2-(1-Cyclohexenyl)ethylamine Chemical Properties

Melting point:

-55 °C

Boiling point:

53-54 °C/2.5 mmHg (lit.)

Density 

0.898 g/mL at 25 °C (lit.)

refractive index 

1.486-1.488

Flash point:

57 °C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

10.94±0.10(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

Sensitive 

Air Sensitive

BRN 

774030

Stability:

Light Sensitive

InChIKey

IUDMXOOVKMKODN-UHFFFAOYSA-N

CAS DataBase Reference

3399-73-3(CAS DataBase Reference)

EPA Substance Registry System

1-Cyclohexene-1-ethanamine (3399-73-3)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

28A-26-45-36/37/39

RIDADR 

2735

WGK Germany 

3

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29213000

MSDS

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2-(1-Cyclohexenyl)ethylamine Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

2-(1-Cyclohexenyl)ethylamine has been employed:

• as substrate for allylic hydroxylation reaction
• in preparation of thin films and single crystals of 2-(1-cyclohexenyl)ethyl ammonium lead iodide, used to fabricate optoelectronic-compatible heterostructures

Synthesis

125 ml of ethylamine was placed in a 250 ml three-necked flask, which had previously been flushed with argon, at -70 ° C. 6.27 g (50 mmol) of 2-phenylethylamine was added. The resulting clear, colorless solution was metered in with 1.14 g (164.2 mmol) of Li powder; the solution turned dark blue 5 minutes after the onset of turbidity. After stirring for 2 hours at -70 ° C, the mixture was warmed to -30 ° C. Then another 0.24 g (34.6 mmol) of Li powder was added. After stirring again at -30 ° C. for 2 hours, the cooling bath was removed. The reaction mixture was allowed to warm to room temperature overnight. The reaction mixture was then given 25 ml of abs. After that, a gray suspension formed. After stirring for 20 minutes at room temperature, 25 ml of water was slowly added (exothermic temperature 40 ° C.). The excess ethylamine was then distilled off at 40 °C. The distillation residue was evaporated to dryness. Then, 100 ml of water was added and extracted 3 times with 80 ml chloroform. The combined organic phases were dried over Na?SO?, filtered, and evaporated. The 2-(1-Cyclohexenyl)ethylamine was obtained in a GC yield of 69.8%.

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