530263
6-氰基-2-萘酚
97%
别名:
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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所有图片(1)
About This Item
线性分子式:
NCC10H6OH
CAS号:
分子量:
169.18
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
97%
mp
165.5-170.5 °C (lit.)
官能团
nitrile
SMILES字符串
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
一般描述
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.
应用
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
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
Doping of Polyaniline with 6-Cyano-2-naphthol.
Das D, et al.
The Journal of Physical Chemistry B, 118(45), 12993-13001 (2014)
Anna Siegbahn et al.
Organic & biomolecular chemistry, 13(11), 3351-3362 (2015-02-07)
Proteoglycans (PGs) are macromolecules that consist of long linear polysaccharides, glycosaminoglycan (GAG) chains, covalently attached to a core protein by the carbohydrate xylose. The biosynthesis of GAG chains is initiated by xylosylation of the core protein followed by galactosylation by
Ultrafast excited-state proton transfer from cyano-substituted 2-naphthols.
The Journal of Physical Chemistry A, 101(25), 4602-4605 (1997)
S Ono et al.
Chemical & pharmaceutical bulletin, 47(12), 1685-1693 (2000-04-05)
The synthesis and design using molecular modeling techniques for non-peptide, low molecular weight novel fibrinogen receptor (glycoprotein IIb/IIIa: Gp IIb/IIIa) antagonists, is reported. We used a highly potent serine protease inhibitor, Nafamostat, having an amidinonaphthyl unit as the starting compound.
Yong-Hong Liang et al.
Bioorganic & medicinal chemistry, 18(13), 4601-4605 (2010-06-24)
Nine newly 6-cyano-2-naphthyl substituted diarylpyrimidines (DAPY) were synthesized as non-nucleoside reverse transcriptase inhibitors on the basis of our previous work. The antiviral and cytotoxicity evaluation indicated that these compounds displayed strong activity against wild-type HIV-1 at nanomolar concentrations with selectivity
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