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8-Aminoquinoline

CAS No.578-66-5
Chemical Name:8-Aminoquinoline
CBNumber:CB6853868
Molecular Formula:C9H8N2
Formula Weight:144.17
MOL File:578-66-5.mol

8-Aminoquinoline Property

Melting point 60-65 °C (lit.)
Boiling point 174 °C/26 mmHg (lit.)
Density 1.1148 (estimate)
refractive index 1.7080 (estimate)
Flash point 174°C/26mm
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka pK1: 3.99(+1) (20°C,μ=0.01)
form Crystalline Powder
color Green to beige-brown
Water Solubility slightly soluble
Sensitive Air Sensitive
BRN 114474
CAS DataBase Reference 578-66-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII U34EAV21TG
NIST Chemistry Reference 8-Quinolinamine(578-66-5)
EPA Substance Registry System 8-Quinolinamine (578-66-5)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xn,Xi
Risk Statements :68-36/37/38-20/21/22-36/38
Safety Statements :36/37/39-26-22-36
RIDADR :UN2811
WGK Germany :3
RTECS :VA9627000
Hazard Note :Harmful/Irritant/Air Sensitive
TSCA :Yes
HazardClass :IRRITANT
HS Code :29334990
Toxicity :mmo-sat 50 mg/plate MUREAV 39,285,77

NFPA 704:

	1
2		1

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319
Precautionary statements P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

8-Aminoquinoline Price More Price(8)

Brand: Sigma-Aldrich(India)
Product number: 260789
Product name : 8-Aminoquinoline
Purity: 98%
Packaging: 5G
Price: ₹4308.35
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 260789
Product name : 8-Aminoquinoline
Purity: 98%
Packaging: 25G
Price: ₹17720.53
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: A0419
Product name : 8-Aminoquinoline
Purity: min. 98.0 %
Packaging: 5G
Price: ₹2800
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: A0419
Product name : 8-Aminoquinoline
Purity: min. 98.0 %
Packaging: 25G
Price: ₹9100
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: A0419
Product name : 8-Aminoquinoline
Purity: min. 98.0 %
Packaging: 100G
Price: ₹19600
Updated: 2022/05/26
Buy: Buy

8-Aminoquinoline Chemical Properties,Usage,Production

Chemical Properties green to beige-brown crystalline powder
Uses 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.
Preparation 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).
General Description 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.
reaction suitability reaction type: C-H Activation
reagent type: catalyst
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.]