• Name

  CYCLODODECANONE ISOOXIME

• EINECS 213-424-8
• CAS No. 947-04-6
• Article Data122
• CAS DataBase
• Density 0.884g/cm³
• Solubility 223mg/L at 20℃
• Melting Point 150-153 °C(lit.)
  
• Formula C12H23 N O
• Boiling Point 314.9°Cat760mmHg
• Molecular Weight 197.321
• Flash Point 188.2°C
• Transport Information
• Appearance
• Safety Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NO_x.
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 1-Aza-2-cyclotridecanone;12-Aminododecanoic acid lactam;2-Oxododecamethylenimine;Cyclododecalactam;Dodecalactam;Dodecanoic acid, 12-amino-, lactam;Dodecanolactam;Dodecyllactam;Laurin lactam;Laurinolactam;Laurolactam;Lauryl lactam;NSC77100;w-Dodecalactam;w-Dodecanolactam;w-Laurolactam;
• PSA 29.10000
• LogP 3.34600

Synthetic route

946-89-4

cyclododecanone oxime

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile for 1h; Product distribution / selectivity; Heating / reflux;	100%
With 1,3,5-trichloro-2,4,6-triazine In Isopropylbenzene; Cyclooctan at 113℃; for 0.5h; Product distribution / selectivity;	100%
With 1,3,5-trichloro-2,4,6-triazine In octane at 113℃; for 1h; Product distribution / selectivity;	100%

1074-51-7

cyclooctanone oxime

946-89-4

cyclododecanone oxime

A

935-30-8

2-azacyclononanone

B

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In Cyclooctan at 113℃; for 0.5h; Product distribution / selectivity;	A 50% B 100%

...Expand

946-89-4

cyclododecanone oxime

2,4-dichloro-6-cyclododecylidene'aminooxy-1,3,5-triazine

2,4-dichloro-6-cyclododecylidene'aminooxy-1,3,5-triazine

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
In acetonitrile	100%

946-89-4

cyclododecanone oxime

1178530-68-1

2-chloro-4,6-bis(cyclododecylidene-aminooxy)-1,3,5-triazine

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With hydrogenchloride In acetonitrile	100%

azacyclotridec-10-en-2-one

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr;	99%

830-13-7

cyclododecanone

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With sodium azide; sulfuric acid In ethyl acetate at 60 - 77℃; for 2h; Reagent/catalyst; Solvent; Temperature;	98%
With sodium azide; sulfuric acid; silica gel at 60℃; for 0.5h; Schmidt reaction;	95%
With hydroxylamine hydrochloride In benzonitrile at 90℃; for 12h; Beckmann Rearrangement; Inert atmosphere;	95%

3046-04-6

cyclododecanone oxime hydrochloride

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With sulfuric acid for 0.416667h; Product distribution / selectivity;	95.1%

136848-31-2

C15H31NOSi

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
silver hexafluoroantimonate; antimonypentachloride In dichloromethane; acetonitrile for 3h; Heating;	77%
With silver hexafluoroantimonate; antimonypentachloride In acetonitrile for 3h; Heating;	77%

1-[3-(tritylthio)propanoyl]-1-azacyclotridecan-2-one

A

947-04-6

2-azacyclotridecanone

B

1-thia-5-azacycloheptadecane-4,17-dione

Conditions

Conditions	Yield
Stage #1: 1-[3-(tritylthio)propanoyl]-1-azacyclotridecan-2-one With trifluoroacetic acid In dichloromethane for 0.05h; Inert atmosphere; Stage #2: With chlorotriisopropylsilane In dichloromethane for 0.5h; Inert atmosphere; Stage #3: With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 18h; Reagent/catalyst;	A 4% B 56%

693-57-2

12-Aminododecanoic acid

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With triethylamine; N-Hexadecyl-2-chloropyridinium iodide In 1,2-dichloro-ethane at 70℃; for 24h;	50%
With di(n-butyl)tin oxide In 1,3,5-trimethyl-benzene for 24h; Heating;	25%
With triethylamine; N-Hexadecyl-2-chloropyridinium iodide In 1,2-dichloro-ethane at 70℃; for 24h; Mechanism; also with N-methyl-2-chloropyridinium iodide, effect of micelles;

946-89-4

cyclododecanone oxime

6407-35-8

N-cyclohexylidenemethylamine

A

105-60-2

caprolactam

B

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In Isopropylbenzene at 113℃; for 1.58333h; Product distribution / selectivity;	A 20% B 50%

...Expand

5601-68-3

cyclotridecyne

947-04-6

2-azacyclotridecanone

Conditions

Conditions	Yield
With nitromethane; trifluoromethylsulfonic anhydride; acetic acid In formic acid at 80 - 120℃;	42%

(Z)-4,5,6,7,8,9,10,11,12,13-decahydro-1-oxa-3a-azacyclopentacyclotridecene-2,3-dione

A

3-allylazacyclotridecan-2-one

B

947-04-6

2-azacyclotridecanone

C

(E)-azacyclotridec-3-en-2-one

D

831227-11-3

14-allyl-4,5,6,7,8,9,10,11,12,13-decahydro-1-oxa-3a-azacyclopentacyclotridecene-2,3-dione

Conditions

Conditions	Yield
Stage #1: (Z)-4,5,6,7,8,9,10,11,12,13-decahydro-1-oxa-3a-azacyclopentacyclotridecene-2,3-dione With allyl methyl carbonate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In chloroform; acetonitrile for 48h; Heating / reflux; Stage #2: With sodium methylate In methanol at 0℃; for 1h; Stage #3: With hydrogenchloride In water; ethyl acetate	A 11% B 6% C 5% D 25%

...Expand

53005-24-6

methyl 12-aminododecanoate

A

947-04-6

2-azacyclotridecanone

B

693-57-2

12-Aminododecanoic acid

Conditions

Conditions	Yield
With whole-cells or crude cell extract of recombinant E.coli BL21 (DE3) (pCom10_T31) In ethanol for 0.5h; pH=10; aq. buffer; Enzymatic reaction;	A 13% B n/a

13-Azacyclotridecan-1-one Consensus Reports

13-Azacyclotridecan-1-one Specification