1-Naphthonitrile

Base Information

• Chemical Name: 1-Naphthonitrile
• CAS No.: 86-53-3
• Molecular Formula: C11H7N
• Molecular Weight: 153.183
• Hs Code.: 29269090
• European Community (EC) Number: 247-101-8,201-679-8
• NSC Number: 60230
• UNII: 2AS1LZ61HD
• DSSTox Substance ID: DTXSID4058940
• Nikkaji Number: J95.583C
• Wikidata: Q27254486
• Mol file: 86-53-3.mol

Synonyms:1-Naphthonitrile;1-Cyanonaphthalene;86-53-3;Naphthalene-1-carbonitrile;1-NAPHTHALENECARBONITRILE;Naphthalenecarbonitrile;1-Naphthylnitrile;alpha-Naphthonitrile;1-Naphthalenenitrile;alpha-Naphthylnitrile;alpha-Cyanonaphthalene;NSC 60230;25551-35-3;.alpha.-Naphthonitrile;EINECS 201-679-8;MFCD00003866;UNII-2AS1LZ61HD;2AS1LZ61HD;AI3-07035;C11H7N;EINECS 247-101-8;NSC-60230;Naphthonitrile;C11-H7-N;1-naphthonitril;1-cyanonaphtalene;1-Naphthylcyanide;NSC60230;1-cyano-naphthalene;.alpha.-Naphthylnitrile;.alpha.-Cyanonaphthalene;1-Cyanonaphthalene, 98%;SCHEMBL59702;DTXSID4058940;AMY25112;STL353606;AKOS005350959;AC-5793;AS-44285;LS-95486;BB 0240262;FT-0607666;N0038;EN300-64899;1-naphthonitrile pound 2-Naphthonitrile pound(c);W-104063;Q27254486;Z57899733

Chemical Property of 1-Naphthonitrile

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 36-38 °C(lit.)
• Refractive Index: 1.6298
• Boiling Point: 299 °C at 760 mmHg
• Flash Point: 140.7 °C
• PSA: 23.79000
• Density: 1.13 g/cm³
• LogP: 2.71148
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.057849228
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

Naphthalene-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-20/21
• Safety Statements: 26-37/39-23-36/37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-Naphthonitrile

There total 289 articles about 1-Naphthonitrile 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: 84.0%

2-(bromomethyl)naphthalene (3163-27-7) → 1-bromo-4-methylnaphthalene (6627-78-7) + 1-Cyanonaphthalene (86-53-3)

Guidance literature:

With ammonium hydroxide; iodine; at 20 - 60 ℃; for 4h; Time;

DOI:10.1021/ol401906q

Reference yield: 72.0%

1,2-di(α-naphthyl)oxirane (20459-99-8) → 1-naphthaldehyde (66-77-3) + 1-Cyanonaphthalene (86-53-3)

Guidance literature:

With sodium azide; copper(II) choride dihydrate; oxygen; In N,N-dimethyl-formamide; at 100 ℃; for 10h; Schlenk technique; Sealed tube;

DOI:10.1039/c5cc00360a

Reference yield: 69.0%

(naphth-1-yl)methylamine (118-31-0) → 1-naphthaldehyde (66-77-3) + 1-Cyanonaphthalene (86-53-3)

Guidance literature:

With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen; In toluene; at 110 ℃; for 12h; under 760.051 Torr; Sealed tube;

DOI:10.1002/adsc.202000663

upstream raw materials:

N,N'-bis(1-naphthyl)thiourea

naphthalene

ethanedinitrile

1-naphthylcarboxamide

Downstream raw materials:

bis(naphthalen-1-yl)methanone

(1-α-Naphthoylamino-cyclohexyl)-essigsaeure

Phenyl-α-naphthyl-ketazin

(naphth-1-yl)methylamine

Refernces

• 1、 Newman. "". . p. 2472. Retrieved 1937.
• 2、 Fu, Wenqian,Pan, Liuming,Tang, Tiandi,Wang, Siming,Zhang, Lei. "Highly dispersed Co species in N-doped carbon enhanced the aldehydes ammoxidation reaction activity". . . Retrieved 2022/01/04.
• 3、 Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi. "Nitrile Synthesis via Desulfonylative-Smiles Rearrangement". . p. 4460 - 4467. Retrieved 2022/03/15.