3-Fluoro-5-methylpyridine

Base Information

• Chemical Name: 3-Fluoro-5-methylpyridine
• CAS No.: 407-21-6
• Molecular Formula: C6H6FN
• Molecular Weight: 111.119
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70376547
• Wikidata: Q72474893
• Mol file: 407-21-6.mol

Synonyms:3-fluoro-5-methylpyridine;407-21-6;3-Fluoro-5-picoline;3-fluoro-5-methyl-pyridine;Pyridine, 3-fluoro-5-methyl-;MFCD03095273;5-Fluoro-3-picoline;3-Fluoro-5-Methyl Pyridine;SCHEMBL11980;DTXSID70376547;CKQXPRSCSFUGRC-UHFFFAOYSA-N;BCP22122;AKOS005063647;3-Fluoro-5-methylpyridine, AldrichCPR;AB13643;AM62408;AS-12354;A6799;FT-0601483;J-512532

Chemical Property of 3-Fluoro-5-methylpyridine

Chemical Property:

• Vapor Pressure: 7.66mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 132.381 °C at 760 mmHg
• PKA: 3.10±0.20(Predicted)
• Flash Point: 33.863 °C
• PSA: 12.89000
• Density: 1.077 g/cm³
• LogP: 1.52910
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 111.048427358
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99% ^*data from raw suppliers

3-Fluoro-5-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1)F

Technology Process of 3-Fluoro-5-methylpyridine

There total 1 articles about 3-Fluoro-5-methylpyridine 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:

2-amino-3-methyl-5-nitropyridine (18344-51-9) → 5-methyl-3-fluoropyridine (407-21-6)

Guidance literature:

Multi-step reaction with 4 steps

1: calcium chloride; aqueous sodium nitrite solution; aqueous hydrochloric acid / Erhitzen des Reaktionsprodukts mit Wasser

2: phosphoryl chloride

3: palladium/charcoal; sodium acetate; acetic acid / Hydrogenation

4: ethyl nitrite / Erwaermen des erhaltenen Diazoniumsalzes mit Petrolaether

With hydrogenchloride; palladium on activated charcoal; ethyl nitrite; sodium acetate; acetic acid; calcium chloride; sodium nitrite; trichlorophosphate;

DOI:10.1021/jo01154a021

Reference yield:

5-methyl-3-fluoropyridine (407-21-6) → (2-Amino-3,5-difluoro-phenyl)-(5-fluoro-pyridin-3-yl)-methanone (114995-63-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 66 percent / potassium permanganate / H₂O / 3 h / Heating

2: 99 percent / diethyl ether / 1.) 0 deg C, 2.) RT, overnight

3: 70 percent / LAH / diethyl ether / 0.5 h / -78 °C

4: 1.) oxalyl chloride, dimethyl sulfoxide, 2.) triethylamine / 1.) methylene chloride, -60 deg C, 20 min, 2.) from -60 deg C to RT

With potassium permanganate; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; water;

DOI:10.1021/jo00250a019

Reference yield:

5-methyl-3-fluoropyridine (407-21-6) → (5-fluoropyridin-3-yl)methanol (22620-32-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / potassium permanganate / H₂O / 3 h / Heating

2: 99 percent / diethyl ether / 1.) 0 deg C, 2.) RT, overnight

3: 70 percent / LAH / diethyl ether / 0.5 h / -78 °C

With potassium permanganate; lithium aluminium tetrahydride; In diethyl ether; water;

DOI:10.1021/jo00250a019

upstream raw materials:

2-amino-3-methyl-5-nitropyridine

Downstream raw materials:

5-fluoro-3-pyridinecarboxylic acid methyl ester

5-fluoropyridine-3-carboxaldehyde

(5-fluoropyridin-3-yl)methanol

(2-Amino-3,5-difluoro-phenyl)-(5-fluoro-pyridin-3-yl)-methanone