8-Hydroxyquinaldine

8-Hydroxyquinaldine Basic information
Product Name:8-Hydroxyquinaldine
Synonyms:2-Methylquinolin-8-ol;2-methyl-8-quinolino;8-Hydroxyqinaldine;8-Hydroxyquinaldine,98%;8-Hydroxyquinaldine, 98% 100GR;8-Hydroxyquinaldine, 98% 25GR;8-Hydroxyquinaldine, 98% 500GR;8-Hydroxymethylquinoline
CAS:826-81-3
MF:C10H9NO
MW:159.18
EINECS:212-562-6
Product Categories:Alkylquinolines;Hydroxyquinolines;Quinolines, Quinazolines and derivatives;Quinolines;bc0001
Mol File:826-81-3.mol
8-Hydroxyquinaldine Structure
8-Hydroxyquinaldine Chemical Properties
Melting point 71-73 °C(lit.)
Boiling point 267 °C(lit.)
density 1.1202 (rough estimate)
refractive index 1.6070 (estimate)
Fp 139°C
storage temp. Store below +30°C.
solubility 0.4g/l
form Crystalline Powder
pkapK1:5.55(+1);pK2:10.31(0) (25°C)
color Beige to brown
PH7-8 (100g/l, H2O, 20℃)(slurry)
Water Solubility insoluble
BRN 119194
CAS DataBase Reference826-81-3(CAS DataBase Reference)
NIST Chemistry Reference8-Quinolinol, 2-methyl-(826-81-3)
EPA Substance Registry System8-Quinolinol, 2-methyl- (826-81-3)
Safety Information
Hazard Codes N,Xi
Risk Statements 50/53-36/37/38
Safety Statements 60-61-24/25-36-26
RIDADR UN 3077 9/PG 3
WGK Germany 2
RTECS VC7920000
Hazard Note Irritant
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29334990
MSDS Information
ProviderLanguage
8-Hydroxyquinaldine English
ACROS English
SigmaAldrich English
ALFA English
8-Hydroxyquinaldine Usage And Synthesis
Chemical Propertiesbeige to brown crystalline powder. Soluble in hot alcohol, ether and benzene, insoluble in water. Can volatilize with water vapor and sublimate at 100℃. With phenol odor.
Uses8-Hydroxyquinaldine is mainly used as metal ion extractant and metal ion determination, also used in the synthesis of dyes and pigments and the preparation of pharmaceutical intermediates.
Preparation8-hydroxyquinaldine is obtained from the reaction of 2-aminophenol with crotonaldehyde. Mix 2-aminophenol and 2-Nitrophenol homogeneously and add hydrochloric acid. Add crotonaldehyde under stirring. Heat for 6h and leave overnight. Distill the reacted o-nitrophenol by water distillation, and add sodium hydroxide solution to the residual solution to make it weakly basic. Then add powdered carbonyls for saturation, and distill 8-Hydroxyquinaldine by water distillation, and then distill the crude product under reduced pressure and recrystallize it with ethanol to obtain 8-hydroxyquinaldine.
DefinitionChEBI: 2-Methylquinolin-8-ol is a hydroxyquinoline.
Synthesis Reference(s)Tetrahedron, 52, p. 2937, 1996 DOI: 10.1016/0040-4020(95)01118-8
General Description2-Methyl-8-quinolinol is a methyl substituted quinolinol derivative that shows fungicidal property. It can also undergo complexation with transition metal complexes.
Purification MethodsCrystallise the quinoline from EtOH or aqueous EtOH. Its solubility at 20o in H2O is 0.366g/L, and in CHCl3 it is 466g/L. It complexes with many metals. [Beilstein 21 H 106, 21 III/IV 2132.]
Methylparaben AZINPHOS-METHYL Methyl 4-Hydroxybenzoic acid N,N-Dimethylformamide Hydroxy silicone oil (-)-2-[METHYLAMINO]-1-PHENYLPROPANE Basic Violet 1 Tribenuron methyl Sodium carboxymethyl cellulose 2,6-Lutidine 4-Methoxyphenol Methanol 8-Hydroxyquinoline Methyl acrylate METSULFURON METHYL Quinhydrone Camptothecin Series--10-hydroxycamptothecin

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