1,2,5-Trimethylpyrrole

Base Information

• Chemical Name: 1,2,5-Trimethylpyrrole
• CAS No.: 930-87-0
• Molecular Formula: C7H11N
• Molecular Weight: 109.171
• Hs Code.: 2933990090
• European Community (EC) Number: 213-225-6
• NSC Number: 81220
• UNII: 7K4P5HS0RP
• DSSTox Substance ID: DTXSID20239239
• Nikkaji Number: J298.511J,J2.431.885K
• Wikidata: Q63396362
• Metabolomics Workbench ID: 44012
• Mol file: 930-87-0.mol

Synonyms:1,2,5-Trimethylpyrrole;930-87-0;1,2,5-Trimethyl-1H-pyrrole;1H-Pyrrole, 1,2,5-trimethyl-;7K4P5HS0RP;Pyrrole, 1,2,5-trimethyl;EINECS 213-225-6;NSC 81220;NSC-81220;MFCD00003090;NSC81220;1.2.5-Trimethylpyrrole;UNII-7K4P5HS0RP;SCHEMBL254079;1,2,5-TRIMEHYLPYRROLE;1,2,5-Trimethylpyrrole, 99%;DTXSID20239239;CHEBI:184439;1,2,5-Trimethyl-1H-pyrrole #;PYRROLE, 1,2,5-TRIMETHYL-;AKOS000101244;AS-78356;1,2,5-Trimethyl-3H-pyrrole-1-ium-3-ide;CS-0239671;FT-0606265;T1939;EN300-21742;D92550;Q63396362

Chemical Property of 1,2,5-Trimethylpyrrole

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 1.73mmHg at 25°C
• Melting Point: 1.5°C (estimate)
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 173 °C at 760 mmHg
• PKA: -0.26±0.70(Predicted)
• Flash Point: 52.2 °C
• PSA: 4.93000
• Density: 0.87 g/cm³
• LogP: 1.64190
• Water Solubility.: Slightly soluble in water (2.2 g/L at 25°C).
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 109.089149355
• Heavy Atom Count: 8
• Complexity: 70.5

Purity/Quality:

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

1,2,5-Trimethylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(N1C)C

Technology Process of 1,2,5-Trimethylpyrrole

There total 15 articles about 1,2,5-Trimethylpyrrole 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: 72.0%

1,2,5-trimethyl-3,4-diacetylpyrrole (55341-97-4) → 1,2,5-trimethyl-1H-pyrrole (930-87-0)

Guidance literature:

With ethylene glycol; toluene-4-sulfonic acid; In benzene; for 0.5h; Heating;

DOI:10.1021/jo00189a002

Reference yield: 68.0%

1-(1,2,5-trimethyl-1H-pyrrol-3-yl)-ethanone (90433-85-5) → 2,4-dimethyl-1H-pyrrole (625-82-1) + 1,2,5-trimethyl-1H-pyrrole (930-87-0)

Guidance literature:

With ethylene glycol; toluene-4-sulfonic acid; In benzene; for 0.25h; Heating;

DOI:10.1021/jo00189a002

Reference yield:

1-Methyl-2,5-dimethylene-pyrrolidine (96326-30-6) → 1,2,5-trimethyl-1H-pyrrole (930-87-0)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.03.021

upstream raw materials:

1,5-dimethyl-4-pyrrolin-2-one

methylmagnesium bromide

N-Methylformamide

2,5-hexanedione

Downstream raw materials:

Hydroxy-phenyl-(1,2,5-trimethyl-1H-pyrrol-3-yl)-acetic acid ethyl ester

2-(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-2-(1,2,5-trimethyl-1H-pyrrol-3-yl)malononitrile

1,2,5-trimethyl-1H-pyrrole-3-carbaldehyde

[3-Methyl-5-oxo-1-phenyl-1,5-dihydro-pyrazol-(4E)-ylidene]-(1,2,5-trimethyl-1H-pyrrol-3-yl)-acetonitrile

Refernces

Carbon nucleophilicities of indoles in S_NAr substitutions of superelectrophilic 7-chloro-4,6-dinitrobenzofuroxan and -benzofurazan

10.1021/jo900076r

The study investigates the carbon nucleophilicities of indoles in SNAr substitutions with superelectrophilic compounds, specifically 7-chloro-4,6-dinitrobenzofuroxan (DNBF-Cl) and 7-chloro-4,6-dinitrobenzofurazan (DNBZ-Cl). A series of indoles with different substitutions, 1,2,5-trimethylpyrrole, and azulene were used as weak carbon nucleophiles to react with these superelectrophiles in acetonitrile. The purpose of these reactions was to understand the reactivity and electrophilicity of the superelectrophilic compounds and to extend the domain of reactivity of indoles as carbon nucleophiles. The study also aimed to rank the electrophilicity of DNBF-Cl and DNBZ-Cl on the general electrophilicity scale E developed by Mayr, and to understand the influence of steric effects on the reactions involving 2-methylindole systems. The research involved synthesis, characterization of products, and kinetic studies of the substitutions, providing insights into the mechanisms and rates of these coupling reactions.