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

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

Uses

Used in Pharmaceutical Industry:
1-Cyanotetraline is used as a synthetic intermediate for the development of aldose reductase inhibitors. These inhibitors are crucial in managing the chronic complications of diabetes mellitus, as they target the reductase enzymes that catalyze the formation of sorbitol from glucose, thereby reducing the harmful effects of this metabolic pathway.
Additionally, 1-Cyanotetraline is utilized in the synthesis of baclofen analogs, which are potent GABAB agonists. These compounds have potential therapeutic applications in treating various neurological disorders and conditions, such as muscle spasms, spasticity, and possibly even addiction and anxiety disorders. The versatility of 1-Cyanotetraline in the synthesis of these biologically active molecules highlights its importance in the pharmaceutical industry.

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 
• 2942-58-7 diethyl cyanophosphonate 
• 91952-20-4 1-Cyan-4-(2-chlor-phenyl)-butan 
• 107-13-1 acrylonitrile 
• 501-52-0 3-Phenylpropionic acid 
• 90876-15-6 1-Chlor-4-<2-chlor-phenyl>-butan 
• 92960-28-6 ethyl 4-(2-chlorophenyl)butanoate 
• 7677-24-9 trimethylsilyl cyanide 
• 447-53-0 1,2-Dihydronaphthalene 
• 119-64-2 tetralin 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 17336-59-3 1-tetralone tosylhydrazone 
• 333-20-0 potassium thioacyanate 

Downstream Products

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

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).

A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones

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

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Dephosphorylation of Cyano Diethyl Phosphates by Reduction with Lithium-Liquid Ammonia: An Efficient Method for Conversion of Carbonyl Compounds into Nitriles

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