2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone Chemical Properties

Melting point:

116-119 °C (lit.)

Boiling point:

528.8±50.0 °C(Predicted)

Density 

1.094±0.06 g/cm3(Predicted)

vapor pressure 

0-0.01Pa at 25-95℃

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

3240 in mg/100g standard fat at 20 ℃

form 

powder to crystal

pka

7.04±0.50(Predicted)

color 

Light orange to Yellow to Green

Water Solubility 

5.9mg/L at 20℃

InChIKey

UHFFVFAKEGKNAQ-UHFFFAOYSA-N

LogP

2.91 at 25℃

CAS DataBase Reference

119313-12-1(CAS DataBase Reference)

EPA Substance Registry System

1-Butanone, 2-(dimethylamino)-1-[4-(4-morpholinyl)phenyl]-2-(phenylmethyl)- (119313-12-1)

Safety Information

Hazard Codes 

N

Risk Statements 

50/53

Safety Statements 

60-61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

RTECS 

EL7755000

HazardClass 

9

PackingGroup 

III

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich

2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

DBMP can be used as a dopant to dope silicone elastomer for the formation of 3D biocompatible scaffolds. It can also be used in two photon polymerization for the micro-fabrication of 3D hydrogels for potential biomedical and tissue engineering applications.

Uses

UV solidify ink and coating

General Description

2-Benzyl-2-(dimethylamino)-4′-morpholinobutyrophenone (DBMP) is a photoinitiator that acts at near UV and visible range. It can be incorporated into the polymeric matrix, which upon UV irradiation forms radicals by radical chain polymerization.

Synthesis

General procedure for the synthesis of 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone from 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone and morpholine: 2-benzyl-2-dimethylamino-1-P-fluorophenyl-1-butanone was dissolved in ethylene dichloride and transferred to a four-necked flask. Morpholine (139.6 g, 1.6 mol) and 1 L of dichloroethane were added and the reaction was heated to reflux state. The reaction progress was monitored by TLC or high performance liquid chromatography (HPLC). After completion of the reaction, the reaction was cooled to room temperature, the reaction mixture was washed by adding 200 ml of water and stirred for 30 min. After standing and layering, the organic phase was separated. The solvent was recovered by distillation under reduced pressure to obtain the crude product. The crude product was recrystallized from 440 ml of ethanol to give 117.2 g of a light yellow solid product with a melting point of 115-116 °C, an overall yield of 80% and a purity of 99.3%.

References

[1] Patent: CN105384707, 2016, A. Location in patent: Paragraph 0003; 0034

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