680859-99-8

Basic information

• Product Name: 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-
• Synonyms: 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-;1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-(9CI);1,2-DiMethyl-1H-pyrrolo[3,2-c]pyridine
• CAS NO: 680859-99-8
• Molecular Formula: C9H10N2
• Molecular Weight: 146.1891
• Product Categories: PYRIDINE;AMINETERTIARY
• Mol File: 680859-99-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 263.7±20.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.77±0.40(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-(680859-99-8)
• EPA Substance Registry System: 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl-(680859-99-8)

Safety Data

• Hazardous Substances Data: 680859-99-8(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl- is a chemical compound with the molecular formula C10H10N2. It is a derivative of pyrrolopyridine and is characterized by a pyridine ring fused to a pyrrole ring. 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl- is also known as DPP and has been studied for its potential use in organic electronic materials, particularly in the development of organic semiconductors for use in electronic devices such as solar cells and field-effect transistors. Additionally, 1H-Pyrrolo[3,2-c]pyridine,1,2-dimethyl- has shown promise as a building block in the synthesis of various pharmaceutical compounds, making it a versatile and potentially valuable chemical in both the fields of materials science and medicinal chemistry.

Upstream product

• 591-87-7 Allyl acetate 
• 680859-97-6 (3-iodopyridin-4-yl)methylamine 
• 56752-28-4 N-(3-pyridylmethylidene)tert-butylamine 

Relevant articles and documents

Flash vacuum thermolysis of N-(3-and 4-Pyridylmethylidene)-tert- butylamines: Mechanisms of formation of pyrrolopyridines and naphthyridines

Pyrrolopyridines and naphthyridines are formed by flash vacuum thermolysis (FVT) of 3-and 4-pyridylmethylidene-tert-butylimines 8 and 15. Elimination of a methyl radical generates resonance stablized 2-azaallyl radicals a1 and b1. The formation of pyrrolopyridines 9, 16 and 17 is rationalized in terms of cyclization of 1-aziridinyl radicals a2 and b2. Formation of naphthyridine 10 from imine 8, and of 11 and 18 from imine 15, are in accord with cyclization of 1-azaallyl radicals a6 and b9. Formation of naphthyridine 11 from 8, and of 10 and 19 from 15, indicate the operation of the spiro-cyclization pathways forming intermediates a9 and b14. Formation of the 1,8-naphthyridine 20 (3%) indicates a rearrangement through aziridine b22 and biradical b23. DFT calculations at the CAM-B3LYP/6-311G(d,p) level support the proposed reaction mechanisms.