Acetamide, N-ethenyl- supplier

Name
N-VINYLACETAMIDE 97
EINECS 225-989-8
CAS No. 5202-78-8
Article Data24
CAS DataBase
Density 0.89g/cm³
Solubility Soluble in water
Melting Point 51-54 °C(lit.)
Formula C₄H₇NO
Boiling Point 207.7 °C at 760 mmHg
Molecular Weight 85.1057
Flash Point 103.6 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 22-36/38
Molecular Structure
Hazard Symbols Xn
Synonyms Acetamide,N-vinyl- (6CI,7CI,8CI);N-Vinylacetamide;NVA;Vinylacetamide;N-Ethenylacetamide;
PSA 29.10000
LogP 0.65690

Synthetic route

: 142-26-7
2-acetylaminoethanol

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
With succinic acid anhydride at 40 - 75℃; for 15h; Time; Inert atmosphere;	82.2%

: 55204-51-8
N-(1-methoxyethyl)acetamide

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
at 550℃;	70%
at 440℃; under 100 Torr;

: 69773-71-3
2-methyl-4-methyl-4H-oxazolin-5-one

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
at 550℃; under 0.1 - 0.2 Torr;	32%

: 7355-58-0
N-(2-chloro-ethyl)-acetamide

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
With sodium hydroxide; hexane
With sodium hydroxide; hexane
With sodium hydroxide; hexane

: 5335-91-1
1,1-bis-acetylamino-ethane

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
at 220℃;

: 19861-71-3
N-(1-cyanoethyl)acetamide

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
at 450℃; under 13 Torr;

: 58286-92-3
C18H17NO

A: 5202-78-8
acetylaminoethylene

B: 120-12-7
anthracene

Conditions

Conditions	Yield
In diphenylether at 250℃; Rate constant;

: 60-35-5
acetamide

: 542-10-9
ethylidene diacetate

A: 5335-91-1
1,1-bis-acetylamino-ethane

B: 625-77-4
N-acetylacetamide

C: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 50℃; for 3h;	A 12.1 % Chromat. B 17.2 % Chromat. C 23.8 % Chromat.

...Expand

: 60-35-5
acetamide

: 542-10-9
ethylidene diacetate

A: 5335-91-1
1,1-bis-acetylamino-ethane

B: 625-77-4
N-acetylacetamide

C: 5202-78-8
acetylaminoethylene

D: N-(1-Acetylamino-ethyl)-N-vinyl-acetamide

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 50℃; for 3h; Product distribution; reactions in presence of further bases or Lewis acids;	A 12.1 % Chromat. B 17.2 % Chromat. C 23.8 % Chromat. D 1.6 % Chromat.

...Expand

: N-(α-isopropoxyethyl)acetamide

: 5202-78-8
acetylaminoethylene

: 55204-51-8
N-(1-methoxyethyl)acetamide

A: 60-35-5
acetamide

B: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
at 330 - 350℃; Product distribution / selectivity;

: 107-29-9
Acetaldehyde oxime

: 108-24-7
acetic anhydride

: 5202-78-8
acetylaminoethylene

Conditions

Conditions	Yield
With copper(l) iodide; sodium hydrogensulfite In 1,2-dichloro-ethane at 120℃; for 12h; Inert atmosphere;

: 5202-78-8
acetylaminoethylene

: 99-92-3
4-Aminoacetophenone

: N-(6-acetyl-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)acetamide

Conditions

Conditions	Yield
With sodium dodecyl-sulfate In water at 20℃; for 1h; pH=1; Reagent/catalyst; Solvent; Temperature; Time; Green chemistry; diastereospecific reaction;	99%
With cerium(IV) sulphate In acetonitrile at 20℃; under 760.051 Torr; for 6h; Catalytic behavior; Temperature; diastereoselective reaction;	89%

: 5202-78-8
acetylaminoethylene

: 224449-33-6
4.-brorno-thiophene-3-carboxylic acid ethyl ester

: ethyl 4-(2-acetamidovinyl)thiophene-3-carboxylate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;	99%

: 5202-78-8
acetylaminoethylene

: 637-59-2
1-Bromo-3-phenylpropane

: 1105508-27-7
N-ethenyl-N-(3-phenylpropyl)acetamide

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide Inert atmosphere;	98%

: 491-35-0
C6H4NCH2CHCCH2

: 5202-78-8
acetylaminoethylene

: 5437-45-6
Benzyl bromoacetate

: benzyl (S)-4-acetamido-4-(4-methylquinolin-2-yl)butanoate

Conditions

Conditions	Yield
With potassium phosphate; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; water In toluene at 25℃; for 15h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; enantioselective reaction;	96%

...Expand

: 5202-78-8
acetylaminoethylene

: 3717-15-5
p-methylbenzaldehyde oxime

: 1140531-49-2
(E)-4-methylbenzaldehyde O-1-(N-acetyl)aminoethyloxime

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; tris(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃; for 0.166667h;	95%

: 5202-78-8
acetylaminoethylene

: 1352790-18-1
Ac-FQPKCG-NH2

: 1352790-23-8
C36H56N10O9S

Conditions

Conditions	Yield
With GLUTATHIONE; 2,2’-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride for 1h; pH=4; Product distribution / selectivity; Acetate buffer; UV-irradiation;	95%
With GLUTATHIONE for 1h; pH=4; aq. acetate buffer; UV-irradiation;

: 5202-78-8
acetylaminoethylene

: 667-27-6
Ethyl bromodifluoroacetate

: 98-80-6
phenylboronic acid

: ethyl 4-acetamido-2,2-difluoro-4-phenylbutanoate

Conditions

Conditions	Yield
With nickel(II) triflate; potassium carbonate; 5,5′-bis(trifluoromethyl)-2,2′-bipyridine In 1,4-dioxane at 80℃; for 8h; Inert atmosphere; Schlenk technique;	92%

...Expand

: 536-57-2
p-toluene sulfinic acid

: 5202-78-8
acetylaminoethylene

: 1578252-28-4
N-[1-(p-toluenesulfonyl)ethyl]acetamide

Conditions

Conditions	Yield
With photoredox catalyst Ni/TiO2 In acetonitrile at 20℃; for 3.5h; Molecular sieve; Irradiation;	92%

: 31913-41-4
6-methyl-4-tosyloxy-2(2H)-pyranone

: 5202-78-8
acetylaminoethylene

: N-(1-(6-methyl-2-oxo-2H-pyran-4-yl)vinyl)acetamide

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 85℃; for 4h; Heck reaction;	91%

: 869938-32-9
4-methyl-N-(2-methylallyl)-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

: 5202-78-8
acetylaminoethylene

: (+)-N-[(5S*,7aR*)-7a-methyl-4-phenyl-2-tosyl-2,3,5,6,7,7a-hexahydro-1H-isoindol-5-yl]acetamide

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; (R)-segphos In dichloromethane at 20℃; for 72h; Schlenk technique; stereoselective reaction;	91%

: 5202-78-8
acetylaminoethylene

: 667-27-6
Ethyl bromodifluoroacetate

: 1765-93-1
4-fluoroboronic acid

A: 2262-04-6
ethyl 2,2-difluoro-3-(4-fluorophenyl)-3-oxopropanoate

B: ethyl 4-acetamido-2,2-difluoro-5-(4-fluorophenyl)-5-oxopentanoate

Conditions

Conditions	Yield
With carbon monoxide; water; C19H16ClFN2NiO3; potassium carbonate In 1,4-dioxane at 50℃; under 760.051 Torr; for 18h; Time; Schlenk technique; Sealed tube;	A 38 %Spectr. B 91%

...Expand

: 6783-74-0
9H-thioxanthen-9-ol

: 5202-78-8
acetylaminoethylene

: (9H-thioxanthen-9-yl)-acetaldehyde

Conditions

Conditions	Yield
Stage #1: 9H-thioxanthen-9-ol; acetylaminoethylene With acetic acid at 20℃; for 1h; Stage #2: With hydrogenchloride for 1h;	90%

: 5202-78-8
acetylaminoethylene

: 55204-51-8
N-(1-methoxyethyl)acetamide

Conditions

Conditions	Yield
With acetamide	90%
In methanol

: 5202-78-8
acetylaminoethylene

histone H3 K27C: histone H3 K27C

H3 Ks27Ac: H3 Ks27Ac

Conditions

Conditions	Yield
With GLUTATHIONE; 2,2’-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride for 2h; pH=4; Acetate buffer; UV-irradiation;	90%

: 5202-78-8
acetylaminoethylene

histone H4 K16C: histone H4 K16C

H4 Ks16Ac: H4 Ks16Ac

Conditions

Conditions	Yield
With dimethylsulfide; GLUTATHIONE; 2,2’-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride for 2h; pH=4; Product distribution / selectivity; Acetate buffer; UV-irradiation;	90%

: 5202-78-8
acetylaminoethylene

: 108-98-5
thiophenol

: C10H13NOS

Conditions

Conditions	Yield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate In acetonitrile at 20℃; for 2h; Catalytic behavior; Solvent; Irradiation; regioselective reaction;	90%

: 5202-78-8
acetylaminoethylene

: 100-53-8
phenylmethanethiol

: C11H15NOS

Conditions

Conditions	Yield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate In acetonitrile at 20℃; for 18h; Irradiation; regioselective reaction;	90%

: 5202-78-8
acetylaminoethylene

: 109613-00-5
4-acetophenyl triflate

: 823790-71-2
N-acetyl-1-(4'-acetylphenyl)ethenamine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 1,1'-bis-(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 85℃; for 1.75h; Heck coupling;	89%
With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In N,N-dimethyl-formamide at 100℃; Heck reaction;	40%

: 5202-78-8
acetylaminoethylene

: 5798-75-4
Ethyl 4-bromobenzoate

: 1028431-82-4
ethyl 4-(1-acetamidovinyl)benzoate

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate In isopropyl alcohol for 12h; Heck arylation; Heating;	89%

: 5202-78-8
acetylaminoethylene

: 100-53-8
phenylmethanethiol

: 60116-67-8
1-acetamido-2-benzylthioethane

Conditions

Conditions	Yield
In water at 20℃; for 18h; Green chemistry; regioselective reaction;	88%
With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate In acetonitrile at 20℃; for 6h; Irradiation; Sealed tube;	82%
With 2,2’-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride at 20℃; for 0.5h; pH=4; Acetate buffer; UV-irradiation;

: 491-35-0
C6H4NCH2CHCCH2

: 5202-78-8
acetylaminoethylene

: 96-32-2
bromoacetic acid methyl ester

: methyl (S)-4-acetamido-4-(4-methylquinolin-2-yl)butanoate

Conditions

Conditions	Yield
With potassium phosphate; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; water In toluene at 25℃; for 15h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; enantioselective reaction;	88%

...Expand

Acetamide, N-ethenyl- Specification

The Acetamide, N-ethenyl-, with CAS registry number 5202-78-8, has the systematic name of N-ethenylacetamide. Besides this, it is also called N-Vinylacetamide 97. And the chemical formula of this chemical is C₄H₇NO. What's more, its EINECS is 225-989-8.

Physical properties of Acetamide, N-ethenyl-: (1)ACD/LogP: 0.00; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 23.81; (8)ACD/KOC (pH 7.4): 23.81; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.414; (14)Molar Refractivity: 23.93 cm³; (15)Molar Volume: 95.5 cm³; (16)Polarizability: 9.48×10^-24cm³; (17)Surface Tension: 24.7 dyne/cm; (18)Density: 0.89 g/cm³; (19)Flash Point: 103.6 °C; (20)Enthalpy of Vaporization: 44.4 kJ/mol; (21)Boiling Point: 207.7 °C at 760 mmHg; (22)Vapour Pressure: 0.222 mmHg at 25°C.

Preparation: this chemical can be prepared by N-(1-methoxy-ethyl)-acetamide. This reaction temperature is 550 ℃. The yield is about 70%.

Acetamide, N-ethenyl- can be prepared by N-(1-methoxy-ethyl)-acetamide

When you are using this chemical, please be cautious about it as the following:
The Acetamide, N-ethenyl- irritates to eyes, respiratory system and skin. And this chemical is harmful if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N\C=C)C
(2)InChI: InChI=1/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6)
(3)InChIKey: RQAKESSLMFZVMC-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6)
(5)Std. InChIKey: RQAKESSLMFZVMC-UHFFFAOYSA-N

Product Name

N-VINYLACETAMIDE 97

Synthetic route

Acetamide, N-ethenyl- Specification

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