530263
6-Cyano-2-naphthol
97%
Synonym(s):
2-Cyano-6-hydroxynaphthalene, 2-Cyano-6-naphthol, 2-Hydroxy-6-naphthonitrile, 6-Cyano-2-hydroxynaphthalene, 6-Hydroxy-2-naphthalenecarbonitrile, 6-Hydroxy-2-naphthonitrile
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About This Item
Linear Formula:
NCC10H6OH
CAS Number:
Molecular Weight:
169.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
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.
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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