2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole CAS 21211-65-4
2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole Basic information
| Product Name: | 2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole |
| Synonyms: | 1H-Pyrrole, 2,2'-Methylenebis-;2,2'-Dipyrrolylmethane;Di(1H-pyrrol-2-yl);dipyrrolylmethane;Di-2-pyrrolylmethane;dipyrroMethane;2,2'-Methanediylbis(1H-pyrrole);Di(1H-pyrrol-2-yl)Methane |
| CAS: | 21211-65-4 |
| MF: | C9H10N2 |
| MW: | 146.19 |
| EINECS: | |
| Product Categories: | Porphyrins |
| Mol File: | 21211-65-4.mol |
2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole Chemical Properties
| Melting point | 72.0 to 77.0 °C |
| Boiling point | 120°C/2mmHg(lit.) |
| density | 1.0976 (rough estimate) |
| refractive index | 1.5600 (estimate) |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| solubility | Chloroform, Methanol |
| form | Solid |
| pka | 17.25±0.50(Predicted) |
| color | Green Grey |
| λmax | 449nm(CHCl3)(lit.) |
| InChI | InChI=1S/C9H10N2/c1-3-8(10-5-1)7-9-4-2-6-11-9/h1-6,10-11H,7H2 |
| InChIKey | PBTPREHATAFBEN-UHFFFAOYSA-N |
| SMILES | C(C1=CC=CN1)C1=CC=CN1 |
Safety Information
| HS Code | 2933.99.8290 |
| Chemical Properties | gray solid |
| Uses | Dipyrromethane is a new organic reagent for the synthesis of gold nanoparticles. |
| Definition | ChEBI: Dipyrromethane is a dipyrrole. |
| Synthesis | 109-97-7 50-00-0 21211-65-4 The general procedure for the synthesis of di(1H-pyrrol-2-yl)methane from pyrrole and formaldehyde was as follows: paraformaldehyde (0.5 g, 16.7 mmol) was added to pyrrole (118 mL, 1.67 mol) as a solvent, followed by the addition of catalyst indium(III) chloride (370 mg, 1.67 mmol). The reaction mixture was stirred at room temperature for 10 h under argon protection. Subsequently, the reaction system was warmed up to 55 °C and stirring was continued for 6 hours. After completion of the reaction, sodium hydroxide (NaOH, 0.2 g, 83.5 mmol) was added and stirred for 4 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography using dichloromethane: hexane (1:1, v/v) as eluent to afford 2.05 g (yield: 84%) of the target compound di(1H-pyrrol-2-yl)methane as a white solid. |
| References | [1] Tetrahedron, 2011, vol. 67, # 26, p. 4924 - 4932 [2] Monatshefte fur Chemie, 2004, vol. 135, # 10, p. 1265 - 1273 [3] Patent: KR101545325, 2015, B1. Location in patent: Paragraph 0096-0100 [4] Journal of the American Chemical Society, 2014, vol. 136, # 51, p. 17802 - 17807 [5] Angewandte Chemie - International Edition, 2015, vol. 54, # 2, p. 691 - 695 |
2-(1H-pyrrol-2-ylmethyl)-1H-pyrrole Preparation Products And Raw materials
| Raw materials | Pyrrole-->Formaldehyde |
