TRANS-DECAHYDROQUINOLINE Chemical Properties

Melting point:

48 °C

Boiling point:

203 °C / 735mmHg

Density 

0.9214 (rough estimate)

refractive index 

1.4920 (estimate)

Flash point:

72℃

solubility 

soluble in Methanol

form 

powder to crystal

pka

10.85±0.10(Predicted)

color 

White to Light yellow to Light orange

EPA Substance Registry System

trans-Decahydroquinoline (767-92-0)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

36/37/38-51/53-22

Safety Statements 

26-36-61

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

HS Code 

2933998090

TRANS-DECAHYDROQUINOLINE Usage And Synthesis

Purification Methods

The lower boiling fraction from the preceding spinning band column fractionation of the commercial cis-trans-mixture (~ 20:60; see the cis-isomer above) solidifies readily (m 48o), and the receiver has to be kept hot with warm water. It is further purified by conversion to the hydrochloride m 285-286o after recrystallisation from EtOH/AcOEt. This has IR (KBr) 2920, 2760, 2578, 2520, 1580, 1455, 1070, 1050, 975, 950, 833 cm-1 .max The free base is prepared as for the cis-isomer above and distilled; and has IR (film, at ca 50o) 2905, 2840, max 2780, 1447, 1335, 1305, 1240, 1177, 1125, 987, 900, 835 cm-1 . The 1HNMR in CDCl3 is characteristically different from that of the cis-isomer. [Armarego J Chem Soc (C) 377 1967, Hückel & Stepf Justus Liebigs Ann Chem 453 163 1927, Bailey & McElvain J Am Chem Soc 52 4013 1930, Prelog & Szpilfogel Helv Chim Acta 28 1684 1945, Beilstein 20 H 157, 20 I 35, 20 II 72-73, 20 III/IV 2017.]

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