3-Fluoropyridine

Base Information

• Chemical Name: 3-Fluoropyridine
• CAS No.: 372-47-4
• Molecular Formula: C5H4FN
• Molecular Weight: 97.0919
• Hs Code.: 29333990
• European Community (EC) Number: 206-755-4
• NSC Number: 5078
• UNII: AP9KGY2VWZ
• DSSTox Substance ID: DTXSID10190688
• Nikkaji Number: J150.742G
• Wikidata: Q72476689
• ChEMBL ID: CHEMBL1162361
• Mol file: 372-47-4.mol

Synonyms:3-Fluoropyridine;372-47-4;Pyridine, 3-fluoro-;C5H4FN;CCRIS 1717;AP9KGY2VWZ;NSC 5078;EINECS 206-755-4;3-fluorpyridin;NSC-5078;MFCD00006374;3-fluropyridine;3-fluoro-pyridine;3-Fluoro-pyridinium;UNII-AP9KGY2VWZ;3-Fluoropyridine, 99%;Pyridine, 3-fluoro- (8CI);CHEMBL1162361;DTXSID10190688;NSC5078;BCP23075;AKOS005145578;AC-7017;CS-W011338;SB52271;BP-11394;LS-188127;AM20051123;F0207;FT-0615750;EN300-21360;Q-103374;F0001-1072

Chemical Property of 3-Fluoropyridine

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 31.6mmHg at 25°C
• Melting Point: 251-254 °C (dec.)
• Refractive Index: n20/D 1.472(lit.)
• Boiling Point: 107.499 °C at 760 mmHg
• PKA: pK1:2.97(＋1) (25°C)
• Flash Point: 13.333 °C
• PSA: 12.89000
• Density: 1.118 g/cm³
• LogP: 1.22070
• Storage Temp.: Flammables area
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 97.032777294
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

3-Fluoropyridine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi, Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/37/38-20/21/22
• Safety Statements: 16-26-36/37/39-33-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CN=C1)F
• Uses: 3-Fluoropyridine was used in the synthesis of 3-halopyridin-4-yl-boronic acids and esters.

Technology Process of 3-Fluoropyridine

There total 30 articles about 3-Fluoropyridine 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: 96.0%

pyridin-3-ylamine (462-08-8) → 3-Fluoropyridine (372-47-4)

Guidance literature:

With pyridine hydrogenfluoride; sodium nitrite; 1.) O deg C, 20 min, 2.) 40 deg C, 1 h;

DOI:10.1016/0040-4020(95)00867-8

Reference yield: 84.0%

3-HYDROXYPYRIDINE (109-00-2) → 3-Fluoropyridine (372-47-4)

Guidance literature:

With 1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1h-imidazole; cesium fluoride; In toluene; at 110 ℃; for 20h; Product distribution / selectivity; Sealed vial;

Reference yield: 72.0%

3-pyridylboronic acid (1692-25-7) → 3-Fluoropyridine (372-47-4)

Guidance literature:

3-pyridylboronic acid; With sodium hydroxide; In methanol; at 23 ℃; for 0.25h; Inert atmosphere;

With silver trifluoromethanesulfonate; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

With Selectfluor; In acetone; at 23 ℃; for 1h; regiospecific reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol901113t

upstream raw materials:

pyridin-3-ylamine

3-fluoropyridine-1-oxide

2-fluoropyridine-H⁽¹⁺⁾

(S)-N-acetylalanine methyl ester

Downstream raw materials:

3-fluoro-1-(4-fluoro-phenacyl)-pyridinium; bromide

3-fluoropyridine-1-oxide

2-fluoropyridine-H⁽¹⁺⁾

9-phenyl-10-methylacridinyl radical

Refernces

• 1、 Roe,Hawkins. "-". . p. 2443. Retrieved 1947.
• 2、 Gryaznova,Khrizanforova,Kholin,Khrizanforov,Budnikova, Yu. H.. "Selective fluorination of pyridine and its derivatives in the presence of high-oxidation-state transition metals". . p. 1798 - 1804. Retrieved 2017/03/22.
• 3、 Lee, Hong Geun,Milner, Phillip J.,Buchwald, Stephen L.. "An improved catalyst system for the Pd-catalyzed fluorination of (hetero)aryl triflates". . p. 5602 - 5605. Retrieved 2013/11/19.