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6-Cyano-2-naphthol

ALDRICH/530263 - 97%

Synonym: 2-Cyano-6-hydroxynaphthalene; 2-Cyano-6-naphthol; 2-Hydroxy-6-naphthonitrile; 6-Cyano-2-hydroxynaphthalene; 6-Hydroxy-2-naphthalenecarbonitrile; 6-Hydroxy-2-naphthonitrile

CAS Number: 52927-22-7
Empirical Formula (Hill Notation): C11H7NO
Molecular Weight: 169.18
MDL Number: MFCD01863480
Linear Formula: NCC10H6OH
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-530263-25G 25 g
 $373.00
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assay 97%
functional group nitrile
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
mp 165.5-170.5 °C (lit.)
Quality Level 100 
SMILES string Oc1ccc2cc(ccc2c1)C#N
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
Application: Reactant for:
• Palladium-catalyzed reduction
• Nickel-catalyzed cross-coupling reactions
• Palladium-catalyzed Heck reactions
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 pKa* 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.
Packaging: 25 g in glass bottle
Purity 97%
mp 165.5-170.5 °C (lit.)
UNSPSC 12352100

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