Laurolactam

Base Information

• Chemical Name: Laurolactam
• CAS No.: 25038-74-8
• Deprecated CAS: 115296-76-9,125081-69-8,148308-40-1,161865-23-2,70099-82-0,115296-77-0,142281-14-9,142281-15-0,1104729-50-1,2206724-41-4,2210312-84-6,125081-69-8,148308-40-1,161865-23-2,70099-82-0
• Molecular Formula: C12H23NO
• Molecular Weight: 591.95
• European Community (EC) Number: 213-424-8
• NSC Number: 77100
• UNII: UB8VFC953G
• DSSTox Substance ID: DTXSID1027344
• Nikkaji Number: J12.504K
• Wikipedia: Laurolactam
• Wikidata: Q2043636
• RXCUI: 1358484
• ChEMBL ID: CHEMBL3181948
• Mol file: 25038-74-8.mol

Synonyms:laurolactam

Chemical Property of Laurolactam

Chemical Property:

• Melting Point: 176 °C
• PSA: 87.30000
• Density: 1.01 g/mL at 25 °C(lit.)
• LogP: 10.22430
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 197.177964357
• Heavy Atom Count: 14
• Complexity: 156

Purity/Quality:

99%, ^*data from raw suppliers

Nylon 12 pellets ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: C1CCCCCC(=O)NCCCCC1
• Uses: nylon 12 is a bulking and opacifying agent that provides good feel and good elasticity to moisturizers and makeup preparations, including foundations. nylon 12 reduces oiliness. It is a polyamide derivative of acid 12-aminododecanioic.

Technology Process of Laurolactam

There total 39 articles about Laurolactam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

cyclododecanone oxime (946-89-4) → 2-azacyclotridecanone (947-04-6,25038-74-8)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; for 1h; Product distribution / selectivity; Heating / reflux;

Reference yield: 100.0%

cyclododecanone oxime (946-89-4) + 2-chloro-4,6-bis(cyclododecylidene-aminooxy)-1,3,5-triazine (1178530-68-1) → 2-azacyclotridecanone (947-04-6,25038-74-8)

Guidance literature:

With hydrogenchloride; In acetonitrile;

Reference yield: 100.0%

cyclododecanone oxime (946-89-4) + 2,4-dichloro-6-cyclododecylidene'aminooxy-1,3,5-triazine → 2-azacyclotridecanone (947-04-6,25038-74-8)

Guidance literature:

In acetonitrile;

upstream raw materials:

cyclododecanone oxime

N-benzoyl-12-dodecanelactam

n-Octylamine

N-nitroso-12-dodecanelactam

Downstream raw materials:

C₃₁H₄₂N₂O₂

C₃₁H₄₂N₂O₂*ClH

C₃₂H₄₂N₂O₄

C₃₂H₄₂N₂O₄*ClH

Refernces

• 1、 Palate, Kleopas Y.,Epton, Ryan G.,Whitwood, Adrian C.,Lynam, Jason M.,Unsworth, William P.. "Synthesis of macrocyclic and medium-sized ring thiolactonesviathe ring expansion of lactams". . p. 1404 - 1411. Retrieved 2021.
• 2、 Sato, Satoshi,Hoshino, Hideaki,Sugimoto, Tsunemi,Kashiwagi, Kohichi. "Catalytic Beckmann rearrangement of cyclododecanone oxime". . p. 1319 - 1320. Retrieved 2010.
• 3、 -. "A process for preparing laurolactam". Paragraph 0034-0042. . Retrieved 2021/10/05.