| Identification | More | [Name]
8-Hydroxyquinaldine | [CAS]
826-81-3 | [Synonyms]
2-METHYL-8-HYDROXYQUINOLINE 2-METHYL-8-QUINOLINOL 2-METHYLOXINE 8-HYDROXY-2-METHYLQUINOLINE 8-HYDROXYQUINALDINE TIMTEC-BB SBB009099 2-methyl-8-quinolino 8-Hydroxyqinaldine 8-Quinolinol,2-methyl- Hydroxyquinaldine 4-Hydroxy-3-quinoline carboxylic acid 8-Hydroxyquinaldine~2-Methyl-8-quinolinol Hydroxyquinaldine,99% 8-HYDROXYQUINALDINE MIN. 98% 8-HYDROXYQUINALDINE 98% 1-Methyl 8-quinolinol 2-Methyl-8-hydroxy 2-Methylquinolin-8-ol | [EINECS(EC#)]
212-562-6 | [Molecular Formula]
C10H9NO | [MDL Number]
MFCD00006765 | [Molecular Weight]
159.18 | [MOL File]
826-81-3.mol |
| Chemical Properties | Back Directory | [Appearance]
beige to brown crystalline powder | [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 | [pka]
pK1:5.55(+1);pK2:10.31(0) (25°C) | [color ]
Beige to brown | [PH]
7-8 (100g/l, H2O, 20℃)(slurry) | [Water Solubility ]
insoluble | [BRN ]
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 DataBase Reference]
826-81-3(CAS DataBase Reference) | [NIST Chemistry Reference]
8-Quinolinol, 2-methyl-(826-81-3) | [EPA Substance Registry System]
826-81-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N,Xi | [Risk Statements ]
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
2
| [RTECS ]
VC7920000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29334990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1 Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Chemical Properties]
beige to brown crystalline powder | [Uses]
8-Hydroxy-2-methylquinoline is used as pharmaceutical intermediate. | [Definition]
ChEBI: 2-Methylquinolin-8-ol is a hydroxyquinoline. | [Preparation]
8-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. | [Synthesis Reference(s)]
Tetrahedron, 52, p. 2937, 1996 DOI: 10.1016/0040-4020(95)01118-8 | [General Description]
2-Methyl-8-quinolinol is a methyl substituted quinolinol derivative that shows fungicidal property. It can also undergo complexation with transition metal complexes. | [Purification Methods]
Crystallise 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.] |
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