2-methyl-2-(prop-2-enamido)propanoic acid
vinyl azlactone
Conditions | Yield |
---|---|
With chloroformic acid ethyl ester | 80% |
With chloroformic acid ethyl ester; triethylamine In acetone at 0℃; for 3h; | 49% |
With chloroformic acid ethyl ester; triethylamine In acetone at 0℃; for 3h; | 49% |
N-Isopropylacrylamide
vinyl azlactone
poly[(N-isopropyl acrylamide)-co-(vinyl azalactone)], Mw 5.1E5 Da by viscosimetry; monomer(s): N-isopropyl acrylamide, ca. 80 percent; 2-vinyl-4,4-dimethyl-2-oxazoline-5-one, ca. 20 percent
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tert-butyl alcohol at 70℃; for 20h; | 96% |
N-Isopropylacrylamide
vinyl azlactone
poly[(N-isopropyl acrylamide)-co-(vinyl azlactone)], Mw 5.1E5 Da by viscosimetry in THF at 30 deg C; monomer(s): N-isopropyl acrylamide, ca. 80 mol percent; 2-vinyl-4,4-dimethyl-2-oxazolin-5-one, ca. 20 mol percent
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tert-butyl alcohol at 70℃; for 20h; | 96% |
N,N-diethylacrylamide
vinyl azlactone
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tert-butyl alcohol at 80 - 85℃; for 15h; | 85.74% |
vinyl azlactone
N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine
poly(2-vinyl-4,4-dimethyl-5-oxazolone), product of living radical polymerization, Mn = 25.0 kDa, polydispersity = 1.04; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; N-(t-butyl)-N-(1-phenyl-2-methylpropyl)-O-(1-phenylethyl)hydroxylamine
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide at 123℃; for 4h; | 85% |
vinyl azlactone
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
6-O-(2'-acrylamido-2'-methylpropanoate)-1,2:3,4-di-O-isopropylidene-D-galactopyranose
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0 - 20℃; | 84% |
Conditions | Yield |
---|---|
In water for 0.0833333h; Michael Addition; | 80% |
2-phenylethanol
vinyl azlactone
Conditions | Yield |
---|---|
With dmap at 40℃; for 120h; | 70% |
1-[4-(2-aminoethoxy)phenyl]-2-hydroxy-2-methylpropan-1-one
vinyl azlactone
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 24h; | 70% |
2-phenylethanol
vinyl azlactone
B
4,4-Dimethyl-2-(2-phenethyloxy-ethyl)-4H-oxazol-5-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 40℃; for 18h; reaction 2-alkenyl-5(4H)-oxazolones with primary, secondary and tertialy alkohols, freaquency of C=C (Michael addition) and C=O (ring opening); | A 35% B 6% C 26% |
Conditions | Yield |
---|---|
In water for 0.0833333h; Michael Addition; | 32% |
2-phenylethanol
vinyl azlactone
Conditions | Yield |
---|---|
With trifluoroacetic acid at 40℃; for 18h; |
EDMA
vinyl azlactone
Conditions | Yield |
---|---|
With styrene; 2,2'-azobis(isobutyronitrile); 2-propenamide In various solvent(s) at 65℃; for 20h; Polymerization; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 30.0 kDa, polydispersity = 1.04; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 28.7 kDa, polydispersity = 1.07; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 27.3 kDa, polydispersity = 1.04; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 31.2 kDa, polydispersity = 1.09; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 31.4 kDa, polydispersity = 1.05; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 32.5 kDa, polydispersity = 1.07; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 32.4 kDa, polydispersity = 1.08; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 33.7 kDa, polydispersity = 1.07; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
styrene
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-styrene], product of living radical polymerization, Mn = 33.9 kDa, polydispersity = 1.09; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; styrene
Conditions | Yield |
---|---|
With acetic anhydride; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 8h; |
1-ethenyl-2-pyrrolidinone
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(1-vinyl-2-pyrrolidinone)], product of living radical polymerization, Mn = 22.0 kDa, polydispersity = 1.20; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; 1-vinyl-2-pyrrolidinone
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
1-ethenyl-2-pyrrolidinone
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(1-vinyl-2-pyrrolidinone)], product of living radical polymerization, Mn = 34.4 kDa, polydispersity = 1.25; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; 1-vinyl-2-pyrrolidinone
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
N,N-Dimethylacrylamide
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(N,N-dimethylacrylamide)], product of living radical polymerization, Mn = 20.6 kDa, polydispersity = 1.22; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; N,N-dimethylacrylamide
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
N,N-Dimethylacrylamide
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(N,N-dimethylacrylamide)], product of living radical polymerization, Mn = 27.7 kDa, polydispersity = 1.22; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; N,N-dimethylacrylamide
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
N,N-Dimethylacrylamide
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(N,N-dimethylacrylamide)], product of living radical polymerization, Mn = 33.2 kDa, polydispersity = 1.18; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; N,N-dimethylacrylamide
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
tert-Butyl acrylate
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(tert-butyl acrylate)], product of living radical polymerization, Mn = 33.8 kDa, polydispersity = 1.25; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; tert-butyl acrylate
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
acrylic acid n-butyl ester
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(n-butyl acrylate)], product of living radical polymerization, Mn = 23.1 kDa, polydispersity = 1.09; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; n-butyl acrylate
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
acrylic acid n-butyl ester
vinyl azlactone
poly[(2-vinyl-4,4-dimethyl-5-oxazolone)-stat-(n-butyl acrylate)], product of living radical polymerization, Mn = 31.1 kDa, polydispersity = 1.28; monomer(s): 2-vinyl-4,4-dimethyl-5-oxazolone; n-butyl acrylate
Conditions | Yield |
---|---|
With N-tert-butyl-2-methyl-1-phenyl-propylnitroxide; N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-(1-phenyl-ethyl)-hydroxylamine at 123℃; for 16h; |
The 5(4H)-Oxazolone,2-ethenyl-4,4-dimethyl-, with the CAS registry number 29513-26-6, is also known as 2-Ethenyl-4,4-dimethyl-1,3-oxazolin-5-one. It belongs to the product categories of Glycinescaffold; Phosgene Derivatives. This chemical's molecular formula is C7H9NO2 and molecular weight is 139.15. Its systematic name is called 2-ethenyl-4,4-dimethyl-1,3-oxazol-5(4H)-one. When you are using this chemical, please be cautious about it. This chemical is flammable. You should keep it away from sources of ignition - No smoking.
Physical properties of 5(4H)-Oxazolone,2-ethenyl-4,4-dimethyl-: (1)ACD/LogP: 1.13; (2)ACD/LogD (pH 5.5): 1; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 3; (5)ACD/BCF (pH 7.4): 3; (6)ACD/KOC (pH 5.5): 72; (7)ACD/KOC (pH 7.4): 72; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.499; (11)Molar Refractivity: 37.525 cm3; (12)Molar Volume: 127.774 cm3; (13)Surface Tension: 33.213 dyne/cm; (14)Density: 1.089 g/cm3; (15)Flash Point: 49.107 °C; (16)Enthalpy of Vaporization: 39.353 kJ/mol; (17)Boiling Point: 156.833 °C at 760 mmHg; (18)Vapour Pressure: 2.835 mmHg at 25°C.
Uses of 5(4H)-Oxazolone,2-ethenyl-4,4-dimethyl-: it can be used to produce 2-acryloylamino-2-methyl-propionic acid phenethyl ester at temperature of 40 °C. This reaction will need reagent 4-dimethylaminopyridine with reaction time of 120 hours. The yield is about 70%.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C1O\C(=N/C1(C)C)\C=C
(2)InChI: InChI=1/C7H9NO2/c1-4-5-8-7(2,3)6(9)10-5/h4H,1H2,2-3H3
(3)InChIKey: QKPKBBFSFQAMIY-UHFFFAOYAO
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