20176-08-3

Basic information

• Product Name: 1-Bromo-2-cyanonaphthalene
• Synonyms: 1-Bromo-2-cyanonaphthalene;1-bromo-2-naphthonitrile
• CAS NO: 20176-08-3
• Molecular Formula: C₁₁H₆BrN
• Molecular Weight: 232.07604
• Mol File: 20176-08-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 91 °C(Solv: ethanol (64-17-5))
• Boiling Point: 374.4±25.0 °C(Predicted)
• Appearance: /
• Density: 1.57±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1-Bromo-2-cyanonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-2-cyanonaphthalene(20176-08-3)
• EPA Substance Registry System: 1-Bromo-2-cyanonaphthalene(20176-08-3)

Safety Data

• Hazardous Substances Data: 20176-08-3(Hazardous Substances Data)

Usage

Chemical class

Naphthalene derivative

Structure

Naphthalene core with a bromine atom at position 1 and a cyano group at position 2

Reactivity

Known for its reactivity in various chemical reactions, particularly in the formation of carbon-carbon bonds and in heterocyclic chemistry

Applications

Commonly used in organic synthesis and pharmaceutical research

Therapeutic potential

Used in the development of new drugs and pharmaceuticals due to its potential therapeutic properties

Safety

Toxic compound, requires proper safety precautions when handling

Upstream product

• 76635-70-6 (1-bromo-2-naphthyl)methanol 
• 3378-82-3 1-bromo-2-naphthaldehyde 
• 288607-09-0 1-bromonaphthalene-2-carboxamide 
• 20717-79-7 1-bromo-2-naphthoic acid 
• 20191-75-7 1-bromo-2-naphthylamine 

Downstream Products

• 1293324-14-7 (1-bromonaphthalen-2-ylmethyl)(cyclohex-2-enyl)carbamic acid tert-butyl ester 
• 1638677-72-1 ethyl 3-amino-1-phenyl-1-(3-phenylprop-2-yn-1-yl)-1H-cyclopenta[a]naphthalene-2-carboxylate 
• 1638677-67-4 ethyl 3-amino-1-methyl-1-phenyl-1H-cyclopenta[a]naphthalene-2-carboxylate 
• 54245-29-3 1-(1'-Benzoylacetonyl)-2-naphthoesaeure 
• 54245-30-6 1-Hydroxy-2-naphthalincarbonsaeureethylester 
• 20717-79-7 1-bromo-2-naphthoic acid 

Relevant articles and documents

Photocatalytic Conversion of Benzyl Alcohols/Methyl Arenes to Aryl Nitriles via H-Abstraction by Azide Radical

This report presents the visible-light-assisted synthesis of aryl nitriles from easily accessible alcohols or methyl arenes in the presence of O2. Organic photoredox catalyst, 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene), induces single electron transfer (SET) from azide N3? and generates azide radical N3?.The photogenerated N3? abstracts H atom from α-C?H bond of benzylic system, which provides aldehyde and hydrazoic acid (HN3) in situ. This reaction subsequently forms azido alcohol intermediate that transforms into nitrile with the assistance of triflic acid (Br?nsted acid). A range of alcohols and methyl arenes successfully underwent cyanation at room temperature with good to excellent yields and showed good functional group tolerance.

Selective synthesis of benzo[4,5]imidazo[2,1-a]isoquinolines via copper-catalyzed tandem annulation of alkynylbenzonitriles with 2-Iodoanilines

An efficient copper-catalyzed cascade cyclization reaction for selectively synthesizing a variety of benzo[4,5]imidazo[2,1-a]isoquinoline derivatives has been developed. The reaction features the formation of three different C–N bonds in sequence. In the

SRN1 SYNTHESES OF BIS(PHENYLTHIO)- AND DICYANO-NAPHTHALENES VIA DIAZOSULFIDES

The reactions of bromonaphthalenediazonium tetrafluoroborates (6a,b and 11a,b) with sodium benzenethiolate in DMSO give, through the preliminary formation of the corresponding diazosulfides (7a,b and 12a,b) bis(phenylthio)naphthalenes (8a,b and 13a,b) deriving from substitution of both the diazo group and the bromine.Isolated diazosulfides (7a,b and 12a,b) likewise furnish satisfactory yields of dinitriles (9a,b and 14a,b) by reaction with excess tetrabutylammonium cyanide in DMSO under photostimulation by a sunlamp.The intervention of an SRN1 process accounting for the formation of the disubstitution products is postulated.