Azacyclotridecan-2-one Chemical Properties

Melting point:

150-153 °C(lit.)

Boiling point:

334.44°C (rough estimate)

Density 

0.9415 (rough estimate)

vapor pressure 

0.001Pa at 20℃

refractive index 

1.4400 (estimate)

Flash point:

195 °C

form 

powder to crystal

pka

16.91±0.20(Predicted)

color 

White to Almost white

Water Solubility 

223mg/L at 20℃

BRN 

122031

LogP

2.71 at 20℃

EPA Substance Registry System

Azacyclotridecan-2-one (947-04-6)

Safety Information

RIDADR 

3257

WGK Germany 

1

RTECS 

CL6940000

HS Code 

2928.00.5000

HazardClass 

IRRITANT

Hazardous Substances Data

947-04-6(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich

Azacyclotridecan-2-one Usage And Synthesis

Chemical Properties

Dry PowderSolid; very faintly beige crystalline lumps. Virtually insol in water.

Definition

ChEBI: Laurolactam is an azamacrocycle and a keratan 6'-sulfate.

Preparation

One route to dodecyllactam is from butadiene as follows:

Butadiene is trimerized with a Ziegler-Natta catalyst to give 1,5,9-cyclododecatriene which is then hydrogenated to cyclododecane. Dodecyllactam is then obtained by a series of reactions similar to those used to prepare caprolactam from cyclohexane.

Health Hazard

The acute oral LD50 was 2,330 mg/kg bw (rat) with central nervous system stimulation (trembling, convulsive twitches, ataxia) as the main clinical sign appearing at about 1,580 mg/kg bw. The dermal LD50 was greater than 2,000 mg/kg bw (rat). Decreased food consumption and stagnation of body weight development were noted. Validacute inhalation studies are not available. Azacyclotridecan-2-one was not irritating to the rabbit skin or eye (OECD TG 404, 405). It was not sensitizing in aguinea pig maximization test (OECD TG 406; 1981).

Purification Methods

Azacyclotridecan-2-one crystallises from CHCl3 and is stored over P2O5 in a vacuum desiccator. [Beilstein 26/1 V 566.]

Azacyclotridecan-2-one(947-04-6)Related Product Information

• N-TERT-BUTYLACETAMIDE
• Diamylamine
• N-HEPTYLMETHYLAMINE
• Dibutylamine
• NONANAMIDE
• N-UNDECYLAMINE
• N-BUTYLACETAMIDE
• Pentanamide
• N-Ethyl-1-heptanamine
• DECANAMIDE
• N-OCTANAMIDE
• N-METHYLOCTYLAMINE
• 1-AMINONONANE
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• DI-N-HEXYLAMINE
• Azacyclotridecan-2-one
• HEXANAMIDE