Compound: 8-HYDROXYQUINOLINE
SMILES: Oc1c2ncccc2ccc1
InChIKey: MCJGNVYPOGVAJF-UHFFFAOYSA-N
Synonyms: 8-HYDROXYQUINOLINE, quinolin-8-ol, 148-24-3, 8-quinolinol, Oxyquinoline, Oxine, Quinophenol, Oxychinolin, Phenopyridine, 8-Quinol, Bioquin, Tumex, Oxin, Oxybenzopyridine, Hydroxybenzopyridine, 8-Oxyquinoline, 1-Azanaphthalene-8-ol, 8-Hydroxychinolin, 8-Chinolinol, 8-Hydroxy-chinolin, Fennosan H 30, Fennosan, o-Oxychinolin, Usaf ek-794, Oxyquinol, Quinoline, 8-hydroxy-, NCI-C55298, NSC-2039, NSC-285166, NSC-402623, NSC-615011, J2.960B, 5UTX5635HP, DTXSID5020730, NSC-48037, NSC-54230, NSC-82404, NSC-82405, NSC-82409, NSC-82410, NSC-82412, DTXCID30730, CHEBI:48981, 8 Hydroxyquinoline, 8 Oxyquinoline, 8 Quinolinol, UDDER BALM, RefChem:57428, 205-711-1, 8-OQ, 8-Oxychinolin, MFCD00006807, Oxyquinoline [USAN], 8-hydroxy-quinoline, NSC 2039, Oxoquinoline, NSC 615011, 8-hydroxy quinoline, NSC285166, MLS002702126, CHEMBL310555, quinoline-8-ol, Oxyquinoline (8-Hydroxyquinoline), NSC 82404, NSC615011, Oxyquinoline (USAN), NCGC00090708-03, NCGC00090708-05, WLN: T66 BNJ JQ, Oxine;8-Hydroxyquinoline;Quinophenol;8-Quinolinone, Fennosan HF-15, Caswell No. 719, 8-Chinolinol [Czech], o-Oxychinolin [German], CAS-148-24-3, Manganese, bis(8-quinolinolato)-, SMR000112313, 8-Hydroxy-chinolin [German], CCRIS 340, HSDB 4073, EINECS 205-711-1, EPA Pesticide Chemical Code 059803, BRN 0114512, UNII-5UTX5635HP, Oxychinoline, AI3-00483, 8-Oxyquinolin, 8-Quinolinone, 8-Quinolol, 8-hydroxiquinoline, 8-hydroxychinoline, 8-hydroxylquinoline, HQY, 8-Quinolinol, p.a., Spectrum_001053, 3vh9, 8-Hydroxyquinoline Oxine, Spectrum2_000697, Spectrum3_000534, Spectrum4_000465, Spectrum5_001280, OXYQUINOLINE [II], 8-Hydroxyquinoline, 99%, EC 205-711-1, NCIMech_000694, OXYQUINOLINE [HSDB], cid_1923, NCIStruc1_000152, NCIStruc2_000240, Oxyquinol Reference Spectrum, NCIOpen2_000962, NCIOpen2_001020, NCIOpen2_001220, NCIOpen2_004264, OXYQUINOLINE [VANDF], SCHEMBL37189, BSPBio_002147, KBioGR_000910, KBioSS_001533, 5-21-03-00252 (Beilstein Handbook Reference), MLS001055492, BIDD:ER0371, DivK1c_000757, SCHEMBL144184, SCHEMBL144188, SCHEMBL275364, 8-Hydroxyquinoline (Standard), SPBio_000853, 8-Hydroxyquinoline, crystalline, orb1310645, SCHEMBL1812613, SCHEMBL2401863, SCHEMBL8467497, HYDROXYQUINOLINE [VANDF], 8-HYDROXYQUINOLINE [MI], SCHEMBL16289274, SCHEMBL29365411, SCHEMBL29716519, BDBM32203, HMS502F19, HY-B1005R, KBio1_000757, KBio2_001533, KBio2_004101, KBio2_006669, KBio3_001647, HYDROXYQUINOLINE [WHO-DD], NSC2039, 8-HYDROXYQUINOLINE [IARC], NINDS_000757, 8-Quinolinol (7CI,8CI,9CI), HMS5083P09, HY-B1005, MSK21141, STR00721, Tox21_113083, Tox21_202986, Tox21_400006, 8-Oxychinolin, 8-Quinolinol, Oxine, CCG-35870, EBC-03241, NSC 48037, NSC 54230, NSC 82405, NSC 82409, NSC 82410, NSC 82412, NSC402623, s4547, SBB009097, STK943764, 8-Hydroxyquinoline ACS Reagent Grade, AKOS001061311, AC-5109, CS-4502, DB11145, FH12040, NSC 285166, NSC 402623, PS-4553, SB40773, 8-Hydroxyquinoline, ACS reagent, 99%, IDI1_000757, NCGC00090708-01, NCGC00090708-02, NCGC00090708-04, NCGC00090708-06, NCGC00090708-07, NCGC00090708-08, NCGC00090708-11, NCGC00260531-01, NCI60_001712, NCI60_002335, SBI-0051472.P003, DB-012222, H0305, NS00010316, ST45053772, 8-Quinolinol, JIS special grade, >=99.0%, 8-Quinolinol, Vetec(TM) reagent grade, 99%, EN300-17403, C19434, D05321, P17615, US9394254, 6, 8-Quinolinol, PESTANAL(R), analytical standard, AB00052065_08, 8-Quinolinol, >=99% (perchloric acid titration), AP-065/40180076, F093034, Q270162, CU-01000012874-2, BRD-K66808046-065-01-1, BRD-K66808046-065-03-7, Z56926518, F0001-0526, InChI=1/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11, 8-Quinolinol, puriss. p.a., ACS reagent, for the detection and determination of Al, Mg and others, >=99.0% (NT), 8-Quinolinol, puriss. p.a., ACS reagent, reag. Ph. Eur., >=99% (perchloric acid titration), 84063-18-3
Theoretical properties:
molecular_formula: C9H7NO
molecular_weight: 145.16 g/mol
exact_mass: 145.052763847 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 33.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White crystals or white crystalline powder
color: White crystals or white crystalline powder
odor: Phenolic odor
boiling_point: 513 °F at 760 mmHg (NTP, 1992)
melting_point: 169 °F (NTP, 1992)
density: 1.034 at 408 °F (NTP, 1992) - Denser than water; will sink
solubility: less than 1 mg/mL at 61 °F (NTP, 1992)
vapor_pressure: 0.0016 [mmHg]
Descriptions:
pubchem: Quinolin-8-ol is a monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes. It has a role as an antibacterial agent, an iron chelator, an antiseptic drug and an antifungal agrochemical. It derives from a hydride of a quinoline.
chebi: A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes.
chembl: OXYQUINOLINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: 8-Hydroxyquinoline (also known as oxine) is an organic compound derived from the heterocycle quinoline.  A colorless solid, its conjugate base is a chelating agent, which is used for the quantitative determination of metal ions.
In aqueous solution 8-hydroxyquinoline has a pKa value of ca. 9.9 It reacts with metal ions, losing the proton and forming 8-hydroxyquinolinato-chelate complexes.

The aluminium complex, is a common component of organic light-emitting diodes (OLEDs).  Substituents on the quinoline ring affect the luminescence properties.
In its photo-induced excited-state, 8-hydroxyquinoline converts to zwitterionic isomers, in which the hydrogen atom is transferred from oxygen to nitrogen.