6-Cyano-1-tetralone

Base Information

• Chemical Name: 6-Cyano-1-tetralone
• CAS No.: 90401-84-6
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2926909090
• European Community (EC) Number: 852-663-8
• DSSTox Substance ID: DTXSID80447595
• Wikidata: Q72459227
• Mol file: 90401-84-6.mol

Synonyms:6-CYANO-1-TETRALONE;90401-84-6;5-oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile;5-oxo-7,8-dihydro-6H-naphthalene-2-carbonitrile;MFCD02179289;5-Oxo-5,6,7,8-tetrahydro-2-naphthalenecarbonitrile;1-Oxotetralin-6-carbonitrile;6-cyanotetralone;2-Naphthalenecarbonitrile,5,6,7,8-tetrahydro-5-oxo-;SCHEMBL1091324;2-Naphthalenecarbonitrile, 5,6,7,8-tetrahydro-5-oxo-;DTXSID80447595;FGWRKZJKRYCDOF-UHFFFAOYSA-N;AMY15724;AKOS006277732;CS-W005829;FD10571;DS-10892;SY107434;D-Mannitol, 3,4-O-(1-methylethylidene)-;5-oxo-5,6,7,8-tetrahydro-2-naphthonitrile;FT-0642168;EN300-93836;A855991;J-518668;5-Oxo-5,6,7,8-tetrahydro-naphthalene-2-carbonitrile;Z1198159840

Chemical Property of 6-Cyano-1-tetralone

Chemical Property:

• Boiling Point: 331.1 °C at 760 mmHg
• Flash Point: 154 °C
• PSA: 40.86000
• Density: 1.19 g/cm³
• LogP: 2.07728
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 263

Purity/Quality:

98%min ^*data from raw suppliers

6-Cyano-1-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)C#N)C(=O)C1
• Uses: 6-Cyano-1-tetralone is a reactant in the preparation of imidazolylmethylenetetrahydronaphthalene derivatives as aldosterone synthase inhibitors.

Technology Process of 6-Cyano-1-tetralone

There total 8 articles about 6-Cyano-1-tetralone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

potassium cyanide (151-50-8) + 5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate (144464-64-2) → 6-cyano-1-tetralone (90401-84-6)

Guidance literature:

With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc; In acetonitrile; at 60 ℃; for 3h;

DOI:10.1080/00397919308011138

Reference yield: 62.0%

6-amino-1-tetralone (3470-53-9) + potassium cyanide (151-50-8) → 6-cyano-1-tetralone (90401-84-6)

Guidance literature:

With copper(II) sulfate; sodium nitrite; In hydrogenchloride; water; at 0 ℃; for 2h;

DOI:10.1248/cpb.32.130

Reference yield: 41.0%

dicyanozinc (557-21-1) + 5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate (144464-64-2) → 6-cyano-1-tetralone (90401-84-6)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 135 ℃;

upstream raw materials:

6-amino-1-tetralone

copper(I) cyanide

potassium cyanide

5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate

Downstream raw materials:

5-amino-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-7,8-dihydronaphthalene-2-carbonitrile

C₂₀H₂₁NO₅S

C₁₈H₁₆N₂O₃S

Refernces

• 1、 -. "Tricyclic oxazolidone derivatives useful as PR modulators". Page/Page column 18. . Retrieved 2008/06/13.
• 2、 -. "BICYCLIC COMPOUNDS HAVING BRADYKININ RECEPTORS AFFINITY AND PHARMACEUTICAL COMPOSITIONS THEREOF". Page 153. . Retrieved 2008/06/13.