ChemicalBook--->CAS DataBase List--->580-20-1

580-20-1

580-20-1 Structure

580-20-1 Structure
IdentificationMore
[Name]

7-Hydroxyquinoline
[CAS]

580-20-1
[Synonyms]

7-HYDROXYQUINOLINE
7-QUINOLINOL
quinolin-7-ol
7-HYDROXYQUINOLINE 99%
1H-Quinolin-7-one
[EINECS(EC#)]

209-457-2
[Molecular Formula]

C9H7NO
[MDL Number]

MFCD00016730
[Molecular Weight]

145.16
[MOL File]

580-20-1.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

239-244 °C
[Boiling point ]

264.27°C (rough estimate)
[density ]

1.1555 (rough estimate)
[refractive index ]

1.4500 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Powder
[pka]

pK1:5.48(+1);pK2:8.85(0) (20°C)
[color ]

Beige to pale brown
[Water Solubility ]

454.3mg/L(20 ºC)
[Detection Methods]

HPLC
[InChI]

InChI=1S/C9H7NO/c11-8-4-3-7-2-1-5-10-9(7)6-8/h1-6,11H
[InChIKey]

XCRPPAPDRUBKRJ-UHFFFAOYSA-N
[SMILES]

N1C2C(=CC=C(O)C=2)C=CC=1
[CAS DataBase Reference]

580-20-1(CAS DataBase Reference)
[NIST Chemistry Reference]

7-Quinolinol(580-20-1)
[Storage Precautions]

Store under nitrogen;Heat sensitive;Light sensitive;Air sensitive
[EPA Substance Registry System]

580-20-1(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

WGK 3
[RTECS ]

VC4160000
[TSCA ]

TSCA listed
[HazardClass ]

IRRITANT
[HS Code ]

29334900
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Hydrochloric acid-->Methanol-->Tetrahydrofuran-->Dichloromethane-->Potassium hydroxide-->Triethylamine-->Dimethyl sulfoxide-->Tosyl chloride-->Acrolein-->3-Aminophenol-->Benzenesulfonamide, N-(3-hydroxyphenyl)-4-methyl-N-(3-oxopropyl)--->7-Quinolinol, 1,2-dihydro-1-[(4-methylphenyl)sulfonyl]--->7-Bromoquinoline-->7-methoxyquinoline-->N-(m-hydroxyphenyl)-p-toluenesulphonamide-->7-Hydroxy-1,2,3,4-tetrahydroquinoline
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

7-Hydroxyquinoline(580-20-1).msds
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powder
[Uses]

7-Hydroxyquinoline is an amphoteric molecule containing both acidic hydroxyl and basic nitrogen moieties, exhibiting a solvent-dependent equilibrium between enol and keto/zwitterion tautomers[2][3]. The compound serves as a local reporter for examining drug-binding sites in human serum albumin and for measuring fluorescence spectra in ionic liquids such as [bmim][Tf2N] and [bmim][PF6] with varying methanol concentrations[2][3].
[Definition]

ChEBI: A monohydroxyquinoline carrying a hydroxy substituent at position 7.
[Synthesis]

Acrolein diethyl acetal

3054-95-3

3-Aminophenol

591-27-5

7-Hydroxyquinoline

580-20-1

The general procedure for the synthesis of 7-hydroxyquinoline from acrolein diethyl acetal and 3-aminophenol was as follows: the reaction was carried out in a Panasonic NN-K5541JF microwave reactor equipped with a magnetic stirring device. The typical operation was as follows: acrolein diethyl acetal (1 mmol), excess 3-aminophenol (4 mmol) and solid catalyst were added to a round bottom flask; subsequently, the mixture was placed in a microwave reactor. The reaction was carried out by continuous microwave radiation under reflux and stirring conditions for 1 to 40 min. Upon completion of the reaction, the products were analyzed and identified using a Varian Saturn 2200/CP-3800 gas chromatography-mass spectrometer (GC-MS) equipped with two CP8944 capillary columns (VF-5, 30 m × 0.25 mm × 0.25 μm).

[References]

[1] Catalysis Communications, 2018, vol. 115, p. 21 - 25
Spectrum DetailBack Directory
[Spectrum Detail]

7-Hydroxyquinoline(580-20-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

7-Hydroxyquinoline,99%(580-20-1)
[TCI AMERICA]

7-Quinolinol,>98.0%(GC)(T)(580-20-1)
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