ChemicalBook Product Catalog Catalyst and Auxiliary Initiator 2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone

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

Product Name2-Benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone
CAS119313-12-1
MFC23H30N2O2
MW366.5
EINECS404-360-3
MOL File119313-12-1.mol

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℃
Cosmetics Ingredients Functions	BINDING
InChI	1S/C23H30N2O2/c1-4-23(24(2)3,18-19-8-6-5-7-9-19)22(26)20-10-12-21(13-11-20)25-14-16-27-17-15-25/h5-13H,4,14-18H2,1-3H3
InChIKey	UHFFVFAKEGKNAQ-UHFFFAOYSA-N
SMILES	CCC(Cc1ccccc1)(N(C)C)C(=O)c2ccc(cc2)N3CCOCC3
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
TSCA	TSCA listed
HazardClass	9
PackingGroup	III
HS Code	29349990
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Repr. 1B

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

UV solidify ink and coating

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.

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

110-91-8

1-Butanone, 2-(dimethylamino)-1-(4-fluorophenyl)-2-(phenylmethyl)-

119312-61-7

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

119313-12-1

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

Preparation Products And Raw materials