3,4-Dihydro-1-naphthalenecarbonitrile

Base Information

• Chemical Name: 3,4-Dihydro-1-naphthalenecarbonitrile
• CAS No.: 73599-59-4
• Molecular Formula: C11H9N
• Molecular Weight: 155.199
• DSSTox Substance ID: DTXSID30447565
• Nikkaji Number: J845.269E
• Wikidata: Q82266435
• Mol file: 73599-59-4.mol

Synonyms:3,4-dihydro-1-naphthalenecarbonitrile;73599-59-4;3,4-dihydronaphthalene-1-carbonitrile;SCHEMBL2775537;1-cyano-3,4-dihydronaphthalene;DTXSID30447565;SOMQJWVVMLVCLY-UHFFFAOYSA-N;3,4-dihydro-naphthalene-1-carbonitrile

Chemical Property of 3,4-Dihydro-1-naphthalenecarbonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 2.53978
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 155.073499291
• Heavy Atom Count: 12
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2C(=C1)C#N

Technology Process of 3,4-Dihydro-1-naphthalenecarbonitrile

There total 2 articles about 3,4-Dihydro-1-naphthalenecarbonitrile 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:

1-cyanotetraline (132205-64-2,56536-96-0) → Δ-3,4-naphthalene-1-carbonitrile (73599-59-4) + 1-Cyanonaphthalene (86-53-3)

Guidance literature:

With graphite oxide; In chloroform-d1; at 200 ℃; for 12h; Molecular sieve;

DOI:10.1002/cjoc.201200174

Reference yield:

endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutnaphthalene-8b-carbonitrile (76514-27-7) → vinyl phenyl ether (766-94-9) + Δ-3,4-naphthalene-1-carbonitrile (73599-59-4)

Guidance literature:

With terephthalonitrile; phenanthrene; In acetonitrile; Product distribution; Quantum yield; Mechanism; Irradiation; other cyclobutanaphthalenes, various reaction conditions;

Reference yield: 71.0%

Δ-3,4-naphthalene-1-carbonitrile (73599-59-4) → 1-cyanotetraline (132205-64-2,56536-96-0)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 12h; Reflux; Schlenk technique;

DOI:10.1002/asia.201100474

upstream raw materials:

endo-1-phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutnaphthalene-8b-carbonitrile

1-cyanotetraline

Downstream raw materials:

3,4-dihydro-1-naphthalenecarboxaldehyde

1,2,3,4-tetrahydronaphthalen-2-one

(E)-N-methyl-N-(3-phenyl-2-propenyl)-3,4-dihydro-1-naphthaleneemethanamine

1-cyano-2-(1-cyano-2-phenyl-1-ethyl)-1,2,3,4-tetrahydronaphthalene

Refernces

• 1、 Majima, Tetsuro,Pac, Chyongjin,Sakurai, Hiroshi. "Redox-photosensitised Reactions. Part 6. Stereospecific Ring Cleavage of 1-Phenoxy-1,2,2a,3,4,8b-hexahydrocyclobutanaphthalene-8b-carbonitrile and its 2-Methyl Derivatives by Redox-photosensitisation". . p. 2705 - 2708. Retrieved 2007/10/02.