2-Methyl-8-hydroxyquinoline (HCID 13224)

Überblick

2-Methylquinolin-8-ol is a hydroxyquinoline.

Namen und Bezeichner

Bevorzugter Name: 2-Methyl-8-hydroxyquinoline
IUPAC: 2-methylquinolin-8-ol
Lokaler Name: 2-Methylchinolin-8-ol
Englischer Name: 8-Hydroxyquinaldine
Summenformel: C10H9NO
Molmasse: 159.18

Namen und Synonyme

8-Hydroxyquinaldine826-81-32-Methyl-8-quinolinol2-Methyl-8-hydroxyquinoline8-HYDROXY-2-METHYLQUINOLINE2-Methyloxine8-Quinolinol, 2-methyl-HydroxyquinaldineNSC-585537W631H5302DTXSID3061184NSC-403349

Weitere Namen anzeigen

2-methyl-8-quinolino8-HydroxyquinaL2-Methyl-8-hydroxy

RefChem:5481318-H-2-MQ cpdDTXCID3048312212-562-62-Methylquinolin-8-ol8-Hydroxyqinaldine2-Methyl-quinolin-8-ol2-Methyl-oxine

Datenbank-Bezeichner

CAS: 826-81-3
PubChem CID: 13224
DTXSID: DTXSID3061184
ChEMBL: CHEMBL316892
ChEBI: CHEBI:180510
UNII: 7W631H5302
EC Number: 212-562-6
Nikkaji: J3.333B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,3
Polarare Oberfläche (TPSA): 33,1 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 12
Formalladung: 0
Komplexität: 160

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Quinolines

SpringerMaterials PropertiesAngular frequency

Boiling Point267 °C @760 [mm Hg]

Vapor Pressure0.000105 [mmHg]

Physical DescriptionCream-colored crystalline powder; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 71 · 71-73 °C(lit.)
Siedepunkt: 267 °C · 267 °C(lit.)
Dichte: 1.1202 · 1.1202 (rough estimate)
Brechungsindex: 1.607 · 1.6070 (estimate)
Flammpunkt: 139 °C · 139°C
storage temp.: 30 °C · Store below +30°C.
Löslichkeit: 0.4 g/l · 0.4g/l
Aggregatzustand: Crystalline Powder
pka: 1 · pK1:5.55(+1);pK2:10.31(0) (25°C)
Farbe: Beige to brown
PH: 7 · 7-8 (100g/l, H2O, 20℃)(slurry)
Wasserlöslichkeit: insoluble
BRN: 119194 · 119194
InChI: 1S/C10H9NO/c1-7-5-6-8-3-2-4-9(12)10(8)11-7/h2-6,12H,1H3
InChIKey: NBYLBWHHTUWMER-UHFFFAOYSA-N
SMILES: Cc1ccc2cccc(O)c2n1
CAS Datenbank: 826 · 826-81-3(CAS DataBase Reference)
NIST chemische Informationen: 8 · 8-Quinolinol, 2-methyl-(826-81-3)
EPA chemische Informationen: 8 · 8-Quinolinol, 2-methyl- (826-81-3)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H317 (56.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 185 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Status: Active Update: 07-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26370

2-Methyl-8-quinolinol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryOral LD50 (rat) = 2,125-2,250mg/kg; An irritant; [Alfa Aesar MSDS] See Quinoline.

Hazard Classes and CategoriesSkin Sens. 1 (56.2%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

0.99 [mg/m3]

11 [mg/m3]

66 [mg/m3]

Sicherheitsdaten

wgk: 2
tsca: TSCA listed
ridadr: UN 3077 9/PG 3
hs_code: 29334990
RTECS-Nr.: VC7920000
risk_code: 50/53-36/37/38
hazard_code: N,Xi
hazard_note: Irritant
safety_code: 60-61-24/25-36-26
hazard_class: 9
packing_group: III
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1

Chemie und Industrie

Verwendung und Herstellung

UsesUsed in high performance adhesives for the electronics industry; Formulated products are pre-packaged and used in automated equipment; [ExPub: EPA TSCATS]

General Manufacturing Information8-Quinolinol, 2-methyl-: ACTIVE

Anwendungen

Verwenden8-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.

Darstellung · 1 Eintrag

synthetische8-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.