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Merck
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주요 문서

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530263

Sigma-Aldrich

6-Cyano-2-naphthol

97%

동의어(들):

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:
52927-22-7
Molecular Weight:
169.18
MDL number:
MFCD01863480
UNSPSC 코드:
12352100
PubChem Substance ID:
24877738
NACRES:
NA.22

Quality Level

100

분석

97%

mp

165.5-170.5 °C (lit.)

작용기

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

일반 설명

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.

애플리케이션

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

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
MKCQ7630
MKCJ5703
MKBT2547V
MKBR3927V
MKBH5434V

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이미 열람한 고객

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6-Bromo-2-naphthol 97%

Sigma-Aldrich

B73406

6-Bromo-2-naphthol

T Nakayama et al.
Chemical & pharmaceutical bulletin, 41(1), 117-125 (1993-01-01)
By developing 6-amidino-2-naphthyl 4-guanidinobenzoate (I, FUT-175) as a basic structure, its various derivatives were synthesized and their inhibitory activities on trypsin, plasmin, kallikrein, thrombin, C1r and C1s as well as on complement-mediated hemolysis were examined. The protective effect of these
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)
Maryam Rahimian et al.
Biochemistry, 48(7), 1573-1583 (2009-01-29)
Most A/T specific heterocyclic diamidine derivatives need at least four A/T base pairs for tight binding to the DNA minor groove. Addition of a GC base pair to A/T sequences typically causes a large decrease in binding constant. The ability
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