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6-Cyano-2-Naphthol

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Name

6-Cyano-2-Naphthol

EINECS 628-663-7
CAS No. 52927-22-7 Density 1.28 g/cm3
PSA 44.02000 LogP 2.41708
Solubility N/A Melting Point 165.5-170.5 °C(lit.)
Formula C11H7NO Boiling Point 383.1 °C at 760 mmHg
Molecular Weight 169.183 Flash Point 185.5 °C
Transport Information N/A Appearance brown crystalline solid
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 52927-22-7 (6-Cyano-2-naphthol) Hazard Symbols IrritantXi
Synonyms

2-Cyano-6-hydroxynaphthalene;2-Hydroxy-6-naphthonitrile;6-Cyano-2-hydroxynaphthalene;6-Hydroxy-2-naphthalenecarbonitrile;

Article Data 36

6-Cyano-2-Naphthol Synthetic route

939822-86-3

6-cyanonaphthalen-2-yl 4-methylbenzenesulfonate

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 6h; Electrolysis; Green chemistry;94%
67886-70-8

2-cyano-6-methoxynaphthalene

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
91%
With tetrachlorosilane; borontrifluoride acetic acid; lithium iodide In toluene; acetonitrile at 70℃; for 10h;83%
With boron tribromide In dichloromethane at -78 - 20℃; for 16h; Inert atmosphere;69%
With sodium cyanide In dimethyl sulfoxide at 160 - 170℃; for 12h;62%
With boron tribromide
145369-29-5

trifluoromethanesulfonic acid 6-cyano-naphthalen-2-yl ester

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 9h; Electrolysis; Green chemistry;91%
15231-91-1

6-bromo-naphthalen-2-ol

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With CuCN In N,N-dimethyl-formamide at 160 - 170℃; for 3h;83%
56%
In ethanol; N,N-dimethyl-formamide
In ethanol; N,N-dimethyl-formamide
15231-91-1

6-bromo-naphthalen-2-ol

copper(l) cyanide

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 160 - 170℃; for 4h; Inert atmosphere;83%
In N,N-dimethyl-formamide at 135℃; for 18h;62%
In N,N-dimethyl-formamide at 150℃;60%
78119-82-1

6-hydroxynaphthalene-2-carbaldehyde

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With hydroxylamine hydrochloride In dimethyl sulfoxide at 100℃; for 1h;70%
860363-16-2

6-acetoxy-[2]naphthonitrile

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With potassium hydroxide
78119-72-9

acetate of α,α,α',α'-tetrabromo-3,4-xylenol

107-13-1

acrylonitrile

A

52927-22-7

6-cyano-2-naphthol

B

130200-58-7

7-hydroxynaphthalene-2-carbonitrile

Conditions
ConditionsYield
1) NaI, DMF; 2) hydrolysis; Yield given. Multistep reaction. Title compound not separated from byproducts;
78119-71-8

benzoate of α,α,α',α'-tetrabromo-3,4-xylenol

107-13-1

acrylonitrile

A

52927-22-7

6-cyano-2-naphthol

B

130200-58-7

7-hydroxynaphthalene-2-carbonitrile

Conditions
ConditionsYield
1) NaI, DMF; 2) NaOH, CH3OH; Yield given. Multistep reaction;
1) NaI, DMF; 2) NaOH, CH3OH; Yield given. Multistep reaction. Title compound not separated from byproducts;
6343-72-2

6-bromonaphthalen-2-yl acetate

544-92-3

copper(I) cyanide

52927-22-7

6-cyano-2-naphthol

Conditions
ConditionsYield
With pyridine; copper(II) sulfate In N,N-dimethyl-formamide

6-Cyano-2-Naphthol Chemical Properties

Molecular Structure of 6-Cyano-2-Naphthol (CAS NO.52927-22-7):

Molecular Formula: C11H7NO
Molar mass: 169.17938g/mol
Density: 1.28 g/cm3
Flash Point: 185.5 °C
Melting point: 165.5-170.5 °C
Appearance: Brown Crystalline Solid
Boiling Point: 383.1 °C at 760 mmHg
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 33.02Å2
Index of Refraction: 1.692
Molar Refractivity: 50.4 cm3
Molar Volume: 131.5 cm3
Surface Tension: 64.7 dyne/cm
Enthalpy of Vaporization: 65.64 kJ/mol
Vapour Pressure: 2.04E-06 mmHg at 25°C
Product Categoriy: Aromatics and Nitrogen Compounds; Cyanides/Nitriles; Chalcones; Functional Materials

6-Cyano-2-Naphthol Safety Profile

Hazard Codes: Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing
WGK Germany: 3

6-Cyano-2-Naphthol Specification

  6-Cyano-2-Naphthol , with CAS number of 52927-22-7, can be called 6-Hydroxy-2-naphthalenecarbonitrile ; 2-Cyano-6-hydroxynaphthalene ; 2-Hydroxy-6-naphthonitrile . 6-Cyano-2-Naphthol (CAS NO.52927-22-7) is functional Material,and can be used for building blocks forliquid crystals.

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