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  • 1643-20-5 Structure
  • Basic information

    1. Product Name: LDAO
    2. Synonyms: 1-Dodecanamine,N,N-dimethyloxide;ammonyxao;ammonyxlo;amonyxao;aromoxdmcd;aromoxdmmc-w;concoxal;ddno
    3. CAS NO:1643-20-5
    4. Molecular Formula: C14H31NO
    5. Molecular Weight: 229.4
    6. EINECS: 216-700-6
    7. Product Categories: Hair Care;Home Care;Surfactant
    8. Mol File: 1643-20-5.mol
    9. Article Data: 20
  • Chemical Properties

    1. Melting Point: 132-133 °C(lit.)
    2. Boiling Point: 371.32°C (rough estimate)
    3. Flash Point: 113°C (closed cup)(235
    4. Appearance: Clear yellow lquid
    5. Density: 0.996 g/mL at 20 °C
    6. Vapor Pressure: 6.88E-05mmHg at 25°C
    7. Refractive Index: n20/D 1.378
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 4.79±0.40(Predicted)
    11. Water Solubility: Insoluble in water.
    12. Sensitive: Hygroscopic
    13. Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
    14. BRN: 1769927
    15. CAS DataBase Reference: LDAO(CAS DataBase Reference)
    16. NIST Chemistry Reference: LDAO(1643-20-5)
    17. EPA Substance Registry System: LDAO(1643-20-5)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 34-52/53
    3. Safety Statements: 26-36/37/39-45-27
    4. RIDADR: UN 3259 8/PG 2
    5. WGK Germany: 2
    6. RTECS: JR6650000
    7. F: 3-10
    8. TSCA: Yes
    9. HazardClass: 8
    10. PackingGroup: III
    11. Hazardous Substances Data: 1643-20-5(Hazardous Substances Data)

1643-20-5 Usage

Chemical Properties

Clear yellow Liquid

Uses

Different sources of media describe the Uses of 1643-20-5 differently. You can refer to the following data:
1. Barlox(R) 1260 is a concentrated cocoamine oxide surfactant. Barlox(R) 1260 can be used in a broad number of industriual cleaning applications where coupling, high foaming, detergency and compatibility are important. Product Data Sheet
2. LDAO is suitable to use in crystallization of membrane proteins. It is also suitable to enhance the detection of high molecular weight proteins.

General Description

Crystalline solid.

Air & Water Reactions

Hygroscopic .

Reactivity Profile

LDAO is less basic than the tertiary amine from which LDAO is derived, but still reacts with strong acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for LDAO are not available. LDAO is probably nonflammable.

Flammability and Explosibility

Notclassified

Biochem/physiol Actions

LDAO can be used to disrupt phospholipid bilayer of cells.

Purification Methods

Crystallise the oxide from acetone or ethyl acetate. [Bunton et al. J Org Chem 52 3832 1987, Beilstein 4 III 410, 4 IV 798.]

Check Digit Verification of cas no

The CAS Registry Mumber 1643-20-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,4 and 3 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1643-20:
(6*1)+(5*6)+(4*4)+(3*3)+(2*2)+(1*0)=65
65 % 10 = 5
So 1643-20-5 is a valid CAS Registry Number.
InChI:InChI=1/C14H30NO/c1-3-5-6-7-8-9-10-11-12-13-14-15(16)4-2/h3-14H2,1-2H3/q-1

1643-20-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (H26065)  N,N-Dimethyl-1-dodecylamine N-oxide, 95%   

  • 1643-20-5

  • 5g

  • 1329.0CNY

  • Detail
  • Alfa Aesar

  • (H26065)  N,N-Dimethyl-1-dodecylamine N-oxide, 95%   

  • 1643-20-5

  • 25g

  • 6388.0CNY

  • Detail
  • Sigma

  • (40231)  N,N-DimethyldodecylamineN-oxidesolution  BioUltra, ~0.1 M in H2O

  • 1643-20-5

  • 40231-50ML

  • 1,097.46CNY

  • Detail
  • Sigma

  • (40231)  N,N-DimethyldodecylamineN-oxidesolution  BioUltra, ~0.1 M in H2O

  • 1643-20-5

  • 40231-250ML

  • 4,391.01CNY

  • Detail
  • Sigma

  • (40236)  N,N-DimethyldodecylamineN-oxidesolution  ~30% in H2O

  • 1643-20-5

  • 40236-250ML

  • 687.96CNY

  • Detail
  • Sigma

  • (40236)  N,N-DimethyldodecylamineN-oxidesolution  ~30% in H2O

  • 1643-20-5

  • 40236-1L

  • 2,080.26CNY

  • Detail

1643-20-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N-dimethyldodecan-1-amine oxide

1.2 Other means of identification

Product number -
Other names Empigen OB

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Surfactants
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1643-20-5 SDS

1643-20-5Upstream product

1643-20-5Related news

The influence of heptane-1,2,3-triol on the size and shape of LDAO (cas 1643-20-5) micelles Implications for the crystallisation of membrane proteins08/08/2019

The presence of small amphiphiles has been found to be necessary in the crystallization of several membrane-protein surfactant complexes. It has been suggested that the role of the small amphiphile may be to reduce the size of the surfactant belt around the protein, making the formation of cryst...detailed

Regulation of CD40 reconstitution into a liposome using different ratios of solubilized LDAO (cas 1643-20-5) to lipids08/07/2019

The integral membrane protein CD40 was found on the surface of B lymphocytes that interact with CD40L on T cells during the immune response. The hydrophobic transmembrane domains of membrane proteins can be stabilized in detergent or in lipid bilayers such as liposomes. Membrane proteins can be ...detailed

The effects of the detergent LDAO (cas 1643-20-5) on the carotenoid metabolism and growth of Rhodovulum sulfidophilum08/06/2019

Carotenoids play an important role in the purple non-sulfur bacteria. In this work we show that addition of the zwitterionic detergent LDAO (lauryldimethylamine N-oxide) to the growth media of Rhodovulum sulfidophilum results in a drastic alteration of the carotenoid biosynthesis, leading to the...detailed

1643-20-5Relevant articles and documents

Shulman

, p. 3069,3071 (1965)

Shulman,Link

, p. 329 (1964)

Aggregation Numbers of Dodecyldimethylamine Oxide Micelles in Salt Solutions

Kaimoto, Hideki,Shoho, Kouki,Sasaki, Shigeo,Maeda, Hiroshi

, p. 10243 - 10248 (1994)

Micellel aggregation number m of dodecyldimethylamine oxide was determined as a function of the micelle composition or the degree of ionization of the micelle αM in 0.1 and 0.2 M NaCl at 25 deg C with light scattering and the steady state fluorescence probe method.The two methods gave consistent results in most cases.The aggregation numbers at the critical micelle concentration (cmc) were nearly identical for both cationic and nonionic micelles: about 70 and 80 in 0.1 and 0.2 M NaCl, respectively.The aggregation number increased as αM approached 0.4-0.5.The maximum values were about 100 and 150 for 0.1 and 0.2 M NaCl.At intermediate compositions, the Rayleight ratio of the scattered light incerased with the concentration, and this increase was interpreted as the increase of micelle size with concentration.Apparent aggregation numbers at a finite concentration were evaluated on the assumption of negligible contribution from the second virial coefficient.The idea of the growth of micelles was supported by dynamic light scattering but not by the fluorescence probe method.From the observed variation of the aggregation number at cmc with αM the width of the aggregation number distribution of nonionic micelles is estimated on the basis of a simple theory.

Kinetics and Preparation of Amine Oxides

Toney, C. Joe,Friedli, F. E.,Frank, P. J.

, p. 793 - 794 (1994)

A kinetic model for the oxidation of dimethyllaurylamine to its amine oxide with hydrogen peroxide was developed.It is a second-order reaction where k=.0250, .0079 and .0037 kg per mol/min at 75, 60 and 50 deg C, respectively.Amine oxides of N-lauryl morpholine, piperidine and 3-methyl piperidine were synthesized, and their rates of formation were determined.Compared to dimethyllaurylamine, the piperidines react slower, while the morpholine reaction is much faster. KEY WORDS: Amine oxides, dimethyllaurylamine, foam stabilizers, hydrogen peroxide, kinetics, morpholine, piperidine.

Reduction of Propellane Ketones in Solution Aggregates

Natrajan, Anand,Sukenik, Chaim N.

, p. 3559 - 3563 (1988)

The reduction of propellane diones and ketols has been studied in water containing cationic, anionic and zwitterionic surfactants.From the rate and stereochemistry of the reductions done in these media, the binding of neutral substrates and ionic reagents to surfactant aggregates has been probed.Surface interactions of these variously charged aggregates have been studied, and the behavior of aggregates with like charge but different structure (cationic aqueous micells, vesicles, and reverse micelles) has been compared.A picture of charge distribution at the surface of amine oxide zwitterionic micells has emerged.The oriented propellane binding (polymethylene aligned with surfactant tails and fused five-membered rings tangential to the aggregate surface) first proposed for propellanes bound to cationic micelles has been confirmed and extended to cationic vesicles and to amine oxide micelles.

A method for preparing an organic amine oxide

-

Paragraph 0018, (2019/06/13)

A organic amine oxide preparation method, comprises the following steps: (1) organic amine as the raw material, the organic amine, solvent and the heteropoly acid quaternary ammonium salt catalyst is added to the container, heating (25 - 100 °C); (2) dropping hydrogen peroxide solution, dropping about 1.5 hours, the dropwise insulation reaction; (3) gas chromatographic detection reaction solution, when the organic amine content is reduced to 0.5% when, stopping the reaction, reaction filtering out catalyst, organic phase distillation shall have amine oxide. The invention relates to a method for preparing an organic amine oxide, its production process is simple, low energy consumption, the catalyst can be used repeatedly, can effectively reduce the production cost, and improves the economic benefit.

2,2,2-Trifluoroacetophenone as an organocatalyst for the oxidation of tertiary amines and azines to N-oxides

Limnios, Dimitris,Kokotos, Christoforos G.

supporting information, p. 559 - 563 (2014/04/03)

A cheap, mild and environmentally friendly oxidation of tertiary amines and azines to the corresponding Noxides is reported by using polyfluoroalkyl ketones as efficient organocatalysts. 2,2,2-Trifluoroacetophenone was identified as the optimum catalyst for the oxidation of aliphatic tertiary amines and azines. This oxidation is chemoselective and proceeds in high-to-quantitative yields utilizing 10 mol% of the catalyst and H2O2 as the oxidant.

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