6-Nitro-1,2,3,4-tetrahydroquinoline Chemical Properties

Melting point:

161-162 °C(Solv: acetic acid, 50% (64-19-7))

Boiling point:

341.4±31.0 °C(Predicted)

Density 

1.236±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

0.87±0.20(Predicted)

Appearance

Yellow to brown Solid

InChI

InChI=1S/C9H10N2O2/c12-11(13)8-3-4-9-7(6-8)2-1-5-10-9/h3-4,6,10H,1-2,5H2

InChIKey

ASVYHMUYLBMSKW-UHFFFAOYSA-N

SMILES

N1C2=C(C=C([N+]([O-])=O)C=C2)CCC1

Safety Information

HS Code 

2933499090

6-Nitro-1,2,3,4-tetrahydroquinoline Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-nitro-1,2,3,4-tetrahydroquinoline from 6-nitroquinoline: in a 10 mL Schlenk tube, Fe(OTf)2 (0.005 mmol, 1.8 mg), 6-nitroquinoline (0.5 mmol, 72 mg), Hantzsch ester A (1.25 mmol, 318 mg) and 1.0 mL of CHCl3. The reaction mixture was stirred at 40 °C for 2 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to afford the target product 6-nitro-1,2,3,4-tetrahydroquinoline (63.8 mg, 96% yield).

References

[1] Tetrahedron Letters, 2004, vol. 45, # 16, p. 3215 - 3217
[2] ChemCatChem, 2017, vol. 9, # 13, p. 2496 - 2505
[3] Tetrahedron Letters, 2017, vol. 58, # 36, p. 3571 - 3573
[4] Chemical Communications, 2018, vol. 54, # 62, p. 8622 - 8625
[5] Chemical Science, 2017, vol. 8, # 12, p. 8164 - 8169

6-Nitro-1,2,3,4-tetrahydroquinoline(14026-45-0)Related Product Information

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