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2235-00-9

Basic Information
CAS No.: 2235-00-9
Name: 2H-Azepin-2-one,1-ethenylhexahydro-
Article Data: 20
Cas Database
Molecular Structure:
Molecular Structure of 2235-00-9 (2H-Azepin-2-one,1-ethenylhexahydro-)
Formula: C8H13NO
Molecular Weight: 139.197
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;
EINECS: 218-787-6
Density: 1.049 g/cm3
Melting Point: 35-38 °C (dec.)(lit.)
Boiling Point: 254.7 °C at 760 mmHg
Flash Point: 112.5 °C
Solubility: Soluble in water (partly).
Appearance: solid
Hazard Symbols: HarmfulXn
Risk Codes: 22-41
Safety: 26-39
Transport Information: N/A
PSA: 20.31000
LogP: 1.47040
Synthetic route
13344-00-8

1,4-diethoxybutane

2235-00-9

vinylcaprolactam

Conditions
ConditionsYield
81.9%
105-60-2

caprolactam

74-86-2

acetylene

2235-00-9

vinylcaprolactam

Conditions
ConditionsYield
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
ConditionsYield
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
105-60-2

caprolactam

2235-00-9

vinylcaprolactam

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

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

Safety Profile

Hazard Codes: HarmfulXn
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

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- .

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