21842-33-1

Basic information

• Product Name: 12-amino-12-oxododecanoic acid
• Synonyms: 12-amino-12-oxododecanoic acid
• CAS NO: 21842-33-1
• Molecular Weight: 229.32
• Mol File: 21842-33-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 12-amino-12-oxododecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 12-amino-12-oxododecanoic acid(21842-33-1)
• EPA Substance Registry System: 12-amino-12-oxododecanoic acid(21842-33-1)

Safety Data

• Hazardous Substances Data: 21842-33-1(Hazardous Substances Data)

Upstream product

• 947-04-6 2-azacyclotridecanone 

Downstream Products

• 2432-99-7 11-aminoundecanoic acid 

Relevant articles and documents

Heterolytic (2 e) vs Homolytic (1 e) Oxidation Reactivity: N?H versus C?H Switch in the Oxidation of Lactams by Dioxirans

Dioxiranes are powerful oxidants that can act via two different mechanisms: 1) homolytic (H abstraction and oxygen rebound) and 2) heterolytic (electrophilic oxidation). So far, it has been reported that the nature of the substrate dictates the reaction mode independently from the dioxirane employed. Herein, we report an unprecedented case in which the nature of the dioxirane rules the oxidation chemoselectivity. In particular, a switch from C?H to N?H oxidation is observed in the oxidation of lactams moving from dimethyl dioxirane (DDO) to methyl(trifluoromethyl)dioxirane (TFDO). A physical organic chemistry study, which combines the oxidation with two other dioxiranes methyl(fluoromethyl)dioxirane, MFDO, and methyl(difluoromethyl)dioxirane, DFDO, with computational studies, points to a diverse ability of the dioxiranes to either stabilize the homo or the heterolytic pathway.