56536-96-0

Basic information

• Product Name: 1-Cyanotetraline
• Synonyms: 1-CYANO-TETRALINE;a-cyanotetrahydronaphthalene;1-CyanoTetralin;1-cyano tetrahydronaphthalene;1,2,3,4-Tetrahydro-1-naphthalenecarbonitrile;1-Cyano-1,2,3,4-tetrahydronaphthalene;1-Cyano Tetrahydronaphathalene;1-Naphthalenecarbonitrile,1,2,3,4-tetrahydro-
• CAS NO: 56536-96-0
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21
• EINECS: 1533716-785-6
• Product Categories: Naphthalenes
• Mol File: 56536-96-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 48-50 °C
• Boiling Point: 309 °C
• Flash Point: 114 °C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), DMSO (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 1-Cyanotetraline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyanotetraline(56536-96-0)
• EPA Substance Registry System: 1-Cyanotetraline(56536-96-0)

Safety Data

• Hazardous Substances Data: 56536-96-0(Hazardous Substances Data)

Usage

Chemical Properties

light yellow oil liquid

Uses

Different sources of media describe the Uses of 56536-96-0 differently. You can refer to the following data:
1. 1-Cyanotetraline is used in the synthesis of aldose reductase inhibitors. Also reductase enzymes are believed to catalyze the formation of sorbitol from glucose leading to the chronic complications of diabetes mellitus. It is also used in the synthesis of baclofen analogs, potent GABAB agonists.
2. 1-Cyanotetraline is used in the synthesis of aldose reductase inhibitors. Also reductase enzymes are believed to catalyze the formation of sorbitol from glucose leading to the chronic complications of diabetes mellitus. It is also used in the synthesis of baclofen analogs, potent GABAB agonists.

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 959, 1977 DOI: 10.1021/ja00445a057Tetrahedron Letters, 36, p. 4307, 1995 DOI: 10.1016/0040-4039(95)00746-Y

InChI:InChI=1/C11H11N/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-2,4,7,10H,3,5-6H2

Upstream product

• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 88151-74-0 Phosphoric acid 1-cyano-1,2,3,4-tetrahydro-naphthalen-1-yl ester diethyl ester 
• 2942-58-7 diethyl cyanophosphonate 
• 7677-24-9 trimethylsilyl cyanide 
• 447-53-0 1,2-Dihydronaphthalene 
• 50361-53-0 1-(trimethylsilyloxy)-1,2,3,4-tetrahydronaphthalene-1-carbonitrile 
• 73599-59-4 Δ-3,4-naphthalene-1-carbonitrile 
• 17336-59-3 1-tetralone tosylhydrazone 
• 333-20-0 potassium thioacyanate 
• 119-64-2 tetralin 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 58485-68-0 1-chlorotetralin 
• 143-33-9 sodium cyanide 

Downstream Products

• 84-22-0 tetrahydrozoline 
• 98841-72-6 1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 1914-65-4 tetralin-1-carboxylic acid 
• 73599-59-4 Δ-3,4-naphthalene-1-carbonitrile 
• 86-53-3 1-Cyanonaphthalene 
• 125364-41-2 1-(4-Phenoxybutyl)-1-tetralincarbonsaeureamid 
• 157736-52-2 1-<<4-methylphenylsulfonyl>oxy>methyl-1,2,3,4-tetrahydro-1-naphthalinecarbonitrile 

Relevant articles and documents

Asymmetric Deoxygenative Cyanation of Benzyl Alcohols Enabled by Synergistic Photoredox and Copper Catalysis?

Summary of main observation and conclusion. An enantioselective deoxygenative cyanation of benzyl alcohols was accomplished for the first time through the synergistic photoredox and copper catalysis. This reaction features the use of organic photosensitizer and low-cost 3d metal catalyst, simple and safe operations, and extremely mild conditions. A variety of chiral benzyl nitriles were produced in generally good yields and high level of enantiocontrols from readily available feedstocks (22 examples, up to 93% yield and 92% ee).

Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "cN" Source

A novel protocol for the synthesis of α-aryl nitriles has been successfully achieved via a copper-catalyzed cyanation of N-tosylhydrazones employing thiocyanate as the source of cyanide. The features of this method include a convenient operation, readily available substrates, low-toxicity thiocyanate salts, and a broad substrate scope.

First intramolecular alkylation of nitriles with primary and secondary alcohols catalyzed by iridium complexes

The first iridium-catalyzed intramolecular alkylation ofnitriles with primary and secondary alcohols through hydrogen transfer is described. This reaction allows access to precursors of biologically active arylmethylamines. The first iridium-catalyzed int