6-Cyano-2-naphthol

Base Information

• Chemical Name: 6-Cyano-2-naphthol
• CAS No.: 52927-22-7
• Molecular Formula: C11H7NO
• Molecular Weight: 169.183
• Hs Code.: 29269090
• European Community (EC) Number: 628-663-7
• DSSTox Substance ID: DTXSID90404614
• Nikkaji Number: J633.569A
• Wikidata: Q72458663
• Mol file: 52927-22-7.mol

Synonyms:6-Cyano-2-naphthol;52927-22-7;6-Hydroxy-2-naphthonitrile;6-hydroxynaphthalene-2-carbonitrile;6-Hydroxy-naphthalene-2-carbonitrile;MFCD01863480;2-Naphthalenecarbonitrile, 6-hydroxy-;2-hydroxy-6-cyanonaphthalene;6-Cyano-2-naphthol, 97%;SCHEMBL1028464;DTXSID90404614;6-hydroxy-2-naphthalenecarbonitrile;AKOS015836114;AC-6788;AM87038;CS-W002854;FS-2638;SY021503;A7718;FT-0621097;H0995;EN300-1615122

Chemical Property of 6-Cyano-2-naphthol

Chemical Property:

• Appearance/Colour: brown crystalline solid
• Vapor Pressure: 2.04E-06mmHg at 25°C
• Melting Point: 165.5-170.5 °C(lit.)
• Refractive Index: 1.692
• Boiling Point: 383.1 °C at 760 mmHg
• PKA: 8.57±0.40(Predicted)
• Flash Point: 185.5 °C
• PSA: 44.02000
• Density: 1.28 g/cm³
• LogP: 2.41708
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Ethanol, Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.052763847
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

6-Cyano-2-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)O)C=C1C#N
• Uses: Intermediate of Nafamostat mesilate (N210000). Reactant for:Palladium-catalyzed reductionNickel-catalyzed cross-coupling reactionsPalladium-catalyzed Heck reactions

Technology Process of 6-Cyano-2-naphthol

There total 30 articles about 6-Cyano-2-naphthol 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: 94.0%

6-cyanonaphthalen-2-yl 4-methylbenzenesulfonate (939822-86-3) → 6-cyano-2-naphthol (52927-22-7)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 6h; Electrolysis; Green chemistry;

DOI:10.1039/d1gc00317h

Reference yield: 91.0%

2-cyano-6-methoxynaphthalene (67886-70-8) → 6-cyano-2-naphthol (52927-22-7)

Guidance literature:

Reference yield: 91.0%

trifluoromethanesulfonic acid 6-cyano-naphthalen-2-yl ester (145369-29-5) → 6-cyano-2-naphthol (52927-22-7)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 9h; Electrolysis; Green chemistry;

DOI:10.1039/d1gc00317h

upstream raw materials:

6-acetoxy-[2]naphthonitrile

6-bromo-naphthalen-2-ol

acetate of α,α,α',α'-tetrabromo-3,4-xylenol

acrylonitrile

Downstream raw materials:

6-ethoxynaphthalene-2-carbonitrile

6-(2-(4-cyanophenylamino)-5-methylpyrimidin-4-yloxy)-2-naphthonitrile

6-(2-(4-cyanophenylamino)-6-methylpyrimidin-4-yloxy)-2-naphthonitrile

3,3'-diphenyl-1,1'-bi-2-naphthol

Refernces

• 1、 Huang, Binbin,Guo, Lin,Xia, Wujiong. "A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions". supporting information. p. 2095 - 2103. Retrieved 2021/03/26.
• 2、 Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro. "Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols". . p. 4149 - 4164. Retrieved 2019/04/30.