N-Vinylcaprolactam supplier

Name
N-Vinylcaprolactam
EINECS 218-787-6
CAS No. 2235-00-9
Article Data20
CAS DataBase
Density 1.049 g/cm³
Solubility Soluble in water (partly).
Melting Point 35-38 °C (dec.)(lit.)
Formula C₈H₁₃NO
Boiling Point 254.7 °C at 760 mmHg
Molecular Weight 139.197
Flash Point 112.5 °C
Transport Information
Appearance solid
Safety 26-39
Risk Codes 22-41
Molecular Structure
Hazard Symbols Xn
Synonyms 2H-Azepin-2-one,hexahydro-1-vinyl- (6CI,7CI,8CI);1-Vinylcaprolactam;N-Vinyl-e-caprolactam;N-Vinylazepan-2-one;1-vinylhexahydro-2h-azepin-2-one;1-ethenylazepan-2-one;Vinylcaprolactam;n-vinyl-epsilon-caprolactam;
PSA 20.31000
LogP 1.47040

Synthetic route

: 13344-00-8
1,4-diethoxybutane

: 2235-00-9
vinylcaprolactam

Conditions

Conditions	Yield
	81.9%

: 105-60-2
caprolactam

: 74-86-2
acetylene

: 2235-00-9
vinylcaprolactam

Conditions

Conditions	Yield
With dmap; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); tributylphosphine In toluene at 100℃; for 16h; Reagent/catalyst; Autoclave; Glovebox;	80%
With dmap; tributylphosphine In toluene at 100℃; for 16h; Reagent/catalyst; Inert atmosphere; Autoclave; Glovebox;	80%
With nitrogen; pyrrolidone potassique; toluene at 120 - 130℃; under 11032.6 Torr;

: 151455-49-1
Acetic acid 2,2-dichloro-1-(2-oxo-azepan-1-yl)-ethyl ester

A: 105-60-2
caprolactam

B: 2235-00-9
vinylcaprolactam

C: 1-((Z)-2-Chloro-vinyl)-azepan-2-one

D: 1-((E)-2-Chloro-vinyl)-azepan-2-one

Conditions

Conditions	Yield
With tetraethylammonium perchlorate In acetonitrile at 20℃; electroreduction: mercury pool cathode; working potential 2.3 V (versus SCE); Yields of byproduct given;	A n/a B 10% C n/a D n/a
With tetraethylammonium perchlorate In acetonitrile at 20℃; electroreduction: mercury pool cathode; working potential 2.3 V (versus SCE); Yield given. Title compound not separated from byproducts;	A n/a B 10% C n/a D n/a

...Expand

: 105-60-2
caprolactam

: 2235-00-9
vinylcaprolactam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 50 percent / benzene / 2 h / Heating 2: 63 percent / Et3N / CH2Cl2 / 3 h / Ambient temperature 3: 10 percent / tetraethylammonium perchlorate / acetonitrile / 20 °C / electroreduction: mercury pool cathode; working potential 2.3 V (versus SCE) View Scheme

: 914226-29-2
1-(2,2-Dichloro-1-hydroxy-ethyl)-azepan-2-one

: 2235-00-9
vinylcaprolactam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 63 percent / Et3N / CH2Cl2 / 3 h / Ambient temperature 2: 10 percent / tetraethylammonium perchlorate / acetonitrile / 20 °C / electroreduction: mercury pool cathode; working potential 2.3 V (versus SCE) View Scheme

: 2235-00-9
vinylcaprolactam

: 19797-08-1
1-ethylhexahydro-2H-azepin-2-one

Conditions

Conditions	Yield
With triethylsilane; 1% Pd on activated carbon In water at 20℃; for 2h; Reagent/catalyst; Green chemistry; chemoselective reaction;	100%
With palladium on carbon; hydrogen; C64H118O20 In water at 20℃; for 2h; Reagent/catalyst;	100%
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;	97%
With ammonium hydroxide; hydrazine hydrate In ethanol at 60℃; for 33h; Catalytic behavior;
With hydrogen In water at 80℃; under 7500.75 Torr; for 20h; Autoclave;	92 %Chromat.

: 2235-00-9
vinylcaprolactam

: 106-40-1
4-bromo-aniline

: 1-(1-(4-bromophenylamino)ethyl)azepan-2-one

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 62-53-3
aniline

: 1-(1-(phenylamino)ethyl)azepan-2-one

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 100-01-6
4-nitro-aniline

: 1-(1-(4-nitrophenylamino)ethyl)azepan-2-one

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 106-47-8
4-chloro-aniline

: 1-(1-(4-chlorophenylamino)ethyl)azepan-2-one

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 106-49-0
p-toluidine

: 1-(1-(p-tolylamino)ethyl)azepan-2-one

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 118-92-3
anthranilic acid

: 2-(1-(2-oxoazepan-1-yl)ethylamino)benzoic acid

Conditions

Conditions	Yield
With acetic acid In hexane at 20℃; for 14h; regiospecific reaction;	100%

: 2235-00-9
vinylcaprolactam

: 316375-85-6
methyl indolizine-1-carboxylate

: 1262894-63-2
methyl 3-(1-(2-oxoazepan-1-yl)ethyl)indolizine-1-carboxylate

Conditions

Conditions	Yield
With iron(III) chloride In dichloromethane at 60℃; for 3h; regioselective reaction;	99%

: 2235-00-9
vinylcaprolactam

: 536-57-2
p-toluene sulfinic acid

: 1-(1-tosylethyl)azepan-2-one

Conditions

Conditions	Yield
With photoredox catalyst Ni/TiO2 In acetonitrile at 20℃; for 3.5h; Molecular sieve; Irradiation;	99%

: 2235-00-9
vinylcaprolactam

: 3717-15-5
p-methylbenzaldehyde oxime

: 1140531-56-1
(E)-4-methylbenzaldehyde O-1-(azepan-2-on-1-yl)ethyloxime

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃;	98%

: 67-56-1
methanol

: 2235-00-9
vinylcaprolactam

: 19853-23-7
1-(1-methoxy-ethyl)-azepan-2-one

Conditions

Conditions	Yield
With ethanaminium,N-(difluoro-λ4-sulfanylidene)-N-ethyl-,tetrafluoroborate In dichloromethane at 20℃; for 5h; Inert atmosphere; Sealed tube;	98%

: 120-72-9
indole

: 2235-00-9
vinylcaprolactam

: 1257640-68-8
1-(1-(1H-indol-3-yl)ethyl)azepan-2-one

Conditions

Conditions	Yield
With iodine at 20℃; for 1.5h; neat (no solvent); regioselective reaction;	95%
With iron(III) chloride In dichloromethane at 40℃; for 0.5h; regioselective reaction;	90%
With acetic acid at 20℃; for 17h; Friedel Crafts alkylation;	88%

: 2235-00-9
vinylcaprolactam

: 371-40-4
4-fluoroaniline

: cis-1-(6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline-4-yl)azepan-2-one

Conditions

Conditions	Yield
With iron oxide nanoparticles with Saururus chinensis (S. chinensis) leaf extract (IONPs) In acetonitrile for 4h; Reflux; Green chemistry;	95%
With indium(III) chloride In water for 0.166667h; Diels-Alder reaction; Reflux; diastereoselective reaction;	93%
With polyaniline-iodine In neat (no solvent) at 80℃; for 0.166667h; Green chemistry;	91%
With iron(III) chloride In acetonitrile for 8h; imino Diels-Alder reaction; Reflux;	88%
With antimony(III) chloride In acetonitrile at 25℃; for 1.25h; Diels-Alder reaction; diastereoselective reaction;	87%

: 2235-00-9
vinylcaprolactam

: 873-74-5
4-Aminobenzonitrile

: 1331783-45-9
4-(1-(2-oxoazepan-1-yl)ethylamino)benzonitrile

Conditions

Conditions	Yield
With iodine at 20℃; for 1h; neat (no solvent); regioselective reaction;	95%
With sodium hydrogensulfate monohydrate In water at 20℃; for 12h; Green chemistry;	90%

: 2235-00-9
vinylcaprolactam

: 645-96-5
Benzeneselenol

: 1-(1-phenylseleno)ethyl-2-caprolactam

Conditions

Conditions	Yield
With palladium diacetate In tetrahydrofuran at 45℃; for 20h; Reagent/catalyst; Inert atmosphere; regioselective reaction;	95%

: 2235-00-9
vinylcaprolactam

: 667-27-6
Ethyl bromodifluoroacetate

: ethyl (E)-2,2-difluoro-4-(2-oxoazepan-1-yl)but-3-enoate

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N',N'',N'''-pentamethyldiethylenetriamine In acetonitrile at 80℃; for 12h; Schlenk technique; Inert atmosphere; stereoselective reaction;	95%

: 2235-00-9
vinylcaprolactam

: 2314-97-8
iodotrifluoromethane

: 1-[(1E)-3,3,3-trifluoroprop-1-en-1-yl]azepan-2-one

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; tri-(9-anthryl)borane In acetonitrile at 20℃; Inert atmosphere; Irradiation;	95%

: 2235-00-9
vinylcaprolactam

: 783-08-4
[4-(benzylideneamino)phenyl]methanol

: C22H26N2O2

Conditions

Conditions	Yield
With 10,11-dimethyl-8,9,12,13-tetrahydrodiisoquinolino[1,2-a:2′,1′-k][2,9]phenanthroline-7,14-diium trifluoromethanesulfonate In acetonitrile at 50℃; for 22h; Schlenk technique;	95%

: 623-73-4
diazoacetic acid ethyl ester

: 2235-00-9
vinylcaprolactam

: 1259070-98-8
ethyl (1R,2R)-2-(2-oxoazepan-1-yl)cyclopropane-1-carboxylate

Conditions

Conditions	Yield
With macroporous polymer-supported chiral RuII-pheox complex In dichloromethane; toluene at 0 - 20℃; for 7h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	94%

: 2235-00-9
vinylcaprolactam

: 615-36-1
2-bromoaniline

: cis-1-(8-bromo-2-methyl-1,2,3,4-tetrahydroquinoline-4-yl)azepan-2-one

Conditions

Conditions	Yield
With iron oxide nanoparticles with Saururus chinensis (S. chinensis) leaf extract (IONPs) In acetonitrile for 4h; Reflux; Green chemistry;	94%
With iron(III) chloride In acetonitrile for 8h; imino Diels-Alder reaction; Reflux;	85%

: 2235-00-9
vinylcaprolactam

: 106-47-8
4-chloro-aniline

: 1-(6-chloro-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

Conditions

Conditions	Yield
With copper dipyridine dichloride In acetonitrile at 50℃; for 2.5h; Diels-Alder reaction;	93%

: 2235-00-9
vinylcaprolactam

: 106-49-0
p-toluidine

: cis-1-(2,6-dimethyl-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

Conditions

Conditions	Yield
With polyaniline-iodine In neat (no solvent) at 80℃; for 0.166667h; Green chemistry;	93%
With indium(III) chloride In water for 0.833333h; Diels-Alder reaction; Reflux; diastereoselective reaction;	92%
With antimony(III) chloride In acetonitrile at 25℃; for 1.83333h; Diels-Alder reaction; diastereoselective reaction;	88%
In water at 100℃; for 24h; Green chemistry; diastereoselective reaction;	68%

: 2235-00-9
vinylcaprolactam

: 106-40-1
4-bromo-aniline

: cis-1-(6-bromo-2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

Conditions

Conditions	Yield
With indium(III) chloride In water for 0.166667h; Diels-Alder reaction; Reflux; diastereoselective reaction;	93%
With polyaniline-iodine In neat (no solvent) at 80℃; for 0.166667h; Green chemistry;	93%
With antimony(III) chloride In acetonitrile at 25℃; for 1.25h; Diels-Alder reaction; diastereoselective reaction;	89%
In water at 100℃; for 24h; Green chemistry; diastereoselective reaction;	82%

: 2235-00-9
vinylcaprolactam

: 3717-21-3, 3717-22-4, 3235-04-9, 140461-28-5, 140461-29-6
(E)-4-methoxybenzaldoxime

: C16H22N2O3

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃;	92%

: 2235-00-9
vinylcaprolactam

: 620-03-1
furan-2-carbaldehyde oxime

: C13H18N2O3

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 20℃;	92%

: 5455-87-8
4-methoxy-N-(4-nitrobenzylidene)aniline

: 2235-00-9
vinylcaprolactam

: cis-1-(6-methoxy-2-(3-nitrophenyl)-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

B: 64388-22-3
6-methoxy-2-(4-nitrophenyl)quinoline

Conditions

Conditions	Yield
With antimony(III) chloride In acetonitrile at 20℃; for 1.16667h; Diels-Alder reaction; stereoselective reaction;	A 92% B n/a

...Expand

: 2235-00-9
vinylcaprolactam

: 39769-08-9, 130632-07-4
N-(4-fluorobenzylidene)-4-methoxyaniline

A: 1241977-25-2
2-(4-fluorophenyl)-6-methoxyquinoline

: cis-1-(6-methoxy-2-(4-fluorophenyl)-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

Conditions

Conditions	Yield
With antimony(III) chloride In acetonitrile at 20℃; for 1.16667h; Diels-Alder reaction; stereoselective reaction;	A n/a B 92%

...Expand

: 2235-00-9
vinylcaprolactam

: 783-08-4
[4-(benzylideneamino)phenyl]methanol

A: 4789-73-5
2-phenyl-6-methoxyquinoline

: C22H26N2O2

Conditions

Conditions	Yield
With antimony(III) chloride In acetonitrile at 20℃; for 1.16667h; Diels-Alder reaction; stereoselective reaction;	A n/a B 92%

...Expand

: 2235-00-9
vinylcaprolactam

: 62-53-3
aniline

: 1-(2-methyl-1,2,3,4-tetrahydroquinolin-4-yl)azepan-2-one

Conditions

Conditions	Yield
With copper dipyridine dichloride In acetonitrile at 50℃; for 2h; Diels-Alder reaction;	92%

N-Vinylcaprolactam Chemical Properties

Molecular Structure of 2H-Azepin-2-one,1-ethenylhexahydro- (CAS NO.2235-00-9):

IUPAC Name: 1-ethenylazepan-2-one
Empirical Formula: C₈H₁₃NO
Molecular Weight: 139.1949
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 20.31 Å²
Index of Refraction: 1.548
Molar Refractivity: 42.14 cm³
Molar Volume: 132.6 cm³
Surface Tension: 43.9 dyne/cm
Density: 1.049 g/cm³
Flash Point: 112.5 °C
Enthalpy of Vaporization: 49.21 kJ/mol
Boiling Point: 254.7 °C at 760 mmHg
Vapour Pressure: 0.017 mmHg at 25°C
Melting point: 35-38 °C (dec.)(lit.)
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
InChI=1/C8H13NO/c1-2-9-7-5-3-4-6-8(9)10/h2H,1,3-7H2
Smiles
O=C1N(C=C)CCCCC1
EINECS: 218-787-6
Product Categories: Biodegradable Polymer Monomers; Monomers; Polymer Science

N-Vinylcaprolactam Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-41
R22:Harmful if swallowed.
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
WGK Germany: 3

N-Vinylcaprolactam Specification

2H-Azepin-2-one,1-ethenylhexahydro- , with CAS number of 2235-00-9, can be called 1-vinylhexahydro-2h-azepin-2-one ; 1-ethenylazepan-2-one ; 1-ethenylhexahydro-2h-azepin-2-one ; vinylcaprolactam ; n-vinyl-epsilon-caprolactam ; n-vinylcaprolactam ; 1-ethenylhexahydro-2h-azepin-2-on ; 2h-azepin-2-one, 1-ethenylhexahydro- .

Product Name

N-Vinylcaprolactam

Synthetic route

N-Vinylcaprolactam Chemical Properties

N-Vinylcaprolactam Safety Profile

N-Vinylcaprolactam Specification

Related Products

Hot Products