2,5-Dimethyl-1H-pyrrole

Base Information

• Chemical Name: 2,5-Dimethyl-1H-pyrrole
• CAS No.: 625-84-3
• Molecular Formula: C6H9N
• Molecular Weight: 95.1442
• Hs Code.: 29339900
• European Community (EC) Number: 210-913-8
• NSC Number: 4507
• UNII: MZ3OYF5521
• DSSTox Substance ID: DTXSID40211552
• Nikkaji Number: J95.507H
• Wikidata: Q27284301
• Metabolomics Workbench ID: 45822
• ChEMBL ID: CHEMBL3901947
• Mol file: 625-84-3.mol

Synonyms:2,5-dimethylpyrrole

Chemical Property of 2,5-Dimethyl-1H-pyrrole

Chemical Property:

• Appearance/Colour: clear yellow to orange-brown liquid
• Vapor Pressure: 2.5mmHg at 25°C
• Melting Point: 6.5oC
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 165.1 °C at 760 mmHg
• PKA: 18.46±0.50(Predicted)
• Flash Point: 54.4 °C
• PSA: 15.79000
• Density: 0.948 g/cm³
• LogP: 1.63150
• Storage Temp.: Refrigerator
• Water Solubility.: Insoluble in water
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 95.073499291
• Heavy Atom Count: 7
• Complexity: 53.2

Purity/Quality:

99.9% ^*data from raw suppliers

2,5-Dimethyl-1H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,F
• Hazard Codes: T,F
• Statements: 10-23/24/25-36/37/38
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrroles
• Canonical SMILES: CC1=CC=C(N1)C

Technology Process of 2,5-Dimethyl-1H-pyrrole

There total 50 articles about 2,5-Dimethyl-1H-pyrrole 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: 100.0%

2,5-hexanedione (110-13-4) → 2,5-Dimethylpyrrole (625-84-3)

Guidance literature:

With ammonia; In methanol; at 0 - 110 ℃; under 2625.26 Torr;

DOI:10.1039/c2ob25407g

Reference yield: 96.0%

hexa-1,5-diyne (628-16-0) → 2,5-Dimethylpyrrole (625-84-3)

Guidance literature:

With AuC₂₇H₄₂N₂⁽¹⁺⁾*B(C₆F₅)4^(1-)=(AuC₂₇H₄₂N₂)(B(C₆F₅)4); ammonia; In benzene-d6; at -60 - 135 ℃; Inert atmosphere;

DOI:10.1002/anie.200801136

Reference yield: 90.0%

Ni{η2-C(N-tBu)CH2CMe3}(C4H2Me2)(PMe3) → 2,5-Dimethylpyrrole (625-84-3) + Ni(CO3){C(NH(C(CH3)3)(CH2C(CH3)3))}(P(CH3)3)*H2O

Guidance literature:

With carbon dioxide; water; In acetone; under N2, addn. of a few drops of H2O to a soln. of the complex, replaceing N2 with CO2 (3 atm), keeping the soln. undistrubed overnight, pptn.; filtered, washed (acetone), vac. dried, elem. anal.;

DOI:10.1016/S0277-5387(00)86747-9

upstream raw materials:

2,5-dimethylpyrrolide

2,5-dimethylfuran

1-formyl-2,5-dimethyl-pyrrole

2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

Downstream raw materials:

3-acetyl-2,5-dimethylpyrrole

3,4-bis-dimethylaminomethyl-2,5-dimethyl-pyrrole

3-chloro-2,6-dimethylpyridine

2,5-dimethylpyrrole-3-carbaldehyde

Refernces

• 1、 Carmona, Ernesto,Palma, Pilar,Poveda, Manuel L.. "". . p. 1447 - 1452. Retrieved 1990.
• 2、 Alvi, Shakeel,Ali, Rashid. "An expeditious and highly efficient synthesis of substituted pyrroles using a low melting deep eutectic mixture". . p. 9732 - 9745. Retrieved 2021/12/01.
• 3、 Ai, Lvye,Liu, Mengzhen,Ji, Xiaoming,Lai, Miao,Zhao, Mingqin,Ren, Tianbao. "Thermal Behavior Analysis of Two Synthesized Flavor Precursors of N-alkylpyrrole Derivatives". . p. 2389 - 2397. Retrieved 2019/08/01.