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Myristamine Oxide, Myristyl Dimethyl Amine Oxide, Tetradecyl Dimethyl Amine Oxide, N,N-Dimethyltetradecylamine N-oxide, 3332-27-2

Myristamine Oxide, Myristyl Dimethyl Amine Oxide, Tetradecyl Dimethyl Amine Oxide, N,N-Dimethyltetradecylamine N-oxide, 3332-27-2

MYRISTAMINE OXIDE (TETRADECYL DIMETHYL AMINE OXIDE)

1. Chemical Identity and Material Classification

  • Chemical Name: Myristamine Oxide, Tetradecyl Dimethyl Amine Oxide, N,N-Dimethyltetradecylamine N-oxide

  • Synonyms: Myristyl Dimethyl Amine Oxide, C14 Amine Oxide, Tetradecyl Amine Oxide, N,N-Dimethyl-1-tetradecanamine N-oxide

  • CAS Number: 3332-27-2

  • EC Number (EINECS): 222-059-3

  • Molecular Formula: C₁₆H₃₅NO

  • Molecular Weight: 257.46 g/mol

  • Chemical Class: Amine oxide (zwitterionic / non-ionic surfactant)

  • REACH Status: Registered (≥1,000 to <10,000 tonnes/year in EEA)

2. Physical Properties

2.1 General Physical Properties (30% Aqueous Solution)

Property Value
Appearance Clear to pale yellow liquid
Physical state (25°C) Liquid
Odor Mild, characteristic amine oxide odor
Active content 30% (typical commercial grade)
Density (25°C) 0.96 g/cm³
Specific gravity (25°C) 0.96
Viscosity (25°C) 2,336 cP (2.336 Pa·s) – highly viscous
Flash point >94°C (201°F) – combustible
Freezing point 1°C (34°F)
Pour point 4°C (39°F)
Cloud point 3°C (37°F)
Vapor pressure Negligible
RVOC (U.S. EPA) 0%

2.2 Surface Activity Parameters

Parameter Value
Surface tension (25°C) 29.4 mN/m
Interfacial tension (nM/M) 4.1 nM/M
Wetting time (Draves test) 2 seconds (very fast)
CMC (Critical Micelle Concentration) 32.0 mg/L
pH (as supplied) 6.5–8.5 (typical)

2.3 pH-Dependent Properties

pH Range Behavior Surfactant Type
pH < 4 (acidic) Protonated (cationic) Cationic surfactant
pH 4–8 (neutral) Mixed / equilibrium Zwitterionic / non-ionic
pH > 8 (alkaline) Unprotonated (amine oxide) Non-ionic surfactant

2.4 Thermal Properties

Parameter Value
Freezing point 1°C – protect from freezing
Cloud point 3°C – may become hazy below this temperature
Thermal stability Stable up to 50°C

3. Chemical Properties

3.1 Molecular Structure

Structure: CH₃(CH₂)₁₃–N⁺(CH₃)₂–O⁻
Chain length: C14 (tetradecyl – 14 carbon atoms)
Type: Tertiary amine oxide

Key features:

  • Longer hydrophobic chain than lauramine oxide (C12) – provides different performance profile

  • pH-responsive charge behavior

  • Excellent foam boosting and stabilization

  • Antimicrobial properties

3.2 Comparison with Lauramine Oxide (C12)

Property Myristamine Oxide (C14) Lauramine Oxide (C12)
Chain length C14 C12
Antimicrobial activity Slightly higher against S. aureus and E. coli Slightly lower
Viscosity Higher (2,336 cP) Lower
Wetting time 2 seconds Similar
CMC 32 mg/L ~40–50 mg/L
Freezing point 1°C Lower

3.3 Antimicrobial Properties

Myristamine oxide is antimicrobial, showing slightly better efficacy than lauramine oxide against common bacteria:

  • Staphylococcus aureus (Gram-positive)

  • Escherichia coli (Gram-negative)

3.4 Chemical Stability

Parameter Behavior
Thermal stability Stable up to 50°C; decomposes at >80°C
Hydrolytic stability Stable in neutral and alkaline conditions
Oxidative stability Good (saturated C14 chain)
pH stability Stable at pH 4–10

3.5 Incompatibilities

  • Strong oxidizing agents

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

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

4. Production Method

4.1 Synthesis Route (Hydrogen Peroxide Oxidation)

Reaction: C₁₄H₂₉N(CH₃)₂ + H₂O₂ → C₁₄H₂₉N(CH₃)₂→O + H₂O

Process:

  1. Tetradecyl dimethyl tertiary amine is reacted with hydrogen peroxide in aqueous solution

  2. Reaction temperature: 50–80°C

  3. pH control: 7–9 (using chelating agents to prevent metal-catalyzed decomposition)

  4. Reaction time: 4–8 hours

  5. Excess peroxide is neutralized with reducing agent

  6. Product is filtered and adjusted to final concentration (typically 30% active)

Typical yield: >95%

5. Quality Specifications

5.1 Typical Specifications (30% Aqueous Solution)

Parameter Specification Test Method
Appearance Clear to pale yellow liquid Visual
Active content (amine oxide, w/w) 29.0–31.0% Titration
Free amine (tertiary amine) ≤ 0.5% Titration
Hydrogen peroxide (residual) ≤ 0.1% Titration
pH (as supplied) 6.5–8.5 pH meter
Density (25°C) 0.96 ± 0.02 g/cm³ Hydrometer
Viscosity (25°C) 2,000–2,500 cP Brookfield
Cloud point 3°C ± 1°C Visual
Freezing point 1°C ± 1°C Visual
Color (APHA) ≤ 100 Visual
Iron (Fe) ≤ 5 ppm ICP-OES

6. Mechanism of Action

6.1 Surface Activity

Mechanism Description
Hydrophobic tail C14 alkyl chain provides oil solubility and surface activity
Hydrophilic head Amine oxide group (N→O) is highly polar, providing water solubility
pH-responsive charge Cationic at low pH, non-ionic at neutral/alkaline pH
Foam stabilization Stabilizes foam bubbles; excellent foam booster
Viscosity building Increases viscosity in certain formulations

6.2 Thickening Effect

Myristamine oxide provides significant viscosity building, especially in:

  • Anionic surfactant systems (e.g., SLES-based shampoos, body washes)

  • Hypochlorite solutions

  • Acidic cleaning formulations

Viscosity behavior: pH has a strong effect on viscosity – highest at neutral to slightly alkaline pH.

6.3 Foam Boosting

Parameter Performance
Foam volume Very high
Foam stability Excellent
Lime soap dispersant Good

7. Industrial Applications

7.1 Personal Care and Cosmetics (Primary Application)

Application Function Typical Concentration
Shampoos Foam booster, thickener, conditioner, antistatic 1–5%
2-in-1 shampoos Foam booster, conditioner 1–3%
Body washes Foam booster, viscosity builder 1–5%
Facial cleansers Mild surfactant, foam booster 0.5–3%
Hand soaps Foam booster, thickener 1–5%
Hair conditioners Antistatic, detangling 0.5–2%
Bar soaps Skin feel enhancer 1–3%

Benefits in personal care:

  • Excellent foam boosting and stabilization

  • Provides conditioning and antistatic properties

  • Viscosity builder in anionic systems

  • Mild to skin (reduces irritation of anionic surfactants)

  • Works synergistically with other surfactants

7.2 Hypochlorite (Bleach) Formulations

Parameter Value
Function Perfume solubilizer, thickener in hypochlorite solutions
Typical concentration 1–5%
Benefits Increases viscosity of bleach; solubilizes fragrances; stable in hypochlorite

7.3 Detergents and Cleaning Products

Application Function Typical Concentration
Automatic dishwashing detergents Foam control, wetting agent 0.5–2%
Hand dishwashing liquids Foam booster, grease emulsifier 2–5%
Laundry detergents Foam stabilizer, soil suspension 1–3%
Hard surface cleaners Wetting agent, emulsifier 0.5–3%
Floor cleaners Wetting, soil suspension 0.5–2%
Kitchen cleaners Grease emulsifier 1–3%

7.4 Industrial and Institutional Cleaning

Application Function
Car wash (automatic) Foam booster, wetting agent
Car wash (hand) Foam booster, lubricant
Truck wash Wetting agent, emulsifier
Metalworking cleaners Emulsifier, corrosion inhibitor
Industrial degreasers Surfactant, emulsifier

7.5 Water Treatment

Application Function
Water treatment chemicals Surfactant, wetting agent, dispersant

7.6 Paints and Coatings

Application Function
Polishes and waxes Emulsifier, wetting agent
Floor polishes Leveling agent

7.7 Agricultural Formulations

Application Function
Tank mix adjuvants Wetting agent, dispersant
Pesticide adjuvants Improves spray coverage

7.8 Antifreeze and De-icing Products

Application Function
Antifreeze products Wetting agent
De-icing products Wetting agent, surfactant

8. Compatibility and Formulation

8.1 Surfactant Compatibility

Surfactant Type Compatibility
Anionic (SLES, SLS, LAS) Excellent – viscosity building synergy
Cationic Excellent
Non-ionic Excellent
Amphoteric Excellent
Hypochlorite Excellent (stable, thickens)

8.2 Viscosity Building

Myristamine oxide is particularly effective at building viscosity in:

  • SLES-based formulations

  • High electrolyte systems

  • Acidic cleaning products

8.3 pH Effect on Viscosity

pH Viscosity Behavior
Low (<4) Cationic form – lower viscosity
Neutral (5–7) Highest viscosity
Alkaline (>8) Non-ionic form – moderate viscosity

9. Toxicology and Safety

9.1 Acute Toxicity

Parameter Value
Oral LD₅₀ (rat) 2,000–5,000 mg/kg (low to moderate toxicity)
Dermal LD₅₀ (rabbit) >2,000 mg/kg
Skin irritation Mild irritant
Eye irritation Moderate to severe irritant (concentrated product)
Skin sensitization Generally non-sensitizer
Inhalation Not expected to be hazardous

9.2 Antimicrobial Properties

Myristamine oxide exhibits antimicrobial activity:

  • Effective against Staphylococcus aureus (Gram-positive)

  • Effective against Escherichia coli (Gram-negative)

  • Slightly more effective than lauramine oxide

9.3 GHS Classification (Concentrated Product)

Classification Category
Signal word Warning
Hazard statements H315 – Causes skin irritation
  H319 – Causes serious eye irritation
  H411 – Toxic to aquatic life with long-lasting effects
Precautionary statements P264, P280, P302+P352, P305+P351+P338, P332+P313, P337+P313, P273, P391, P501

10. Environmental Fate

Parameter Value
Biodegradability Readily biodegradable
Aquatic toxicity (fish) Moderate to high
Bioaccumulation Low potential
REACH tonnage 1,000–10,000 tonnes/year (EEA)

11. Safety Precautions and PPE

  • Hazards:

    • Causes eye and skin irritation

    • Toxic to aquatic life with long-lasting effects

    • Avoid environmental release

  • PPE (recommended):

    • Chemical-resistant gloves (nitrile)

    • Safety glasses (EN 166) or chemical goggles

    • Protective clothing

  • First aid:

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

    • Skin contact: Wash with soap and water

    • Inhalation: Move to fresh air

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

12. Storage and Handling

12.1 Storage Conditions

Parameter Requirement
Temperature 5–40°C (protect from freezing – freezing point 1°C)
Container Keep tightly closed in original container (HDPE, stainless steel)
Protect from Freezing (gels upon freezing; thaw and mix before use)
Environment Cool, dry, well-ventilated area
Shelf life (sealed) 12–24 months
Shelf life (opened) 6–12 months

12.2 Freeze-Thaw Behavior

Condition Behavior Recovery
Freezing below 1°C Forms gel or semi-solid Returns to liquid upon warming (15–25°C) with mild agitation

13. Transport Information

Regulation Classification
UN Number Not regulated (typically)
ADR/RID Not classified as dangerous goods
IMDG Not regulated
IATA Not regulated

14. Synonyms and Common Names

  • English: Myristamine Oxide, Tetradecyl Dimethyl Amine Oxide, N,N-Dimethyltetradecylamine N-oxide, Myristyl Dimethyl Amine Oxide, C14 Amine Oxide, Tetradecyl Amine Oxide

  • Trade names: Chemoxide MO-PF, Aromox M-14, Barlox 14, Ammonyx MO

  • French: Oxyde de myristamine

  • German: Myristaminoxid

  • Spanish: Óxido de miristamina

  • Turkish: Miristil Amin Oksit, Miristamin Oksit, Tetradesil Dimetil Amin Oksit

15. Regulatory Status

Regulation Status
REACH (EU) Registered (1,000–10,000 tonnes/year)
TSCA (US) Listed
EINECS 222-059-3
EU Detergent Regulation Permitted as surfactant
EU Cosmetics Regulation Permitted (rinse-off products)

16. Why Choose Myristamine Oxide?

Advantage Description
Excellent foam booster Significantly enhances foam volume and creaminess
Superior viscosity builder Higher viscosity building than lauramine oxide (2,336 cP)
Effective thickener for bleach Stable in hypochlorite; thickens bleach formulations
Antimicrobial properties Slightly more effective than C12 amine oxide against S. aureus and E. coli
Peroxide-free formulation Suitable for peroxide-free secondary surfactant applications
Good wetting agent Very fast wetting (2 seconds)
pH-responsive Cationic at low pH, non-ionic at neutral/alkaline pH
Mild to skin Reduces irritation of anionic surfactants
Versatile Multiple applications across industries
Good solubility Clear liquid at room temperature (but freezes at 1°C)

Limitations:

  • High viscosity – 2,336 cP at 25°C (requires pumping consideration)

  • Freezes near 0°C – Freezing point 1°C; protect from freezing; store above 5°C

  • Eye and skin irritant – requires handling precautions

  • Aquatic toxicity – Toxic to aquatic life; avoid environmental release

17. Applications Summary Table

Sector Application Typical Concentration
Personal Care Shampoos, body washes, facial cleansers 1–5%
Hair Care 2-in-1 shampoos, conditioners 1–3%
Oral Care Toothpaste (limited) 0.5–2%
Detergents Hand dishwashing, automatic dishwashing 1–5%
Laundry Liquid detergents 1–3%
Industrial Cleaning Car wash, truck wash, metal cleaning 1–5%
Bleach Products Thickener, perfume solubilizer 1–5%
Water Treatment Surfactant, wetting agent 0.5–2%
Agriculture Adjuvants, tank mix additives 0.1–1%
Polishes Floor polishes, waxes 0.5–2%

18. Formulation Examples

18.1 High-Viscosity Shampoo

Component % w/w
SLES (70%) 10.0
Cocamidopropyl Betaine 3.0
Myristamine Oxide (30%) 2.0
Sodium chloride 0.5–1.0
Preservative q.s.
Water to 100

18.2 Thickened Bleach (Hypochlorite) Formulation

Component % w/w
Sodium hypochlorite (12%) 50.0
Myristamine Oxide (30%) 2.0–4.0
Fragrance 0.2–0.5
Water to 100

19. Comparison with Other Amine Oxides

Property Myristamine Oxide (C14) Lauramine Oxide (C12) C12-14 Amine Oxide Cocoamine Oxide
Chain length C14 only C12 only C12-14 mixed C10-16 mixed
Viscosity (30% soln) 2,336 cP Lower Lower Lower
Freezing point 1°C Lower 0–5°C Lower
Antimicrobial Slightly higher Moderate Moderate Moderate
Wetting time 2 sec Similar Good Good
CMC (mg/L) 32 40–50 ~35–45 ~40–50
Primary use Thickening, bleach Foaming, personal care General purpose General purpose

20. Summary Table – Key Specifications at a Glance

Parameter Value
Product Name Myristamine Oxide (Tetradecyl Dimethyl Amine Oxide)
CAS Number 3332-27-2
EC Number 222-059-3
Molecular Formula C₁₆H₃₅NO
Molecular Weight 257.46 g/mol
Appearance (30% soln) Clear to pale yellow liquid
Active Content (typical) 30%
Density (25°C) 0.96 g/cm³
Viscosity (25°C) 2,336 cP
Flash Point >94°C
Freezing Point 1°C
Cloud Point 3°C
Surface Tension 29.4 mN/m
Wetting Time 2 seconds
CMC 32.0 mg/L
pH (as supplied) 6.5–8.5
Primary Applications Shampoos, body washes, bleach thickening, detergents
Biodegradability Readily biodegradable
GHS Signal Word Warning
Hazard Statements H315, H319, H411

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

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