87246-72-8

Basic information

• Product Name: 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol
• Synonyms: 1-Deoxy-1-(methyl(1-oxododecyl)amino)-D-glucitol; N-Lauroyl meglumine; D-Glucitol, 1-deoxy-1-(methyl(1-oxododecyl)amino)-; 1-deoxy-1-[dodecanoyl(methyl)amino]-D-glucitol
• CAS NO: 87246-72-8
• Molecular Formula: C₁₉H₃₉NO₆
• Molecular Weight: 377.5161
• EINECS: 289-309-1
• Mol File: 87246-72-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 611.416°C at 760 mmHg
• Flash Point: 323.573°C
• Density: 1.125g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol(87246-72-8)
• EPA Substance Registry System: 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol(87246-72-8)

Safety Data

• Hazardous Substances Data: 87246-72-8(Hazardous Substances Data)

Usage

General Description

: 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol is a chemical compound that belongs to the class of glucitol derivatives. It is synthesized by the reaction of dodecyl isocyanate and 1-deoxy-1-[methylamino]-D-glucitol. 1-deoxy-1-[methyl(1-oxododecyl)amino]-D-glucitol has a long carbon chain, which makes it hydrophobic and therefore, it is used as a surfactant or emulsifying agent in various industrial applications. It has good foaming properties and is often found in personal care products such as shampoos and conditioners. Additionally, it is also used in the manufacturing of pesticides, lubricants, and other chemical products.

Upstream product

• 111-82-0 methyl n-dodecanoate 
• 6284-40-8 1-deoxy-1-(methylamino)-D-glucitol 
• 143-07-7 lauric acid 
• 106-33-2 ethyl laurate 

Relevant articles and documents

Use Of N-Methyl-N-Acylglucamines As Solubilizers

The invention relates to the use of N-methyl-N-C8-C14-acylglucamines as solubilizers in cosmetic preparations. The invention further relates to clear lotions for the preparation of wet wipes, comprising a) 0.1 to 5.0 wt.-% of the N-methyl-N—C8-C14-acylglucamines, b) 0.05 to 5% of one or more water-insoluble or only partially water-soluble anti-microbial agents, c) 0 to 5 wt.-% of one or more oils, d) 85 to 99.85 wt.-% of water, e) 0 to 5 wt.-% of surfactants, and f) 0 to 5 wt.-% of additional auxiliaries and additives.

Enzymatic synthesis of N-alkanoyl-N-methylglucamide surfactants: Solvent-free production and environmental assessment

A biocatalysis based method for the solvent-free production of N-alkanoyl-N-methylglucamide (MEGA) surfactants was developed and used as a case study for the evaluation of different environmental assessment tools, such as the freeware package EATOS (Environmental Assessment Tool for Organic Synthesis). In order to also consider energy usage and process facilities, e.g. heating, stirring and vacuum, a complementary tool was needed; hence the EcoScale method and the use of an energy monitoring socket were also exploited. The solvent-free method followed by a simple hydrolysis step gave a final amide yield of 99% and a product essentially free of remaining substrate, N-methylglucamine (MEG). The latter is important since MEG can potentially be converted to carcinogenic nitrosamines. The absence of solvent in the reaction medium was also found to result in a significantly reduced potential environmental impact. The environmental tools used in this study were further scrutinized, and even if they represent some of the best freely available tools for evaluation of early stage process development, some points for further improvements are suggested.

Enzymatic synthesis of glycamide surfactants by amidification reaction

The condensation of a secondary amine (N-methyl-glucamine) with oleic acid was selected as a reaction model to study the production of glycamide surfactants by enzymatic amidification. Reactions catalyzed by immobilized lipase from Candida antarctica were carried out in 2-methyl-2-butanol. The acido-basic conditions (through the N-methyl glucamine / oleic acid ratio) control the chemoselectivity of the reaction allowing the synthesis of either amide, ester or amide-ester. At 90°C and with a N-methyl-glucamine I acid ratio of 1, a 100% conversion yield with 97% of amide synthesis was obtained in less than 50 hours. The process was applied to the preparation of a range of amides using various amines and acyl donors. This process is the first that describes successful amide bond synthesis from a hydroxylated secondary amine and fatty acid or fatty acid ester.