34784-05-9

Basic information

• Product Name: 6-Bromoisoquinoline
• Synonyms: 6-BROMOISOQUINOLINE;NSC 229320;Isoquinoline, 6-bromo-;6-Bromoisoquinoline ,97%;6-Bromoisoquinoline ,99%;6-Bromo-2-azanaphthalene;6-BroMoisoquinoline Monohydrate
• CAS NO: 34784-05-9
• Molecular Formula: C₉H₆BrN
• Molecular Weight: 208.05
• EINECS: -0
• Product Categories: Quinoline series;Heterocyclic Series;Halides;Quinolines, Isoquinolines & Quinoxalines;Isoquinoline Derivertives;Building Blocks;Isoquinoline;Quinolines;Quinolines, Isoquinolines & Quinoxalines
• Mol File: 34784-05-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 44.0 to 48.0 °C
• Boiling Point: 312.3 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: White/Crystalline Powder
• Density: 1.564 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.83±0.10(Predicted)
• CAS DataBase Reference: 6-Bromoisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromoisoquinoline(34784-05-9)
• EPA Substance Registry System: 6-Bromoisoquinoline(34784-05-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36-20/21/22
• Safety Statements: 26-36/37/39-24/25
• WGK Germany: 1
• Hazardous Substances Data: 34784-05-9(Hazardous Substances Data)

Usage

General Description

6-Bromoisoquinoline is a chemical compound that belongs to the class of heterocyclic compounds. It is a derivative of isoquinoline, which consists of a six-membered aromatic ring fused to a five-membered nitrogen-containing ring. 6-Bromoisoquinoline is commonly used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. Its bromine-substituted structure makes it a valuable intermediate for the preparation of various biologically active compounds. This chemical has garnered interest in medicinal chemistry due to its potential pharmacological properties, and it has been investigated for its anti-cancer, anti-inflammatory, and anti-microbial activities. Additionally, research has shown that 6-Bromoisoquinoline can serve as a versatile starting material for the synthesis of diverse molecular scaffolds, making it a useful tool in drug development and discovery.

InChI:InChI=1/C9H6BrN/c10-9-2-1-7-3-4-11-6-8(7)5-9/h1-6H

Upstream product

• 33065-61-1 6-bromo-1H-indene 
• 1009309-65-2 dimethyl(p-bromobenzylidene)aminoacetal 
• 7664-93-9 sulfuric acid 
• 63927-21-9 (4-bromo-benzylidenamino)-acetaldehyde diethylacetal 
• 63927-21-9 (4-bromobenzylidene)-(2,2-diethoxyethyl) amine 
• 226942-29-6 6-bromo-1,2,3,4-tetrahydroisoquinoline 
• 1122-91-4 4-bromo-benzaldehyde 
• 1036378-91-2 N-(4-bromo-benzyl)-N-(2,2-dimethoxy-ethyl)-4-methyl-benzenesulfonamide 
• 34598-50-0 5-bromo-1-indanol 
• 34598-49-7 5-Bromo-1-indanone 
• 22483-09-6 2,2-dimethoxyethylamine 
• 1036378-89-8 2-(4-bromobenzylamino)acetaldehyde dimethyl aceta 

Downstream Products

• 147645-78-1 6-<4-(dibutylamino)phenyl>isoquinoline 
• 173089-82-2 isoquinoline-6-carboxylic acid methyl ester 
• 223671-16-7 6-bromoisoquinoline nitrogen oxide 
• 904324-75-0 [2-(5-isoquinolin-6-yl-pyridin-3-yloxy)-1-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 904324-74-9 [1-cyclohexylmethyl-2-(5-isoquinolin-6-yl-pyridin-3-yloxy)-ethyl]-carbamic acid tert-butyl ester 
• 82827-09-6 6-bromo-2H-isoquinoline-1-one 
• 106778-42-1 isoquinoline-6-carbonitrile 
• 173089-81-1 6-isoquinoline carboxaldehyde 
• 552331-36-9 6-trimethylstannylisoquinoline 
• 1036712-15-8 [4-(isoquinolin-6-ylamino)-cyclohexyl]-carbamic acid tert-butyl ester 
• 1015068-52-6 1-[(3,3-dimethyl-3-silabutoxy)methyl]-5-(6-isoquinolyl)-2-(phenylsulfonyl)imidazole 
• 226942-29-6 6-bromo-1,2,3,4-tetrahydroisoquinoline 
• 1202160-13-1 (4-chlorophenyl)(isoquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanol 
• 1402432-87-4 C₁₇H₁₅NO₂ 

Relevant articles and documents

Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions

Isoquinolines activated with sulfamoyl chlorides were reacted with indoles in a 3-component reaction to generate a library of dihydroisoquinoline derivatives. Using a differential protecting group strategy, products could be further derivatised. Synthesis of isoquinoline starting materials using several different methods is also described.

Dehydrogenation of Nitrogen Heterocycles Using Graphene Oxide as a Versatile Metal-Free Catalyst under Air

Graphene oxide (GO) has been developed as an inexpensive, environmental friendly, metal-free carbocatalyst for the dehydrogenation of nitrogen heterocycles. Valuable compounds, such as quinoline, 3,4-dihydroisoquinoline, quinazoline, and indole derivatives, have been successfully used as substrates. The investigation of various oxygen-containing molecules with different conjugated systems indicated that both the oxygen-containing groups and large π-conjugated system in GO sheets are essential for this reaction. (Figure presented.).

Luminescent Pt(ii) complexes bearing dual isoquinolinyl pyrazolates: Fundamentals and applications

A series of four Pt(ii) metal complexes with trans-arranged isoquinolinyl azolates have been prepared, [Pt(Lx)2], x = 1-4, (1-4). The associated chelates possess various substituents; namely: one t-butyl (But) at the 6-position (L1), two But groups at the 5,7-positions (L2), one dip (2,6-di-isopropylphenyl) group at the 6-position (L3), and a single dip group at the 4-position of the 1-isoquinolinyl fragment (L4), respectively. Crystal structures of 1 and 4 were determined to shed light on the relationship of photophysics and packing arrangements. Their photophysical properties were measured and compared, for which the solid-state emission spectra of 2 and 4 are nearly identical to the solution spectra of all the Pt(ii) complexes, showing the formation of isolated molecular entities. In contrast, the Pt(ii) complexes 1 and 3 are found to be sensitive to their morphological states and external stimulus. This is confirmed by the gradual red-shifting of the emission with increasing concentration in the PMMA matrix, and the eventual formation of the broadened, metal-metal-to-ligand charge transfer (MMLCT) emission, by (i) wetting with acetone and drying in air, or (ii) grinding with a mortar and pestle, respectively. Organic light-emitting diodes (OLEDs) were also fabricated using multiple layered architecture and lowered doping concentration (e.g. 8 wt%), the latter is for avoiding dopant aggregation in the emitting layer. The associated OLED performances (i.e. ηmax = 11.5%, 8.5%, and 11.2% for 1, 2 and 3) confirmed their suitability and potential as dopants for phosphorescent OLEDs.