N-(1-Cyclohexen-1-yl)morpholine Chemical Properties

Boiling point:

118-120 °C10 mm Hg(lit.)

Density 

0.995 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.514(lit.)

Flash point:

155 °F

storage temp. 

2-8°C

pka

6.33±0.20(Predicted)

form 

clear liquid

color 

Colorless to Light yellow to Light orange

BRN 

118696

InChI

InChI=1S/C10H17NO/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h4H,1-3,5-9H2

InChIKey

IIQFBBQJYPGOHJ-UHFFFAOYSA-N

SMILES

N1(C2CCCCC=2)CCOCC1

CAS DataBase Reference

670-80-4(CAS DataBase Reference)

NIST Chemistry Reference

Morpholine, 4-(1-cyclohexen-1-yl)-(670-80-4)

EPA Substance Registry System

Morpholine, 4-(1-cyclohexen-1-yl)- (670-80-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

9

TSCA 

Yes

HS Code 

29349990

MSDS

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N-(1-Cyclohexen-1-yl)morpholine Usage And Synthesis

Description

1-Morpholinocyclohexene (N-(1-Cyclohexen-1-yl)morpholine) falls under the category of organic compounds called morpholine class of heterocyclic amines. This colorless liquid possesses a distinct amine-like odor and displays remarkable versatility with widespread applications in multiple industries, including agrochemicals and cosmetics. Moreover, it is a valuable solvent, corrosion inhibitor, and integral component in lubricants[1].

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Synthesis Reference(s)

Synthesis, p. 529, 1984 DOI: 10.1055/s-1984-30893

Synthesis

The general procedure for the synthesis of 1-morpholino-1-cyclohexene from morpholine and cyclohexanone is as follows: to a solution of morpholine (10.5 mL, 0.12 mol, 1.2 eq.) in anhydrous toluene (70 mL) was added cyclohexanone (10.4 mL, 0.10 mol, 1.0 eq.), followed by the addition of p-toluenesulfonic acid (0.20 g, 1.16 mmol. 0.016 eq.) as a catalyst. The reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, the reaction solution was cooled and subsequently concentrated under reduced pressure to afford the target product 1-morpholino-1-cyclohexene in 85% yield.

References

[1] R. Nesi. “Reactions of 3,5-dimethyl-4-nitroisoxazole with cyclic enamines and 1-diethylaminopropyne.” Heterocycles 32 1 (1991): 1913–1921.

N-(1-Cyclohexen-1-yl)morpholine(670-80-4)Related Product Information

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