23351-07-7

Basic information

• Product Name: 4-(1H-PYRROL-1-YL)BENZONITRILE
• Synonyms: BUTTPARK 98\12-85;4-(1H-PYRROL-1-YL)BENZONITRILE;4-PYRROL-1-YL-BENZONITRILE;1-(4-CYANOPHENYL)PYRROLE;N-(4-Cyanophenyl)pyrrole;NSC 116795
• CAS NO: 23351-07-7
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.19
• Mol File: 23351-07-7.mol
• Article Data: 22

Chemical Properties

• Melting Point: 96-98°C
• Boiling Point: 312.8°Cat760mmHg
• Flash Point: 143°C
• Appearance: /
• Density: 1.05±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.000518mmHg at 25°C
• Refractive Index: 1.589
• PKA: -6.00±0.70(Predicted)
• CAS DataBase Reference: 4-(1H-PYRROL-1-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1H-PYRROL-1-YL)BENZONITRILE(23351-07-7)
• EPA Substance Registry System: 4-(1H-PYRROL-1-YL)BENZONITRILE(23351-07-7)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: 20/21/22
• Safety Statements: 22-36/37/39-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 23351-07-7(Hazardous Substances Data)

Usage

General Description

4-(1H-Pyrrol-1-yl)benzonitrile is a chemical compound with the molecular formula C11H8N2. It is a benzene derivative containing a pyrrole ring and a nitrile group. It is commonly used in organic synthesis and as a building block for the creation of various pharmaceuticals and agrochemicals. It is also known for its potential use in the development of organic light-emitting diodes (OLEDs) and other electronic devices. The compound has a wide range of applications in the chemical industry and is an important intermediate in the production of various organic compounds.

InChI:InChI=1/C11H8N2/c12-9-10-3-5-11(6-4-10)13-7-1-2-8-13/h1-8H

Upstream product

• 14906-59-3 4-cyanopyridine N-oxide 
• 23351-09-9 4-(1H-pyrrol-1-yl)phenol 
• 10282-30-1 4-pyrrolidin-1-yl-benzonitrile 
• 109-97-7 pyrrole 
• 874-90-8 4-methoxybenzonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 5044-38-2 1-(4-chlorophenyl)-1H-pyrrole 
• 109-74-0 propyl cyanide 
• 119072-55-8 tert-butylisonitrile 
• 92636-36-7 1-(4-iodophenyl)pyrrole 
• 623-03-0 4-Cyanochlorobenzene 
• 1452859-14-1 C₁₂H₉N 
• 143-33-9 sodium cyanide 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 169036-66-2 C₁₂H₈N₂O 
• 1443126-32-6 5-[4-(pyrrol-1-yl)phenyl]tetrazole 
• 1210478-88-8 (C₆F₅C₆F₄)2Zn(NCC₆H₄C₄H₄N)2 

Relevant articles and documents

Organic dyes incorporating N-functionalized pyrrole as conjugated bridge for dye-sensitized solar cells: Convenient synthesis, additional withdrawing group on the π-bridge and the suppressed aggregation

Two new N-functionalized pyrrole-based organic dyes were designed and synthesized for dye-sensitized solar cells. In addition to the normal acceptor of cyanoacetic acid moieties, another electron-withdrawing group, pentafluorophenyl or cyanophenyl one, wa

Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer

We report nickel-catalyzed cyanation and hydrocyanation methods to prepare aryl nitriles and vinyl nitriles from aryl halides and alkynes, respectively. Using inexpensive and nontoxic 4-cyanopyridine N-oxide as the cyano shuttle, the methods provide an efficient approach to prepare aryl cyanides and vinyl nitriles under mild and operationally simple reaction conditions with a broad range of functional group tolerances. In hydrocyanation of alkynes, the method demonstrated good regioselectivity, producing predominantly E- or Z-alkenyl nitriles in a controlled manner and exclusively Markovnikov vinyl nitriles when internal diaryl alkynes and terminal alkynes were applied as the substrates, respectively. The preliminary mechanistic investigation indicated that the C-CN bond cleavage process is promoted by oxidative addition to the nickel(I) complex in the cyanation of aryl halides, and further studies via a series of deuterium exchange experiments indicated that water serves as the hydrogen source for the hydrocyanation of alkynes.

Phosphazene Base tBu-P4 Catalyzed Methoxy–Alkoxy Exchange Reaction on (Hetero)Arenes

The organic superbase tBu-P4 catalyzes methoxy-alkoxy exchange reactions on (hetero)arenes with alcohols. The catalytic reaction proceeded efficiently with electron-deficient methoxy(hetero)arenes as well as with a variety of alcohols, including 3-amino-1-propanol, β-citronellol, menthol, and cholesterol. An intramolecular version of this reaction furnished six- and seven-membered ring compounds.