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N-Acetylcaprolactam

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Name

N-Acetylcaprolactam

EINECS 217-565-6
CAS No. 1888-91-1 Density 1.085 g/cm3
PSA 37.38000 LogP 0.87340
Solubility N/A Melting Point N/A
Formula C8H13NO2 Boiling Point 242.1 °C at 760 mmHg
Molecular Weight 155.197 Flash Point 122.2 °C
Transport Information N/A Appearance colourless liquid
Safety 26 Risk Codes 22-36
Molecular Structure Molecular Structure of 1888-91-1 (2H-Azepin-2-one,1-acetylhexahydro-) Hazard Symbols HarmfulXn
Synonyms

Activator O;Aktivator O;N-Acetyl-6-caprolactam;N-Acetyl-e-caprolactam;NSC 522408;1-Acetylhexahydro-2H-azepin-2-one;1-Acetylhexahydroazepin-2-one;1-Acetylperhydro-2-azepinone;Acetylcaprolactam;

Article Data 24

N-Acetylcaprolactam Synthetic route

19797-08-1

1-ethylhexahydro-2H-azepin-2-one

A

1888-91-1

N-acetylcaprolactam

B

89732-95-6

1-ethylhexahydro-2H-azepin-2,7-dione

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 73h; Ambient temperature;A 40%
B 53%
7203-96-5

1-azacycloheptane-2-thione

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
With silver(I) acetate In dichloromethane at 20℃; for 18h;35%
105-60-2

caprolactam

108-24-7

acetic anhydride

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
mit ueberschuessigem Acetanhydrid;
With sodium hydroxide In water at 105 - 111℃; for 1h;
105-60-2

caprolactam

75-36-5

acetyl chloride

1888-91-1

N-acetylcaprolactam

5809-41-6

N-acetylhexahydroazepine

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
With sodium periodate; ruthenium tetroxide In tetrachloromethane; water for 24h; Ambient temperature; Yield given;
7203-96-5

1-azacycloheptane-2-thione

1600-27-7

mercury(II) diacetate

A

105-60-2

caprolactam

B

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
In dichloromethane for 3h; Ambient temperature;A 41 % Spectr.
B 59 % Spectr.
7203-96-5

1-azacycloheptane-2-thione

563-63-3

silver(I) acetate

A

105-60-2

caprolactam

B

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
In diethyl ether for 3h; Product distribution; Ambient temperature; other solvent;A 14 % Spectr.
B 86 % Spectr.
2525-16-8

O-methylcaprolactim

201230-82-2

carbon monoxide

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
dicobalt octacarbonyl In 1,2-dimethoxyethane at 100℃; under 51714.8 Torr; for 48h;99 % Chromat.
2235-00-9

vinylcaprolactam

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); dihydrogen peroxide; nitric acid In N,N-dimethyl acetamide; water at 40℃; for 1h; Green chemistry;81 %Chromat.
105-60-2

caprolactam

1888-91-1

N-acetylcaprolactam

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Lawessons reagent / toluene / 18 h / 20 °C
2: silver(I) acetate / dichloromethane / 18 h / 20 °C
View Scheme

N-Acetylcaprolactam Chemical Properties

Molecular Formula: C8H13NO2
Molar mass: 155.1943 g/mol
EINECS: 217-565-6
Density: 1.085 g/cm3
Flash Point: 122.2 °C
Index of Refraction: 1.479
Boiling Point: 242.1 °C at 760 mmHg
Vapour Pressure: 0.0346 mmHg at 25°C
Appearance: Colourless liquid
Stable: Stable. Incompatible with strong oxidizing agents
Structure of N-Acetylcaprolactam (1888-91-1):
    
XLogP3-AA: 0.7
H-Bond Donor: 0
H-Bond Acceptor: 2
Systematic Name: 1-Acetylazepan-2-one 
SMILES: O=C(N1C(=O)CCCCC1)C 
InChI: InChI=1/C8H13NO2/c1-7(10)9-6-4-2-3-5-8(9)11/h2-6H2,1H3 
InChIKey: QISSLHPKTCLLDL-UHFFFAOYAP 
Std. InChI: InChI=1S/C8H13NO2/c1-7(10)9-6-4-2-3-5-8(9)11/h2-6H2,1H3 
Std. InChIKey: QISSLHPKTCLLDL-UHFFFAOYSA-N

N-Acetylcaprolactam Toxicity Data With Reference

1.    

orl-uns LD50:1300 mg/kg

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague,Czechoslovakia, Avicenum.: 1986,884.

N-Acetylcaprolactam Consensus Reports

Reported in EPA TSCA Inventory.

N-Acetylcaprolactam Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.
 

Hazard Codes: Xn
Risk Statements:
22:  Harmful if swallowed 
36:  Irritating to the eyes
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice

N-Acetylcaprolactam Specification

 N-Acetylcaprolactam (1888-91-1) also can be called Acetylcaprolactam ; 1-Acetylazepan-2-one ; 2H-azepin-2-one, 1-acetylhexahydro- ; 1-Acetyl-hexahydro-2H-azepin-2-one and 1-Acetyl-2-azepanone .

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