2,5-Dimethyl-1-phenylpyrrole

Base Information

• Chemical Name: 2,5-Dimethyl-1-phenylpyrrole
• CAS No.: 83-24-9
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 29339900
• European Community (EC) Number: 201-461-2
• NSC Number: 163170
• UNII: G3AC4XDN4A
• DSSTox Substance ID: DTXSID2058889
• Nikkaji Number: J192.608J
• Wikidata: Q81988577
• Mol file: 83-24-9.mol

Synonyms:2,5-Dimethyl-1-phenylpyrrole;83-24-9;2,5-Dimethyl-1-phenyl-1H-pyrrole;1H-Pyrrole, 2,5-dimethyl-1-phenyl-;1-Phenyl-2,5-dimethylpyrrole;Pyrrole, 2,5-dimethyl-1-phenyl-;G3AC4XDN4A;EINECS 201-461-2;NSC 163170;NSC-163170;NSC163170;UNII-G3AC4XDN4A;SCHEMBL65301;Pyrrole,5-dimethyl-1-phenyl-;DTXSID2058889;KUC109839N;1H-Pyrrole,5-dimethyl-1-phenyl-;1-Phenyl-2,5-dimethyl-1H-pyrrole;MFCD00022464;STK197115;AKOS000285561;2,5-Dimethyl-1-phenyl-1H-pyrrole #;FS-3924;KSC-248-048;AM20041224;FT-0610425;P1615;D92139;EN300-153598;Z55669103

Chemical Property of 2,5-Dimethyl-1-phenylpyrrole

Chemical Property:

• Vapor Pressure: 0.0143mmHg at 25°C
• Melting Point: 51-52 °C
• Refractive Index: 1.519
• Boiling Point: 276.2 °C at 760 mmHg
• PKA: -2.76±0.70(Predicted)
• Flash Point: 120.9 °C
• PSA: 4.93000
• Density: 0.96 g/cm³
• LogP: 3.09410
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Dimethyl-1-phenylpyrrole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(N1C2=CC=CC=C2)C

Technology Process of 2,5-Dimethyl-1-phenylpyrrole

There total 34 articles about 2,5-Dimethyl-1-phenylpyrrole 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: 99.0%

2,5-hexanedione (110-13-4) + aniline (62-53-3) → 2,5-dimethyl-1-phenyl-1H-pyrrole (83-24-9)

Guidance literature:

With montmorillonite K-10; In dichloromethane; at 20 - 90 ℃; for 0.1h; Temperature; Microwave irradiation;

DOI:10.1039/c4gc00037d

Reference yield: 98.0%

2,5-dimethylfuran (625-86-5) + aniline (62-53-3) → 2,5-dimethyl-1-phenyl-1H-pyrrole (83-24-9)

Guidance literature:

With Hf/SBA-15⁽²⁰⁾; at 150 ℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 95.2%

2,5-hexanedione (110-13-4) + nitrobenzene (98-95-3,26969-40-4) → 2,5-dimethyl-1-phenyl-1H-pyrrole (83-24-9)

Guidance literature:

With formic acid; for 12h; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1039/c7nj01898c

upstream raw materials:

N-Phenyl-2,5-dimethylpyrrolidine

2,5-dimethyl-1-phenyl-pyrrole-3,4-dicarboxylic acid

2,5-hexanedione

aniline

Downstream raw materials:

1-(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-ylmethyl)-piperidine

4-(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-ylmethyl)-morpholine

1-(2,5-Dimethyl-1-phenyl-1H-pyrrol-3-ylmethyl)-4-methyl-piperazine

1-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethan-1-one

Refernces

REDUCTIVE ACETYLATION OF NITROCARBOXYLIC ACIDS OF THE THIOPHENE AND FURAN SERIES OR THEIR ESTERS

10.1007/BF00842830

The research explores a method for producing acetylamino derivatives of thiophene and furan carboxylic acids or their esters through reductive acetylation using reduced iron in a mixture of acetic acid and acetic anhydride. The purpose is to develop an efficient method for synthesizing these compounds, which are valuable intermediates in drug synthesis. The study concludes that this method yields good results, particularly for 5-alkyl-4-nitro-2-thiophenecarboxylic acids and their esters, achieving higher yields compared to previous methods using skeletal nickel. For instance, a yield of about 80% was achieved for 4-acetylamino-2-thiophenecarboxylic acid from a mixture of nitroacids. The research also demonstrates the stability of certain functional groups under these conditions, such as the retention of chlorine in 4-nitro-5-chloro-2-thiophenecarboxylic acid and partial debromination in 4-nitro-5-bromo-2-thiophenecarboxylic acid. The study provides detailed experimental procedures and characterizes the synthesized compounds through yields, melting points, and elemental analysis.