2605-79-0

Basic information

• Product Name: DDAO
• Synonyms: N,N-Dimethyldecylamine-N-oxide solution;DECYLAMINE OXIDE;N,N-Dimethyldecylamine N-oxide 100 mM Solution;N,N-Dimethyldecylamine oxide;DDAO, Detergent Screening Solution 42/Fluka kit no 66317, N,N-Dimethyldecylamine N-oxide solution;Barlox(R) 10S;Decyl Dimethyl Amine Oxide;Decyldimethylamine N-oxide
• CAS NO: 2605-79-0
• Molecular Formula: C₁₂H₂₇NO
• Molecular Weight: 201.35
• EINECS: 220-020-5
• Mol File: 2605-79-0.mol
• Article Data: 6

Chemical Properties

• Appearance: liquid
• Density: 0.996 g/mL at 20 °C
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: n20/D 1.337
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 4.79±0.40(Predicted)
• Water Solubility: 409.5g/L at 30℃
• BRN: 2352550
• CAS DataBase Reference: DDAO(CAS DataBase Reference)
• NIST Chemistry Reference: DDAO(2605-79-0)
• EPA Substance Registry System: DDAO(2605-79-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 2605-79-0(Hazardous Substances Data)

Usage

Description

DDAO, also known as N,N-Dimethyldecylamine N-oxide, is a N-oxide of N,N-dimethyldecan-1-amine. It is a liquid chemical compound with unique properties that make it suitable for various applications across different industries.

Uses

Used in Surfactant Industry:
DDAO is used as a decyl amine oxide surfactant for its superior coupling power without generating excessive foam. This property makes it an ideal choice for formulations that require effective coupling without foaming issues.
Used in Chemical Synthesis:
As a versatile chemical compound, DDAO can be used in the synthesis of various other compounds and materials, contributing to the development of new products and technologies in the chemical industry.
Used in Pharmaceutical Applications:
Due to its unique chemical properties, DDAO may also find applications in the pharmaceutical industry, potentially serving as an intermediate in the synthesis of drugs or as a component in drug delivery systems.
Used in Cosmetics and Personal Care:
The liquid nature and coupling properties of DDAO make it a suitable ingredient for cosmetics and personal care products, where it can enhance the performance and stability of formulations.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C12H27NO/c1-4-5-6-7-8-9-10-11-12-13(2,3)14/h4-12H2,1-3H3

Synthetic route

N,N-dimethyldecylamine (1120-24-7) → N,N-dimethyldecylamine-N-oxide (2605-79-0)

Conditions	Yield
With dihydrogen peroxide; benzonitrile; Mg-Al-O-t-Bu HT (Catalyst B) In methanol; water at 65℃; for 0.5h; Product distribution / selectivity;	98%
With dihydrogen peroxide; layered double hydroxide WO4(2-) at 20℃; for 2.5h;	97%
With dihydrogen peroxide In methanol; water	75%
With 1-decyl-4-(trifluoromethyl)pyrimidinium triflate; dihydrogen peroxide In aq. phosphate buffer; chloroform at 25℃; for 24h; Green chemistry; chemoselective reaction;	67%

N,N-dimethyldecylamine-N-oxide (2605-79-0) → C12H27NO*I2 (104586-03-0)

Conditions	Yield
With iodine In dichloromethane at 20℃; Thermodynamic data; -ΔG0;
With iodine In dichloromethane

Upstream product

• 1120-24-7 N,N-dimethyldecylamine 

Relevant articles and documents

Two-Phase Oxidations with Aqueous Hydrogen Peroxide Catalyzed by Amphiphilic Pyridinium and Diazinium Salts

Amphiphilic pyridinium and diazinium salts were shown to be effective catalysts in two-phase (water/chloroform or water/dichloromethane) sulfoxidations and N-oxidations with hydrogen peroxide under mild conditions. This unprecedented oxidation method utilizes covalent bonding of hydrogen peroxide to a simple pyridinium or diazinium nucleus to increase the lipophilicity of the hydroperoxide species and to subsequently activate it for oxidations in a non-polar medium. The catalytic efficiency was found to depend on the type of heteroarenium core and on the lipophilicity of the catalyst. Five series of heteroarenium catalysts were prepared and investigated: 1-Alkyl-3,5-dicyanopyridinium, 1-alkyl-3,5-dinitropyridinium, 1-alkyl-3-cyanopyrazinium, 1-alkyl-4-cyanopyrimidinium and 1-alkyl-4-(trifluoromethyl)pyrimidinium triflates (alkyl=butyl, hexyl, octyl, decyl, dodecyl and hexadecyl). Among them, the 1-octyl-3,5-dinitropyridinium and 1-decyl-4-(trifluoromethyl)pyrimidinium triflates were found to be superior catalysts, showing the best stability and the highest catalytic activity, achieving acceleration by a factor of 350 relative to the non-catalyzed reaction. In contrast to other organocatalytic two-phase oxidations that use hydrogen peroxide, the presented method is characterized by high chemoselectivity and low catalyst loading (5mol%) and with the reactions being performed under mild conditions, that is, at 25 C using diluted hydrogen peroxide and a non-basic aqueous phase. The catalysts have simple structures and are readily available from commercial materials. Practical applications are demonstrated via the oxidation of several types of sulfides and amines.

The first example of catalytic N-oxidation of tertiary amines by tungstate-exchanged Mg-Al layered double hydroxide in water: A green protocol

A green process, using a recyclable tungstate-exchanged Mg-A1 layered double hydroxide (LDH-WO42-) heterogenised catalyst and aqueous H2O2 oxidant in water, leads to N-oxidation of aliphatic tert-amines to amine N-oxides in quantitative yields, at a high rate at room temperature.

AMINE OXIDES-XIII IODINE COMPLEXES WITH NON-AROMATIC AMINE OXIDES

EDA-iodine complex with trialkylamine oxides in dichloromethane have been investigated spectrophotometrically.Thermodynamic (KADc,-ΔG0) and spectral (ΕADλ) characteristics of these complexes were determined.The absorption band of iodine in the visible region was blue-shifted with a variable maximum, depending on the structure of the amine oxide.The KADc and ΕADλ values were calculated using a modified method.A non-linear relationship KADc=(R), where R is the number of carbon atoms in the alkyl chain, was found.