4-Morpholinecarbonyl chloride Chemical Properties

Boiling point:

137-138 °C/33 mmHg (lit.)

Density 

1.282 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.498(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

pka

-2.16±0.20(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

BRN 

116257

InChI

InChI=1S/C5H8ClNO2/c6-5(8)7-1-3-9-4-2-7/h1-4H2

InChIKey

XMWFMEYDRNJSOO-UHFFFAOYSA-N

SMILES

C(Cl)(N1CCOCC1)=O

CAS DataBase Reference

15159-40-7(CAS DataBase Reference)

EPA Substance Registry System

4-Morpholinecarbonyl chloride (15159-40-7)

Safety Information

Hazard Codes 

Xn

Risk Statements 

14-36/38-40

Safety Statements 

26-30-36-38

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

10-21

HazardClass 

8

PackingGroup 

II

HS Code 

29349990

MSDS

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4-Morpholinecarbonyl chloride Usage And Synthesis

Uses

Photographic intermediate

Uses

4-Morpholinecarbonyl chloride may be used in the preparation of a versatile fluorogenic label for biomolecular imaging. It may be used in the synthesis of:

• morpholine-4-carboxylic acid [4-(2,4-dimethylphenyl)thiazol-2-yl]amide
• morpholine-4-carboxylic acid [4-(2,4,6-trimethylphenyl)thiazol-2-yl]amide
• 2-isopropyl-6-methylpyrimidin-4-yl morpholine-4-carboxylate

General Description

4-Morpholinecarbonyl chloride is a photographic intermediate. Rates of solvolysis of 4-morpholinecarbonyl chloride with N-alkyl group in aqueous binary solvents of acetone, ethanol, methanol, methanol-d, 2,2,2-trifluoroethanol, pure water and D₂O has been determined. Preparation of 4-morpholinecarbonyl chloride has been reported.

Synthesis

4-Morpholinecarbonyl chloride is prepared by reacting morpholine hydrochloride with phosgene in an inert liquid medium such as toluene and xylene, at 50W150°C, pref. 60W120°C. The morpholine hydrochloride is prepared by dissolving 1 part by weight of morpholine in ≥4 parts of an inert liquid medium and introducing a slightly excessive HCl into the solution under agitation.

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