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8-Aminoquinoline

8-Aminoquinoline ??? ???
?? ??:
578-66-5
???:
8-Aminoquinoline
???(??):
QUINOLIN-8-AMINE;8-QUINOLINAMINE;Quinolin-8-ylaMine;nc066;wr6920;AS-232;8-Amino;AKOS 91147;AKOS AUF01700;8-AminoquinoL
CBNumber:
CB6853868
???:
C9H8N2
??? ??:
144.17
MOL ??:
578-66-5.mol
MSDS ??:
SDS

8-Aminoquinoline ??

???
60-65 °C (lit.)
?? ?
174 °C/26 mmHg (lit.)
??
1.1148 (estimate)
???
1.7080 (estimate)
???
174°C/26mm
?? ??
Keep in dark place,Inert atmosphere,Room temperature
?? ?? (pKa)
pK1: 3.99(+1) (20°C,μ=0.01)
??? ??
??? ??
??
???? ???? ??
???
?? ???
??
Air Sensitive
BRN
114474
CAS ??????
578-66-5(CAS DataBase Reference)
NIST
8-Quinolinamine(578-66-5)
EPA
8-Quinolinamine (578-66-5)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn,Xi
?? ???? ?? 68-36/37/38-20/21/22-36/38
????? 36/37/39-26-22-36
????(UN No.) UN2811
WGK ?? 3
RTECS ?? VA9627000
?? ?? ?? Harmful/Irritant/Air Sensitive
TSCA Yes
?? ?? IRRITANT
HS ?? 29334990
?? mmo-sat 50 mg/plate MUREAV 39,285,77
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P332+P313 ?? ??? ??? ???? ??· ??? ????.
P337+P313 ?? ?? ??? ???? ???? ??· ??? ????.
NFPA 704
1
2 1

8-Aminoquinoline MSDS


8-Quinolinamine

8-Aminoquinoline C??? ??, ??, ??

??? ??

green to beige-brown crystalline powder

??

8-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.

?? ??

Synthesis 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).

?? ??

8-Aminoquinoline fluoresce moderately to weakly in low dielectric media but not in strongly hydrogen-bonding or acidic aqueous media. The reaction of 8-aminoquinoline with chromium (III), manganese (II), iron (II) and (III), cobalt (II), nickel (II), copper (II), zinc (II), cadmium (II) and platinum (II) salts has been studied.

Safety Profile

Human mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.

Purification Methods

8-Aminoquinoline crystallises from EtOH, ligroin, octane or H2O, and complexes with metals. [Beilstein 22 III/IV 4708, 22/10 V 316.]

8-Aminoquinoline ?? ?? ? ???

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8-Aminoquinoline ?? ??

???( 405)?? ??
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8-Aminoquinoline ?? ??:

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