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:

2-[2-(2,5-dimethyl-pyrrol-1-yl)-ethyl]-pyridine

3-acetyl-2,5-dimethylpyrrole

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

3-chloro-2,6-dimethylpyridine

Refernces

Das 2-azapentalenylanion

10.1016/S0040-4039(01)88629-9

This study mainly focuses on the synthesis and properties of 2-azacyclopentene anions. Starting from 2,5-dimethylpyrrole, the researchers synthesized 1,2,3-trimethyl-2-azacyclopentene anions in 9 steps. The key chemicals involved include DMF/POCl3 for initial substitution to form aldehydes, monoethyl malonate for the reaction to form compounds with double bonds, Pd/C for catalytic hydrogenation, KOH for ester hydrolysis, polyphosphoric acid for cyclization, and butyl lithium for the final formation of anions. The study also discussed the theoretical background of cyclopentene molecules and their derivatives, and the NMR spectrum of the anion showed that the negative charge was delocalized.