- Method for producing lactam compound by Beckmann rearrangement of cycloalkanone oxime, World Intellectual Property Organization, , ,
Cas no 947-04-6 (Azacyclotridecan-2-one)
Azacyclotridecan-2-one is a cyclic amide compound characterized by a 13-membered lactam ring structure. Its unique ring size imparts distinct chemical properties, making it valuable in organic synthesis and pharmaceutical research. The compound's stability and structural flexibility allow for applications in the development of macrocyclic frameworks and specialty polymers. Its amide functionality enables participation in hydrogen bonding and coordination chemistry, enhancing its utility in supramolecular assemblies. Azacyclotridecan-2-one is also of interest in the study of ring-strain effects and conformational dynamics in medium-sized heterocycles. High purity grades ensure reproducibility in research and industrial processes.
Azacyclotridecan-2-one structure
Product Name:Azacyclotridecan-2-one
CAS No:947-04-6
MF:C12H23NO
MW:197.317123651505
MDL:MFCD00005104
CID:803871
PubChem ID:87572054
Update Time:2025-06-07
Azacyclotridecan-2-one Chemical and Physical Properties
Names and Identifiers
-
- Azacyclotridecan-2-one
- omega-Laurinlactam
- 2-Azacyclotridecanone
- CYCLODODECANONE ISOOXIME
- &omega
- 1-aza-2-cyclotridecanone
- 2-oxo-dodecamethylenimine
- cyclododecalactam
- dodecalactam
- Laurolactam
- Dodecyllactam
- Laurinolactam
- Lauryl lactam
- Laurin lactam
- omega-Laurolactam
- omega-Dodecalactam
- omega-Dodecanolactam
- Dodecanolactam
- Dodecanoic acid, 12-amino-, lactam
- .omega.-Laurolactam
- .omega.-Dodecalactam
- Cyclododecanoneisooxime
- .omega.-Dodecanolactam
- E
- 12-Aminododecanoic acid lactam
- 2-Oxododecamethylenimine
- NSC 77100
- ω-Dodecalactam
- ω-Dodecanolactam
- ω-Laurinactam
- ω-Laurolactam
-
- MDL: MFCD00005104
- Inchi: 1S/C12H23NO/c14-12-10-8-6-4-2-1-3-5-7-9-11-13-12/h1-11H2,(H,13,14)
- InChI Key: JHWNWJKBPDFINM-UHFFFAOYSA-N
- SMILES: O=C1CCCCCCCCCCCN1
Computed Properties
- Exact Mass: 197.17800
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 14
- Rotatable Bond Count: 0
- Complexity: 156
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.8
- Topological Polar Surface Area: 29.1
- Surface Charge: 0
- Tautomer Count: 3
Experimental Properties
- Color/Form: Not determined
- Density: 0.9415 (rough estimate)
- Melting Point: 151.0 to 154.0 deg-C
- Boiling Point: 334.44°C (rough estimate)
- Flash Point: 195?°C
- Refractive Index: 1.4400 (estimate)
- PSA: 29.10000
- LogP: 3.34600
- Solubility: Not determined
Azacyclotridecan-2-one Security Information
-
Symbol:
- Prompt:warning
- Hazard Statement: H303-H371-H412
- Warning Statement: P260-P264-P270-P273-P308+P311-P405-P501
- Hazardous Material transportation number:UN 3257
- WGK Germany:1
- RTECS:CL6940000
- HazardClass:IRRITANT
Azacyclotridecan-2-one Customs Data
- HS CODE:2933790090
- Customs Data:
China Customs Code:
2933790090Overview:
2933790090 Other lactams. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:9.0% general tariff:20.0%
Declaration elements:
Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date
Summary:
2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%
Azacyclotridecan-2-one Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd. | L0092-25G |
ω-Laurinlactam |
947-04-6 | >99.0%(GC) | 25g |
¥760.00 | 2024-04-15 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | O159931-25G |
Azacyclotridecan-2-one |
947-04-6 | >98.0%(GC) | 25g |
¥809.90 | 2023-09-01 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | O159931-5g |
Azacyclotridecan-2-one |
947-04-6 | >98.0%(GC) | 5g |
¥179.90 | 2023-09-01 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | L862804-25g |
ω-Laurinlactam |
947-04-6 | ≥99%(GC) | 25g |
1,136.00 | 2021-05-17 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X63875-25g |
Omega-Laurinlactam |
947-04-6 | ≥99%(GC) | 25g |
¥778.0 | 2023-09-05 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | X63875-5g |
Omega-Laurinlactam |
947-04-6 | ≥99%(GC) | 5g |
¥178.0 | 2023-09-05 | |
| abcr | AB137675-25 g |
omega-Laurinlactam, 99%; . |
947-04-6 | 99% | 25 g |
€135.20 | 2023-07-20 | |
| Chemenu | CM390746-10g |
azacyclotridecan-2-one |
947-04-6 | 95%+ | 10g |
$79 | 2022-06-09 | |
| Chemenu | CM390746-25g |
azacyclotridecan-2-one |
947-04-6 | 95%+ | 25g |
$148 | 2022-06-09 | |
| Chemenu | CM390746-50g |
azacyclotridecan-2-one |
947-04-6 | 95%+ | 50g |
$256 | 2022-06-09 |
Azacyclotridecan-2-one Production Method
Production Method 1
Reaction Conditions
1.1 Catalysts: Zinc chloride Solvents: Toluene ; 100 °C
1.2 Catalysts: Thionyl chloride Solvents: Toluene ; 30 min, 100 °C; 25 min, 105 °C
1.2 Catalysts: Thionyl chloride Solvents: Toluene ; 30 min, 100 °C; 25 min, 105 °C
Reference
Production Method 2
Production Method 3
Production Method 4
Production Method 5
Production Method 6
Production Method 7
Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; 4 h, rt
Reference
- Ring closing metathesis approach to produce precursors of nylon 11, 12, and 13 from oleic acid, World Intellectual Property Organization, , ,
Production Method 8
Reaction Conditions
1.1 Catalysts: Aluminum isopropoxide , Silica , Phosphoric acid Solvents: Water ; 1.5 h, rt
1.2 Catalysts: Dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride Solvents: Water ; rt
1.3 Reagents: Triethylamine Solvents: Water ; rt; 1 h, rt
1.4 Catalysts: Silica Solvents: Water ; rt; 1.5 h, rt
1.5 Solvents: Benzonitrile ; 360 min, 130 °C
1.2 Catalysts: Dimethyloctadecyl[3-(trimethoxysilyl)propyl]ammonium chloride Solvents: Water ; rt
1.3 Reagents: Triethylamine Solvents: Water ; rt; 1 h, rt
1.4 Catalysts: Silica Solvents: Water ; rt; 1.5 h, rt
1.5 Solvents: Benzonitrile ; 360 min, 130 °C
Reference
- Hierarchical aluminophosphates as catalysts for the beckmann rearrangement, United States, , ,
Production Method 9
Reaction Conditions
1.1 Catalysts: Cyclododecanone, O-azacyclotridec-1-en-2-yloxime, hydrochloride (1:1) Solvents: Toluene ; rt; 1 h, 105 °C
Reference
- Preparation of cyclododecanone-O-azacyclotridecene-2-yloxime, its hydrochloride salt, and laurolactam, World Intellectual Property Organization, , ,
Production Method 10
Production Method 11
Production Method 12
Production Method 13
Production Method 14
Reaction Conditions
1.1 Reagents: Hydrochloric acid Catalysts: Cyclododecanone, 1,1′-[O,O′-(6-chloro-1,3,5-triazine-2,4-diyl)dioxime] Solvents: Acetonitrile , Water ; 1 h, 78 °C
Reference
- Production method and Beckmann rearrangement catalyst for producing a cyclic lactam compound, Japan, , ,
Production Method 15
Reaction Conditions
1.1 Solvents: 1,2,4-Trimethylbenzene ; 4 h, 393 °C
Reference
- Nanosized and delayered zeolitic materials for the liquid-phase Beckmann rearrangement of cyclododecanone oximeBotella, P.; Corma, A.; Iborra, S.; Monton, R.; Rodriguez, I.; et al, Journal of Catalysis, 2007, 250(1), 161-170
Production Method 16
Reaction Conditions
1.1 Catalysts: Hexachlorocyclotriphosphazene Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ; 6 h, 70 °C
Reference
- Beckmann Rearrangement of Ketoximes to Lactams by Triphosphazene CatalystHashimoto, Masaharu; Obora, Yasushi; Sakaguchi, Satoshi; Ishii, Yasutaka, Journal of Organic Chemistry, 2008, 73(7), 2894-2897
Production Method 17
Azacyclotridecan-2-one Raw materials
Azacyclotridecan-2-one Preparation Products
Azacyclotridecan-2-one Suppliers
Amadis Chemical Company Limited
Gold Member
(CAS:947-04-6)Azacyclotridecan-2-one
Order Number:A1207538
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 03:47
Price ($):355.0
Email:[email protected]
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
(CAS:947-04-6)ω-Laurinlactam
Order Number:LE14182
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:10
Price ($):discuss personally
Email:[email protected]
Azacyclotridecan-2-one Related Literature
-
Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400
-
Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
-
Jason Wan Lab Chip, 2020,20, 4528-4538
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