3,5-Dimethylpyridine

Base Information

• Chemical Name: 3,5-Dimethylpyridine
• CAS No.: 591-22-0
• Molecular Formula: C7H9N
• Molecular Weight: 107.155
• Hs Code.: 29333999
• European Community (EC) Number: 209-708-6
• NSC Number: 60736
• UNII: 6Q4YPZ045V
• DSSTox Substance ID: DTXSID5052254
• Nikkaji Number: J6.756C
• Wikipedia: 3,5-Lutidine
• Wikidata: Q23636070
• Mol file: 591-22-0.mol

Synonyms:3,5-dimethylpyridine

Chemical Property of 3,5-Dimethylpyridine

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 1.5 mm Hg ( 20 °C)
• Melting Point: -9 °C
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 170.7 °C at 760 mmHg
• PKA: 6.15(at 25℃)
• Flash Point: 53.3 °C
• PSA: 12.89000
• Density: 0.93 g/cm³
• LogP: 1.69840
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: Sol
• Water Solubility.: 33 g/L (20 ºC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 107.073499291
• Heavy Atom Count: 8
• Complexity: 62.8

Purity/Quality:

99% ^*data from raw suppliers

3,5-Lutidine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, F, Xi
• Hazard Codes: Xn,F,Xi,T
• Statements: 10-20/21/22-36/37/38-41-34-23/25-21
• Safety Statements: 16-26-36-36/37-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC1=CC(=CN=C1)C
• Uses: 3,5-Lutidine is a reactant used in the synthesis of phthalazine and pyrazine compounds, as well as other pharmaceuticals.

Technology Process of 3,5-Dimethylpyridine

There total 97 articles about 3,5-Dimethylpyridine 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: 67.0%

N-(1-propenyl)piperidine (7182-09-4) + 1,3,5-tri-tert-butyl-1,3,5-triazacyclohexane (10560-39-1) → 3,5-Lutidine (591-22-0)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 200 ℃; for 9h;

DOI:10.1021/jo00189a007

Reference yield: 61.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetaldehyde (75-07-0,9002-91-9) → pyridine (110-86-1) + 3,5-Lutidine (591-22-0) + 3-ethylpyridine (536-78-7,151103-56-9) + 5-ethyl-2-methyl-pyridine (104-90-5) + 3-Methylpyridine (108-99-6) + 2,5-dimethylpyridine (589-93-5)

Guidance literature:

With diammonium phosphate; at 230 ℃; for 1.5h; under 26252.1 - 27752.2 Torr; Product distribution; investigation of the synthesis of pyridines from mixtures aldehydes;

DOI:10.1002/hlca.19840670811

Reference yield: 42.0%

3,5-Dimethylpyridine N-oxide (3718-65-8) → 3,5-Lutidine (591-22-0)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In dichloromethane; at 31 ℃; for 16h; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.9b04632

upstream raw materials:

propan-1-ol

formaldehyd

3,5-bis(chloromethyl)pyridine

2,4,6-trichloro-3,5-dimethyl-pyridine

Downstream raw materials:

3-methyl-1,5-bis-(3-methyl-benzothiazol-2-yl)-pentamethinium ; toluene-4-sulfonate

2,3,5-trimethyl-pyridine

tetramethyl 7,9-dimethyl-9aH-quinolizine-1,2,3,4-tetracarboxylate

1-(2,4-dinitro-phenyl)-3,5-dimethyl-pyridinium; chloride

Refernces

• 1、 Cardinale, Luana,Jacobi Von Wangelin, Axel,Konev, Mikhail O.. "Catalyst-Free N-Deoxygenation by Photoexcitation of Hantzsch Ester". supporting information. . Retrieved 2020/02/15.
• 2、 Dong, Zaizai,Fang, Xiaohong,Kou, Xiaolong,Tan, Weihong,Tang, Xiao-Jun,Wu, Yayun,Zhang, Zhen,Zhao, Rong,Zhou, Wei. "Photorelease of Pyridines Using a Metal-Free Photoremovable Protecting Group". supporting information. p. 18386 - 18389. Retrieved 2020/08/24.