2-Methyl-1H-pyrrole

Base Information

• Chemical Name: 2-Methyl-1H-pyrrole
• CAS No.: 636-41-9
• Molecular Formula: C5H7N
• Molecular Weight: 81.1173
• Hs Code.: 2933990090
• European Community (EC) Number: 211-255-4
• NSC Number: 81346
• UNII: 486RY4814O
• DSSTox Substance ID: DTXSID70212976
• Nikkaji Number: J96.168J
• Wikidata: Q27259111
• Metabolomics Workbench ID: 45889
• Mol file: 636-41-9.mol

Synonyms:2-Methyl-1H-pyrrole;636-41-9;2-METHYLPYRROLE;1H-Pyrrole, 2-methyl-;Pyrrole, 2-methyl-;alpha-Methylpyrrole;2-Methylpyrolle;.alpha.-Methylpyrrole;UNII-486RY4814O;EINECS 211-255-4;MFCD02822910;NSC 81346;NSC-81346;486RY4814O;a-Methylpyrrole;2-Methyl pyrrole;2-Methyl-Pyrrole;(2-pyrryl)methane;NSC81346;alpha -methylpyrrole;2-methyl-1H-pyrazole;2-Methyl-1H-pyrrole #;Pyrrole, 2-methyl- (8CI);DTXSID70212976;CHEBI:193616;1H-Pyrrole, 2-methyl- (9CI);AMY18997;AKOS006221233;AB12705;CS-W011360;SY004787;FT-0762789;EN300-49636;A868079;Q27259111;Z594218440

Chemical Property of 2-Methyl-1H-pyrrole

Chemical Property:

• Melting Point: -35.6°C
• Refractive Index: 1.5035
• Boiling Point: 147.5 °C at 760 mmHg
• PKA: 17.73±0.50(Predicted)
• Flash Point: 47.2 °C
• PSA: 15.79000
• Density: 0.965 g/cm³
• LogP: 1.32310
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 81.057849228
• Heavy Atom Count: 6
• Complexity: 43.2

Purity/Quality:

99%, ^*data from raw suppliers

2-Methylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CN1
• Uses: 2-Methylpyrrole was used as one of the starting materials for synthesizing boron-dipyrromethene dyes for incorporation in synthetic multi-pigment light-harvesting arrays. Acid-promoted condensations of benzaldehyde with methylpyrrole gives dipyrromethens and their borondipyrromethene analogs.

Technology Process of 2-Methyl-1H-pyrrole

There total 62 articles about 2-Methyl-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: 87.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) → 2-methyl-1H-pyrrole (636-41-9)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1039/c001800g

Reference yield: 81.0%

ethyl 5-methyl-1H-pyrrole-2-carboxylate (3284-51-3) → 2-methyl-1H-pyrrole (636-41-9)

Guidance literature:

With sodium hydroxide; In ethylene glycol; at 180 - 185 ℃; for 6h;

DOI:10.1021/jo991019r

Reference yield: 48.0%

(2Z,4Z)-6-Methanesulfonyloxy-3-methyl-hexa-2,4-dienoic acid methyl ester (80288-20-6) → 2-methyl-1H-pyrrole (636-41-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1021/jo00343a025

upstream raw materials:

2-methyl-1-pyrrolidine

2-methylfuran

N-Methylpyrrole

2,5-dimethoxy-2-methyl-tetrahydro-furan

Downstream raw materials:

2-acetyl-5-methylpyrrole

2-(5-methyl-pyrrol-2-yl)-4-oxo-4-phenyl-butyric acid

5-methyl-pyrrole-2-carboxylic acid anilide

5-methyl-pyrrole-2-carbothioic acid anilide

Refernces

• 1、 Whited, Matthew T.,Patel, Niral M.,Roberts, Sean T.,Allen, Kathryn,Djurovich, Peter I.,Bradforth, Stephen E.,Thompson, Mark E.. "Symmetry-breaking intramolecular charge transfer in the excited state of meso-linked BODIPY dyads". . p. 284 - 286. Retrieved 2012.
• 2、 Griffin,Obrycki. "-". . p. 3090. Retrieved 1964.
• 3、 Gao, Min,Lee, Sun Hyeok,Park, Sang Hyuk,Ciaramicoli, Larissa Miasiro,Kwon, Haw-Young,Cho, Heewon,Jeong, Joseph,Chang, Young-Tae. "Neutrophil-Selective Fluorescent Probe Development through Metabolism-Oriented Live-Cell Distinction". supporting information. p. 23743 - 23749. Retrieved 2021/10/14.
• 4、 Derin, Yavuz,Y?lmaz, Ra?it Fikret,Baydilek, ?brahim Halil,Atalay, Vildan Eniso?lu,?zdemir, Abdil,Tutar, Ahmet. "Synthesis, electrochemical/photophysical properties and computational investigation of 3,5-dialkyl BODIPY fluorophores". . p. 130 - 135. Retrieved 2018/06/14.