530263

6-Cyano-2-naphthol

97%

• Sinónimos: 2-Cyano-6-hydroxynaphthalene, 2-Cyano-6-naphthol, 2-Hydroxy-6-naphthonitrile, 6-Cyano-2-hydroxynaphthalene, 6-Hydroxy-2-naphthalenecarbonitrile, 6-Hydroxy-2-naphthonitrile
• Fórmula lineal: NCC₁₀H₆OH
• Número de CAS: 52927-22-7
• Peso molecular: 169.18
• MDL number: MFCD01863480
• UNSPSC Code: 12352100
• PubChem Substance ID: 24877738
• NACRES: NA.22
• assay: 97%

Propiedades

• Quality Level: 100
• assay: 97%
• mp: 165.5-170.5 °C (lit.)
• functional group: nitrile
• SMILES string: Oc1ccc2cc(ccc2c1)C#N
• InChI: 1S/C11H7NO/c12-7-8-1-2-10-6-11(13)4-3-9(10)5-8/h1-6,13H
• InChI key: WKTNIBWKHNIPQR-UHFFFAOYSA-N

Descripción

General description

6-Cyano-2-naphthol (6CN2) is an aromatic alcohol that can be synthesized from 6-bromo-2-naphthol. It is a superphotoacid with the ground state pK_a^* value of 8.4 and excited state pKavalue of 0.2, respectively. 6CN2 protonates PANI-ES (polyaniline emeraldine salt) to form PANI-EB (emeraldine base), which shows enhanced conductivity. The proton-transfer kinetics and photophysical behavior of 6CN2 have been investigated.

Application

6-Cyano-2-naphthol (6-Hydroxy-2-naphthonitrile, 2-cyano-6-naphthol) may be used in the preparation of:

• 5-bromo-6-hydroxy-2-naphthonitrile
• 5,7-dibromo-6-hydroxy-2-naphthonitrile
• 5-chloro-6-hydroxy-2-naphthonitrile
• 6-(2-imidazolyl)-2-naphthol
• dodecaethylene glycol di-6-cyano-2-naphthyl ether
• 6-cyano-2-naphthyl trifluoremethanesufonate
• 2-(6-cyano-naphthyl)2,3,4-tri-O-acetyl-β-D-xylopyranoside
• 1,5-bis(7-amidino-2-naphthalenoxy)-3-oxapentane dihydrochloride

Reactant for:

• Palladium-catalyzed reduction
• Nickel-catalyzed cross-coupling reactions
• Palladium-catalyzed Heck reactions

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves