Lauryldimethylamine Oxide, N,N-Dimethyldodecylamine N-oxide, Dodecyldimethylamine Oxide, LADO, DDAO, 1643-20-5

LAURYLDIMETHYLAMINE OXIDE (LADO / DDAO)

1. Chemical Identity and Material Classification

• Chemical Name: N,N-Dimethyldodecylamine N-oxide, Lauryldimethylamine Oxide, Dodecyldimethylamine Oxide

• Synonyms: LADO, DDAO, OA-12, Lauryl Dimethyl Amine Oxide, Dodecyl Dimethyl Amine Oxide, Refan, Barlox 1260, Oxydededimethyllaurylamine, N,N-dimethyldodecan-1-amine oxide

• CAS Number: 1643-20-5

• Molecular Formula: C₁₄H₃₁NO

• Molecular Weight: 229.40 g/mol

• EC Number (EINECS): 216-700-6

• MDL Number: MFCD00002049

• RTECS: JR6650000

• BRN: 1769927

• UN Number: 3259 (Amines, solid, corrosive, n.o.s.) – for anhydrous solid

• HS Code: 29299090

2. Physical Properties

2.1 General Physical Properties

2.2 Solution Properties

2.3 pH-Dependent Properties

3. Chemical Properties

3.1 Molecular Structure

Structure: CH₃(CH₂)₁₁–N⁺(CH₃)₂–O⁻
Type: Tertiary amine oxide (zwitterionic / non-ionic depending on pH)

Key features:

• Long hydrophobic C12 alkyl chain (dodecyl)

• Hydrophilic amine oxide head group (N→O)

• pH-responsive charge behavior

3.2 Critical Micelle Concentration (CMC)

3.3 Krafft Point

3.4 pH-Dependent Protonation Equilibrium

R(CH₃)₂N→O + H⁺ ⇌ R(CH₃)₂N⁺–OH

• Low pH (<4): Predominantly cationic (protonated form)

• Neutral pH (5–8): Mixture of non-ionic and cationic forms

• Alkaline pH (>8): Predominantly non-ionic (unprotonated)

3.5 Surface Activity

3.6 Stability

3.7 Incompatibilities

• Strong reducing agents (may reduce amine oxide to tertiary amine)

• Strong mineral acids (protonation; extreme conditions may cause decomposition with heat)

• Strong oxidizing agents (generally compatible but monitor temperature)

4. Production Method

4.1 Synthesis Route (Hydrogen Peroxide Oxidation)

Reaction: C₁₂H₂₅N(CH₃)₂ (tertiary amine) + H₂O₂ → C₁₂H₂₅N(CH₃)₂→O + H₂O

Process (typical batch):

Reaction time: 4–8 hours
Typical yield: >95%
Product concentration: Typically 30–50% aqueous solution

4.2 Alternative Method

Peracetic acid oxidation (less common)

5. Quality Specifications

5.1 Typical Specifications (30% Aqueous Solution)

5.2 Anhydrous Solid Grade

6. Mechanism of Action

6.1 Surface Activity

6.2 Foaming Properties

7. Industrial Applications

7.1 Personal Care and Cosmetics (Primary Application)

Benefits:

• Mild to skin and eyes (reduces irritation of anionic surfactants)

• Excellent foam boosting and stabilization

• Provides conditioning and antistatic properties

• Viscosity builder in certain formulations

• Works synergistically with other surfactants

7.2 Detergents and Cleaning Products

7.3 Shampoo Formulation (Example)

7.4 Dishwashing Liquid Formulation (Example)

7.5 Industrial Applications

7.6 Laboratory Applications

Note: DDAO is a non-denaturing zwitterionic detergent used in biochemical research to solubilize membrane proteins while preserving native structure.

8. Comparison with Other Amine Oxides

9. Toxicology and Safety

9.1 Acute Toxicity

9.2 GHS Classification (Concentrated Product)

9.3 GHS Classification (Diluted Solutions – Typical 30%)

9.4 Chronic Toxicity

10. Environmental Fate

11. Safety Precautions and PPE

• Hazards (concentrated product):

  • Causes severe skin burns and eye damage (H314)

  • Harmful to aquatic life with long-lasting effects (H412)

• PPE (mandatory for concentrated product):

  • Chemical-resistant gloves (nitrile or neoprene, EN 374)

  • Chemical splash goggles (EN 166) or face shield

  • Protective clothing (acid/alkali-resistant)

  • Respiratory protection: not normally required (low vapor pressure)

• Engineering controls:

  • Eyewash stations and safety showers

  • Adequate ventilation

• First aid:

  • Eye contact: Rinse with water for 15 minutes; remove contact lenses; seek immediate medical attention

  • Skin contact: Remove contaminated clothing; wash with copious water for 15 minutes; seek medical attention

  • Inhalation: Move to fresh air

  • Ingestion: Rinse mouth; do NOT induce vomiting; drink water; seek medical attention

12. Storage and Shelf Life

12.1 Storage Conditions

12.2 Freeze-Thaw Behavior

13. Transport Information

14. Synonyms and Common Names

• English: Lauryldimethylamine Oxide, LADO, DDAO, Dodecyldimethylamine Oxide, Lauryl Dimethyl Amine Oxide, N,N-Dimethyldodecylamine N-oxide, OA-12

• Trade names: Barlox 12, Barlox 1260, Ammonyx LO, Chemoxide LM-30, Empigen OB, Mackamine LO, Schercamox DML, Tomamine AO-14-2

• German: Lauryldimethylaminoxid

• French: Oxyde de lauryldiméthylamine

• Spanish: Óxido de laurildimetilamina

• Turkish: Laurilamin Oksit, LADO

15. Regulatory Status

16. Why Choose Lauryldimethylamine Oxide?

Limitations:

• Corrosive in concentrated form – requires PPE handling

• Aquatic toxicity – toxic to algae and aquatic invertebrates

• May gel upon freezing – requires warming and mixing

• Decomposes in strong acids with heat – avoid high-temperature, low-pH conditions

17. Applications Summary Table

18. Product Grades Available

19. Critical Micelle Concentration (CMC) – Laboratory Use

Laboratory applications:

• Solubilization of membrane proteins without denaturation

• Non-denaturing detergent for protein structure studies

• Alternative to SDS for mild protein solubilization

20. Summary Table – Key Specifications at a Glance

This TDS is prepared in compliance with ISO 11014-1 format and is intended for personal care formulators, detergent chemists, cleaning product manufacturers, biochemists, and procurement professionals. Certificates of Analysis (CoA), Safety Data Sheets (SDS), and sample validation reports are available upon request.