334-25-8

Basic information

• Product Name: 6-AMINO-6-OXO-HEXANOIC ACID
• Synonyms: 6-AMINO-6-OXO-HEXANOIC ACID;ADIPAMIC ACID;adipic acid monoamide;6-Oxo-6-aminohexanoic acid;Adipamidic acid
• CAS NO: 334-25-8
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.16
• Mol File: 334-25-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 293°C
• Boiling Point: 264.26°C (rough estimate)
• Flash Point: 203.2 °C
• Appearance: /
• Density: 1.2511 (rough estimate)
• Refractive Index: 1.4300 (estimate)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.63(at 25℃)
• CAS DataBase Reference: 6-AMINO-6-OXO-HEXANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-AMINO-6-OXO-HEXANOIC ACID(334-25-8)
• EPA Substance Registry System: 6-AMINO-6-OXO-HEXANOIC ACID(334-25-8)

Safety Data

• Hazardous Substances Data: 334-25-8(Hazardous Substances Data)

Usage

Definition

ChEBI: The monoamide of adipic acid.

Upstream product

• 111-69-3 hexanedinitrile 
• 105-60-2 caprolactam 
• 124-04-9 Adipic acid 

Downstream Products

• 1190-69-8 adipic acid ethyl ester-amide 
• 1740-54-1 sebacamide 

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.

Optimization of adiponitrile hydrolysis in subcritical water using an orthogonal array design

A study of the hydrolysis of adiponitrile (ADN) was performed in subcritical water to research the dependence on experimental conditions. An L25(56) orthogonal array design (OAD) with six factors at five levels using statistical analysis was employed to optimize the experimental conditions for each product in which the interactions between the variables were temporarily neglected. The six factors were adiponitrile concentration (ADN c, wt%), temperature (T), time (t h), percentage of additives (reactant/additive, wt/wt%), additives (A), and pressure (p, MPa). The effects of these parameters were investigated using the analysis of variance (ANOVA) to determine the relationship between experimental conditions and yield levels of different products. The results showed that (ADN c) and T had a significant influence on the yields of adipamide, adipamic acid, and adipic acid at p0.05. Time was the statistically significant factor for the yield of 5-cyanovalermic acid at p0.05 and (ADN c) was the significant factor for the yield of 5-cyanovaleramide at p0.1. Finally, five supplementary experiments were conducted under optimized conditions predicted by the Taguchi method; the results showed that the yield obtained of each product was no lower than that of the highest in the 25 experiments. Carbon balance was calculated to demonstrate the validity of the experimental technique and the reliability of the results. Based on the experimental results, a possible reaction mechanism was proposed.