27655-41-0

Basic information

• Product Name: 5-CYANOISOQUINOLINE
• Synonyms: 5-CYANOISOQUINOLINE;5-Isoquinolinecarbonitrile
• CAS NO: 27655-41-0
• Molecular Formula: C₁₀H₆N₂
• Molecular Weight: 154.17
• Mol File: 27655-41-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 138-140℃
• Boiling Point: 267.53°C (rough estimate)
• Flash Point: 119.8 °C
• Appearance: /
• Density: 1.1975 (rough estimate)
• Vapor Pressure: 8.03E-05mmHg at 25°C
• Refractive Index: 1.4820 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.82±0.13(Predicted)
• CAS DataBase Reference: 5-CYANOISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CYANOISOQUINOLINE(27655-41-0)
• EPA Substance Registry System: 5-CYANOISOQUINOLINE(27655-41-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 27655-41-0(Hazardous Substances Data)

Usage

General Description

5-Cyanoisoquinoline is an organic compound with the chemical formula C10H6N2. It is a yellowish solid that is used in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. It is a versatile building block for the production of various heterocyclic compounds and is also used as a fluorescent probe for biological applications. Its unique molecular structure and reactivity make it a valuable tool in organic chemistry research and development. However, it is important to handle 5-Cyanoisoquinoline with care as it may be harmful if inhaled or swallowed, and can cause irritation to the skin and eyes.

InChI:InChI=1/C10H6N2/c11-6-8-2-1-3-9-7-12-5-4-10(8)9/h1-5,7H

Upstream product

• 34784-04-8 5-bromoisoquinoline 
• 1125-60-6 isoquinolin-5-ylamine 
• 557-21-1 zinc(II) cyanide 
• 77287-34-4 formamide 
• 24964-64-5 3-Cyanobenzaldehyde 
• 541-41-3 chloroformic acid ethyl ester 
• 22483-09-6 2,2-dimethoxyethylamine 

Downstream Products

• 27810-64-6 isoquinoline-5-carboxylic acid 
• 1192829-31-4 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-4-piperidinecarboxylic acid lithium salt 
• 1192829-28-9 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acid lithium salt 
• 1192829-35-8 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-3-azetidinecarboxylic acid ammonium salt 
• 1192829-72-3 1,1-dimethylethyl 4-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-1-piperazinecarboxylate 
• 1192829-71-2 ethyl 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-4-piperidinecarboxylate 
• 1192829-67-6 1,1-dimethylethyl N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-β-alaninate 
• 1192829-38-1 1-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-3-pyrrolidinecarboxylic acid 
• 1192829-39-2 N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-valine 
• 1192829-66-5 ethyl 3-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate 
• 1192829-36-9 N-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]-L-alanine 
• 1192830-04-8 C₂₄H₂₂ClN₃O₄ 
• 1192829-45-0 5-{5-[3,5-dichloro-4-(propyloxy)phenyl]-1,2,4-oxadiazol-3-yl}isoquinoline 
• 1192829-65-4 1-chloro-5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)isoquinoline 

Relevant articles and documents

Cu(II)-Catalyzed Construction of Heterobiaryls using 1-Diazonaphthoquinones: A General Strategy for the Synthesis of QUINOX and Related P,N Ligands

An efficient and straightforward method was developed for the synthesis of heterobiaryls using easily available N-oxides and diazonaphthoquinones under cheap Cu(II) catalysis. The developed method offered QUINOX and related congeners in a simple manner. A wide scope of important heterobiaryls was achieved with high site selectivity. The synthesized naphthols were transformed into the privileged related P,N ligands. Suitable resolution methods can directly afford the corresponding axially chiral heterobiaryls.

Ni-Mediated Generation of "cN" Unit from Formamide and Its Catalysis in the Cyanation Reactions

The in situ generation of a "cyano" unit from readily available organic precursors is of high interest in synthetic chemistry. Herein, we report the first example of Ni-mediated dehydration of formamide to form "CN" and its subsequent catalytic applications in the hydrocyanation of alkynes and cyanation of aryl halides. Formamide can serve as a convenient source for the nitrile unit, in that it releases water as the only byproduct.

Aryl Nitriles from Alkynes Using tert -Butyl Nitrite: Metal-Free Approach to C≡C Bond Cleavage

Alkyne C≡C bond breaking, outside of alkyne metathesis, remains an underdeveloped area in reaction discovery. Recently, nitrogenation has been reported to allow nitrile formation from alkynes. A new protocol for the metal-free C≡C bond cleavage of terminal alkynes to produce nitriles is reported. This method provides an opportunity to synthesize a vast range of nitriles containing aryl, heteroaryl, and natural product derivatives (38 examples). In addition, the potential of tBuONO to act as a powerful nitrogenating agent for terminal aryl alkynes is demonstrated. (Figure Presented).