafluoropyridine (700-16-3) + N-methylhydroxyamine hydrochloride (4229-44-1) → 2,3,5,6-tetrafluoropyridin-4-amine (1682-20-8) + N-methyl-N-(2,3,5,6-tetrafluoropyridyl)-hydroxylamine + 2,2'3,3',5,5',6,6'-octafluoro-4,4'-azoxypyridine

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 70 ℃; for 3h;

DOI:10.1016/S0022-1139(00)82068-0

Reference yield: 89.0%

Pentafluoropyridine (700-16-3) → 2,3,5,6-tetrafluoropyridin-4-amine (1682-20-8)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/0022-1139(95)03380-7

upstream raw materials:

1,2,3-trimethoxybenzene

4-azido-2,3,5,6-tetrafluoropyridine

Pentafluoropyridine

N-methylhydroxyamine hydrochloride

Downstream raw materials:

4-Amino-2,3,6-trifluoropyridine

4-Amino-2,5-difluoropyridine

4-bromo-2,3,5,6-tetrafluoropyridine

4-<4-(dimethylamino)phenylazo>-2,3,5,6-tetrafluoropyridine

Refernces

• 1、 Chambers, R. D.,Martin, P. A.,Waterhouse, J. S.,Williams, D. L. H.,Anderson, B.. "MECHANISM FOR REACTIONS OF HALOGENATED COMPOUNDS. PART 4. ACTIVATING INFLUENCES OF RING-NITROGEN AND TRIFLUOROMETHYL IN NUCLEOPHILIC AROMATIC SUBSTITUTION". . p. 507 - 514. Retrieved 1982.
• 2、 Banks, Ronald E.,Madany, Ismail M.. "STUDIES IN AZIDE CHEMISTRY. PART 12. ONE-POT CONVERSION OF 4-AZIDOTETRAFLUOROPYRIDINE TO 1,3,4-TRIFLUORO-7,9-DIMETHYL-11H-PYRIDOBENZODIAZEPINE". . p. 357 - 360. Retrieved 1985.
• 3、 Banks,Besheesh,Tsiliopoulos. "N-Halogeno compounds. Part 16. Perfluoro-[N-fluoro-N-(4-pyridyl)acetamide] - A new site-selective electrophilic fluorinating agent". . p. 39 - 42. Retrieved 1996.
• 4、 Senaweera, Sameera M.,Singh, Anuradha,Weaver, Jimmie D.. "Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics". supporting information. p. 3002 - 3005. Retrieved 2014/03/21.