Basic information
- CAS
826-81-3- Standard SMILES
Cc1ccc2cccc(O)c2n1- InChIKey
NBYLBWHHTUWMER-UHFFFAOYSA-N- Molecular formula
- C10.H9.N.O.
- Average molar mass
- 159.18 g/mol
- Monoisotopic mass
- 159.06841391
Overview
2-Methylquinolin-8-ol is a hydroxyquinoline.
Names & identifiers
- Preferred name
- 2-Methyl-8-hydroxyquinoline
- IUPAC
- 2-methylquinolin-8-ol
- English name
- 8-Hydroxyquinaldine
- Molecular formula
- C10H9NO
- Molecular weight
- 159.18
Names & synonyms
8-Hydroxyquinaldine826-81-32-Methyl-8-quinolinol2-Methyl-8-hydroxyquinoline8-HYDROXY-2-METHYLQUINOLINE2-Methyloxine8-Quinolinol, 2-methyl-HydroxyquinaldineNSC-585537W631H5302DTXSID3061184NSC-403349
Show more names
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
Database identifiers
- CAS
826-81-3- PubChem CID
- 13224
- DTXSID
DTXSID3061184- ChEMBL
CHEMBL316892- ChEBI
CHEBI:180510- UNII
- 7W631H5302
- EC Number
- 212-562-6
- Nikkaji
- J3.333B
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 33.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 160
Experimental & physicochemical properties
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]
Physicochemical properties
- Melting point
- 71 · 71-73 °C(lit.)
- Boiling point
- 267 °C · 267 °C(lit.)
- Density
- 1.1202 · 1.1202 (rough estimate)
- refractive index
- 1.607 · 1.6070 (estimate)
- Flash point
- 139 °C · 139°C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 0.4 g/l · 0.4g/l
Safety & regulation
GHS classification
GHS Classification
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.
Hazard information
Regulatory Information
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%)
Safety & protection
Protective Action Criteria (PAC)
0.99 [mg/m3]
11 [mg/m3]
66 [mg/m3]
Safety data
- PPE
- Eyeshields, Gloves
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- VC7920000
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29334990
- risk_code
- 50/53-36/37/38
Chemistry & industry
Uses & manufacturing
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
Applications
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.
General Description2-Methyl-8-quinolinol is a methyl substituted quinolinol derivative that shows fungicidal property. It can also undergo complexation with transition metal complexes.
Preparation methods
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.
Upstream & downstream products
Upstream raw materials
Related reactions
96 records
Compound notes
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