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ChemicalBook--->CAS DataBase List--->947-04-6

947-04-6

947-04-6 Structure

947-04-6 Structure
IdentificationBack Directory
[Name]

CYCLODODECANONE ISOOXIME
[CAS]

947-04-6
[Synonyms]

LAUROLACTAM
Dodecalactam
laurinlactam
lauryllactam
Laurinolactam
Lauryl lactam
Dodecyllactam
Laurin lactam
Dodecanolactam
omega-Laurolactam
Cyclododecalactam
omega-Dodecalactam
OMEGA-LAURINLACTAM
dodecane-12-lactam
DODECANE-12-LACTAME
omega-Dodecanolactam
2-AZACYCLOTRIDECANONE
AZA-2-CYCLOTRIDECANONE
12-aminododecanolactam
Aza-cyclotridecan-2-on
Azacyclotridecan-2-one
1-Aza-2-cyclotridecanone
CYCLODODECANONE ISOOXIME
2-AZACYCLOTRIDECANONE 98%
13-azacyclotridecan-1-one
2-Oxo-dodecamethylenimine
12-amino-dodecanoicacilactam
12-AMINODODECANOIC ACID LACTAM
Dodecanoic acid, 12-amino-, lactam
12-Aminododecanoic acid lactam, Aza-2-cyclotridecanone
Aza-2-cyclotridecanone, Cyclododecanone isooxime, Laurolactam
[EINECS(EC#)]

213-424-8
[Molecular Formula]

C12H23NO
[MDL Number]

MFCD00005104
[MOL File]

947-04-6.mol
[Molecular Weight]

197.32
Chemical PropertiesBack Directory
[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)
[Fp ]

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 DataBack Directory
[RIDADR ]

3257
[WGK Germany ]

1
[RTECS ]

CL6940000
[HS Code ]

2928.00.5000
[HazardClass ]

IRRITANT
[Hazardous Substances Data]

947-04-6(Hazardous Substances Data)
Hazard InformationBack Directory
[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:

947-04-6 synthesis


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]

2-Azacyclotridecanone crystallises from CHCl3 and is stored over P2O5 in a vacuum desiccator. [Beilstein 26/1 V 566.]
Spectrum DetailBack Directory
[Spectrum Detail]

CYCLODODECANONE ISOOXIME(947-04-6)MS
CYCLODODECANONE ISOOXIME(947-04-6)1HNMR
CYCLODODECANONE ISOOXIME(947-04-6)IR1
CYCLODODECANONE ISOOXIME(947-04-6)IR2
CYCLODODECANONE ISOOXIME(947-04-6)Raman
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