Morpholine, 4,4'-carbonylbis

Morpholine, 4,4'-carbonylbis Property

Melting point:

142.0 to 146.0 °C

Boiling point:

328.6±42.0 °C(Predicted)

Density 

1.217±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

-1.00±0.20(Predicted)

color 

White to Almost white

Safety

HS Code 

2934.99.9001

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

Morpholine, 4,4'-carbonylbis Chemical Properties,Usage,Production

Synthesis

GENERAL METHOD: To a solution of morpholine (5-10 eq.) in anhydrous dichloromethane (25 mL) was slowly added dropwise a solution of triphosgene (1 eq.) in anhydrous dichloromethane (5 mL) at 0°C. The reaction mixture was stirred continuously at 0°C for 1 hour, then warmed to room temperature and continued stirring for 4 hours. Upon completion of the reaction, water (100 mL) was added to dissolve the precipitate formed. The aqueous phase was extracted with dichloromethane (2 x 25 mL). The organic phases were combined and washed sequentially with 1N HCl (25 mL), saturated NaHCO3 solution (25 mL) and brine (25 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain dimorpholinomethyl ketone with purity >95%, which can be directly used in the subsequent reaction.

References

[1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 499 - 503
[2] Patent: US2010/144588, 2010, A1
[3] Journal of Molecular Structure, 2003, vol. 655, # 3, p. 404 - 412