2,4-Dimethyl-1H-pyrrole

Base Information

• Chemical Name: 2,4-Dimethyl-1H-pyrrole
• CAS No.: 625-82-1
• Molecular Formula: C6H9N
• Molecular Weight: 95.1442
• Hs Code.: 29339900
• European Community (EC) Number: 210-912-2
• NSC Number: 81347
• UNII: YNQ49M599X
• DSSTox Substance ID: DTXSID80211551
• Nikkaji Number: J102.047A
• ChEMBL ID: CHEMBL3976159
• Mol file: 625-82-1.mol

Synonyms:2,4-dimethylpyrrole

Chemical Property of 2,4-Dimethyl-1H-pyrrole

Chemical Property:

• Appearance/Colour: clear light yellow to light yellow-orange liquid
• Vapor Pressure: 1.9mmHg at 25°C
• Melting Point: 6.5°C (estimate)
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 171 °C at 760 mmHg
• PKA: 18.03±0.50(Predicted)
• Flash Point: 56.6 °C
• PSA: 15.79000
• Density: 0.924 g/cm³
• LogP: 1.63150
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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: 61.2

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dimethylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CN1)C
• Uses: 2,4-Dimethylpyrrole is a substituted pyrrole. Its synthesis by using ethyl acetoacetate as starting material has been reported. Its basicity has been evaluated from UV spectral data.Its photodecomposition on irradiation has been reported to afford H2, CH4, C2H6 and polymeric products. 2,4-Dimethylpyrrole may be used in the synthesis of the following: 2,5-bis(2′,4′-dimethyl-5′-pyrryl)p-benzoquinone. boron dipyrromethene (BODIPY) dyes. 2,4-dimethyl-6-methoxyprodigiosene. 2,4-Dimethylpyrrole may be used in the synthesis of the following:2,5-bis(2′,4′-dimethyl-5′-pyrryl)p-benzoquinoneboron dipyrromethene (BODIPY) dyes2,4-dimethyl-6-methoxyprodigiosene

Technology Process of 2,4-Dimethyl-1H-pyrrole

There total 63 articles about 2,4-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: 92.0%

diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5) → 2,4-dimethyl-1H-pyrrole (625-82-1)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 160 ℃; for 4h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6nj03033e

Reference yield: 75.0%

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole (2199-44-2) → 2,4-dimethyl-1H-pyrrole (625-82-1)

Guidance literature:

With ethylene glycol; potassium hydroxide; hydrazinium sulfate; for 1h; Reflux; without air access;

DOI:10.1134/S107036321011023X

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

upstream raw materials:

2,4-dimethylfuran

epoxy-1,2 methyl-2 pentyne-3

2,4-dimethyl-3-acetylpyrrole

sodium methylate

Downstream raw materials:

1-<2,4-Dimethyl-pyrryl-(5)>-butandion-(1,3)

<3,5-Dimethyl-pyrryl-(2)>-glyoxylsaeure

4-(3,5-dimethyl-pyrrol-2-ylmethylene)-2-phenyl-4H-oxazol-5-one

3,5-dimethylpyrrole-2-carbaldehyde

Refernces

• 1、 Bai, Jin,Zhang, Lei,Qian, Ying. "A near-infrared and lysosomal targeting thiophene-BODIPY photosensitizer: Synthesis and its imaging guided photodynamic therapy of cancer cells". supporting information. . Retrieved 2021/02/16.
• 2、 Maity, Apurba,Sarkar, Anirban,Bhaktha B.n, Shivakiran,Patra, Sanjib K.. "Design and synthesis of perfluoroalkyl decorated BODIPY dye for random laser action in a microfluidic device". supporting information. p. 14650 - 14661. Retrieved 2020/10/02.