1-Naphthylmalononitrile

Base Information

• Chemical Name: 1-Naphthylmalononitrile
• CAS No.: 5518-09-2
• Molecular Formula: C13H8N2
• Molecular Weight: 192.22
• Hs Code.: 2926909090
• European Community (EC) Number: 678-287-2
• DSSTox Substance ID: DTXSID10448030
• Nikkaji Number: J261.073F
• Wikidata: Q82266957
• Mol file: 5518-09-2.mol

Synonyms:1-Naphthylmalononitrile;5518-09-2;2-(Naphthalen-1-yl)malononitrile;2-naphthalen-1-ylpropanedinitrile;1-Napthylmalononitrile;1-(Dicyanomethyl)naphthalene;2-(1-naphthyl)malononitrile;SCHEMBL7595550;DTXSID10448030;JSYNLGSYUCZAGV-UHFFFAOYSA-N;MFCD00142672;2-(NAPHTHALEN-1-YL)PROPANEDINITRILE;CS-0331788;FT-0635759;N0550;T72605

Chemical Property of 1-Naphthylmalononitrile

Chemical Property:

• Melting Point: 166 °C
• Boiling Point: 372.704oC at 760 mmHg
• Flash Point: 182.149oC
• PSA: 47.58000
• Density: 1.198g/cm3
• LogP: 2.97056
• Solubility.: slightly sol. in Benzene
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 192.068748264
• Heavy Atom Count: 15
• Complexity: 300

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Naphthylmalononitrile 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Naphthylmalononitrile

There total 9 articles about 1-Naphthylmalononitrile 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: 100.0%

naphthalen-1-ylacetonitrile (132-75-2) + 2-chlorobenzylthiocyanate (2082-66-8) → 2-(naphthalen-1-yl)malononitrile (5518-09-2)

Guidance literature:

With lithium diisopropyl amide; In benzene; at 5 ℃; for 1h;

DOI:10.1021/jo00164a030

Reference yield: 94.0%

1-Bromonaphthalene (90-11-9) + malononitrile (109-77-3) → 2-(naphthalen-1-yl)malononitrile (5518-09-2)

Guidance literature:

With pyridine; 1,3-bis(2,4,6-triethylphenyl)imidazoliun chloride; sodium hydride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; at 85 ℃; for 10h;

DOI:10.1039/b302890a

Reference yield: 86.0%

malononitrile (109-77-3) + 1-Chloronaphthalene (90-13-1) → 2-(naphthalen-1-yl)malononitrile (5518-09-2)

Guidance literature:

With pyridine; 1,3-bis(2,4,6-triethylphenyl)imidazoliun chloride; sodium hydride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; at 85 ℃; for 14h;

DOI:10.1039/b302890a

upstream raw materials:

1-naphthylcyanoacetamide

naphthalen-1-ylacetonitrile

2-chlorobenzylthiocyanate

2-iodonaphthalene

Downstream raw materials:

1-(Tricyanmethyl)-naphthalin

4-(2'-methyl-4'-diethylaminophenylimino)-9,9-dicyano-1,4-naphthoquinone methide

4-(4-diethylaminophenylimino)-1,4-dihydronaphthylidenemalononitrile

4-(4-diethylamino-2,6-dimethylphenylimino)-1,4-dihydronaphthylidenemalononitrile