8-Chinolylamin

8-Aminoquinoline

HCID 11359CAS 578-66-5

Grundinformationen

Standard-SMILES
Nc1cccc2cccnc12
InChIKey
WREVVZMUNPAPOV-UHFFFAOYSA-N
Summenformel
C9H8N2
Durchschnittliche Molmasse
144,17 g/mol
Monoisotopische Masse
144,06874826

Namen und Bezeichner

Bevorzugter Name
8-Aminoquinoline
IUPAC
quinolin-8-amine
Lokaler Name
8-Chinolylamin
Englischer Name
8-Aminoquinoline
Summenformel
C9H8N2
Molmasse
144.17

Namen und Synonyme

8-AMINOQUINOLINE578-66-58-Quinolinamine8-QuinolylamineQuinoline, 8-amino-U34EAV21TGWR 6920NSC-7933DTXSID4060369NC-066WR-6920RefChem:547592
Weitere Namen anzeigen
Quinolin-8-ylaMinenc066wr69208-AminoAKOS 91147AKOS AUF017008-AminoquinoL
DTXCID8042262WR006026WR-006026209-427-9N,N-diethyl-N'-(6-methoxy-4-methyl-8-quinolinyl)-1,6-hexanediaminequinolin-8-amineMFCD00006809AS-232

Datenbank-Bezeichner

CAS
578-66-5
PubChem CID
11359
DTXSID
DTXSID4060369
ChEMBL
CHEMBL99932
UNII
U34EAV21TG
EC Number
209-427-9
Nikkaji
J1.629B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,8
Polarare Oberfläche (TPSA)
38,9 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Vapor Pressure0.00055 [mmHg]
Physical DescriptionYellow solidified mass or fragments; [Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
60 · 60-65 °C (lit.)
Siedepunkt
174 °C/26 · 174 °C/26 mmHg (lit.)
Dichte
1.1148 · 1.1148 (estimate)
Brechungsindex
1.708 · 1.7080 (estimate)
Flammpunkt
174 °C/26mm · 174°C/26mm
storage temp.
Keep in dark place,Inert atmosphere,Room temperature

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (19.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H341 (11.5%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 52 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: 8-Quinolinamine

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

Hazards SummaryA skin and strong eye irritant; [Aldrich MSDS] See 5-Aminoquinoline.
Hazard Classes and CategoriesSkin Irrit. 2 (100%);Eye Irrit. 2A (100%);STOT SE 3 (19.2%);Muta. 2 (11.5%)

Regulatorische Informationen

Regulatory Information · 2 Einträge

Chemical: 8-Quinolinamine

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

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN2811
hs_code
29334990
RTECS-Nr.
VA9627000
risk_code
68-36/37/38-20/21/22-36/38

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information8-Quinolinamine: ACTIVE
Anwendungen · 1 Eintrag

Verwenden8-Aminoquinoline is used as pesticide and pharmaceutical intermediate. It has been used in the preparation of base-stabilized terminal borylene complex of osmium. It is also used in the spectrophotometric determination of bivalent palladium.

Darstellung · 1 Eintrag

synthetischeSynthesis of 8-aminoquinoline: Under an ice bath, sulfuric acid (2.0 mL) was added onto quinoline (5 mmol, 1.0 equiv) then 65% nitric acid (3.0 equiv) were added dropwise and stirred for 4h at rt. The mixture was poured into the ice water and neutralized with NaOH; and then extracted with dichloromethane. After dried over Na2SO4 and evaporated in vacuo, used next step without purification.Mixture of nitroquinolines and 5% Pd/C was solved in ethanol and suspension was saturated with hydrogen gas under atmospheric pressure at 40°C until the starting material was consumed. 2 h later, the mixture was filtered and evaporated. The crude product was purified by silica gel column chromatography, eluting with EtOAc in hexanes to yield the desired 8-aminoquinoline is isolated as a brown solid in a yield of 32%.Obtained as a brown solid (231 mg, 32%); 1H NMR (500 MHz, CDCl3) δ 8.71 – 8.60 (m, 1H), 7.93 (d, J = 8.2 Hz, 1H), 7.29 – 7.16 (m, 2H), 7.02 (d, J = 8.1 Hz, 1H), 6.80 (d, J = 7.4 Hz, 1H), 4.89 (s, 2H).

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