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Mixed Tartaric and Acetic Acid Esters, Mono and Diglyceride Mixed Tartrate and Acetate Ester, E472f, 68002-18-6

Mixed Tartaric and Acetic Acid Esters, Mono and Diglyceride Mixed Tartrate and Acetate Ester, E472f, 68002-18-6

E472f – MIXED TARTARIC AND ACETIC ACID ESTERS OF MONO- AND DIGLYCERIDES OF FATTY ACIDS

CAS Number: 68002-18-6
EC Number (EINECS): Not registered
Molecular Formula: Variable
Molecular Weight: ~400-800 g/mol
E Number: E472f

1. IDENTIFICATION INFORMATION

Parameter Information
Chemical Name Mixed Tartaric and Acetic Acid Esters of Mono- and Diglycerides of Fatty Acids
Other Names (English) Mixed Tartaric and Acetic Acid Esters, Mono- and Diglyceride Mixed Tartrate and Acetate Esters, Mixed Acid Esters of Mono- and Diglycerides
Chemical Class Non-ionic, amphiphilic emulsifier
CAS Number 68002-18-6
EC Number (EINECS) Not registered (polymeric mixture)
E Number E472f
Appearance White to off-white, waxy solid, beads or fine powder
Odor Slightly acidic, characteristic
Physical State (20°C) Solid (waxy)
Raw Material Source Vegetable or animal fatty acids (variable)

2. PHYSICAL PROPERTIES

Property Value
Physical State (20°C) Solid (waxy)
Appearance White to off-white, waxy solid, beads or fine powder
Odor Slightly acidic, characteristic
Melting Point 45 – 60 °C
Density (60°C) ~0.95 – 1.05 g/cm³
Solubility in Cold Water Dispersible (opaque emulsion)
Solubility in Hot Water (>50°C) Partially soluble / dispersible
Solubility in Vegetable Oils Soluble (hot)
Solubility in Ethanol (96%) Soluble (hot, >40°C)
Solubility in Acetone Soluble (hot)
Solubility in Chloroform Soluble
HLB Value ~8 – 12
pH (1:10 dispersion) 3.5 – 5.5

3. CHEMICAL PROPERTIES

Property Information
Chemical Class Mono/diglyceride ester (non-ionic, amphiphilic)
Functional Groups Ester (-COOR), hydroxyl (-OH), carboxyl (-COOH)
Chemical Structure Glycerol + Fatty Acids + Tartaric Acid + Acetic Acid
Stability Stable under normal storage conditions; protect from light and moisture
Hygroscopicity High (moisture-absorbing)
Incompatible Materials Strong oxidizing agents, strong acids, strong bases

Chemical Structure (Schematic):

CH₂-O-CO-R (Fatty Acid)
CH-O-CO-R (Fatty Acid) or -OH
CH₂-O-CO-CHOH-CHOH-COOH (Tartaric Acid) and -O-CO-CH₃ (Acetic Acid)

4. TECHNOLOGICAL MECHANISM OF ACTION

4.1. Emulsion Stabilization Mechanism

Parameter Description
Interfacial Activity Amphiphilic structure (hydrophobic fatty acid chains + hydrophilic tartaric/acetic acid groups)
Emulsion Type Stabilizes oil-in-water (O/W) emulsions
HLB Value ~8-12 (hydrophilic character dominant)
Mechanism Adsorbs at oil-water interface, reduces interfacial tension; forms steric barrier preventing coalescence

4.2. Gluten Interaction Mechanism

Parameter Description
Interaction Type Hydrogen bonds, ionic interactions, hydrophobic interactions
Target Molecules Gluten proteins (gliadin and glutenin)
Effect Strengthens gluten network structure and elasticity
Result Increased gas retention capacity; higher volume; finer and more uniform crumb structure

4.3. Starch Retrogradation Retardation Mechanism

Parameter Description
Interaction Type Adsorption on starch granule surface
Effect Prevents recrystallization of amylose and amylopectin chains (retrogradation)
Result Delayed staling; extended product shelf life

4.4. Fat Crystallization Control Mechanism

Parameter Description
Interaction Type Adsorption on triglyceride crystal growth surfaces
Effect Promotes stabilization in β' form; prevents transition to undesirable β form
Result Smooth texture, homogeneous crystallization, improved spreadability

5. FOOD APPLICATIONS AND DOSAGE

Application Function Recommended Dosage Suitability
Bread (Toast, Sandwich) Volume increase, gluten strengthening, softness 0.2-0.5% of flour weight High
Cakes and Sponges Fine crumb, even rising, texture firmness 0.3-0.8% of flour weight High
Tortillas, Lavash, Yufka Flexibility, tear resistance, foldability 0.2-0.4% of flour weight High
Margarine Emulsion stabilization, smooth spreadability 0.5-1.5% of total fat High
Sauces (Mayonnaise, Ketchup) Viscosity control, separation prevention 0.1-0.3% of total product High
Ice Cream Ice crystal growth limitation, mouthfeel 0.05-0.15% of mix High
Chocolate Coatings Fluidity, gloss improvement 0.1-0.2% of total product Medium
Confectionery Crystallization control, texture improvement 0.2-0.5% of total product Medium

6. NON-FOOD APPLICATIONS

Application Function Suitability
Cosmetics Co-emulsifier in O/W creams and lotions Medium
Pharmaceuticals (Topical) Viscosity enhancer in creams and ointments Medium
Agricultural Chemicals Co-emulsifier in emulsifiable concentrate (EC) formulations Medium
Bioplastics Internal lubricant in starch-based bioplastics Low

7. COMPARISON WITH OTHER EMULSIFIERS

Property E472f E472e (DATEM) E471 E477 (PGME)
HLB Value ~8-12 ~8-12 ~3-6 ~2-4
Emulsion Type O/W O/W W/O W/O
Gluten Interaction Strong Very Strong Weak None
Water Dispersibility Dispersible Dispersible Non-dispersible Non-dispersible
Acidic Medium Activity High Medium Low Low
Temperature Resistance >180°C >200°C >200°C >200°C
Foam Stabilization Good Good Medium Excellent
Staling Retardation Good Medium Weak Weak
Primary Use Bread, tortilla, sauces Industrial bread Margarine, bread Cakes, creams

8. QUALITY SPECIFICATIONS (FOOD GRADE)

Parameter Specification (E472f)
Appearance White to off-white, waxy solid, beads or powder
Identification (IR) Positive (ester and acid peaks)
Acid Value (mg KOH/g) ≤ 6.0
Saponification Value (mg KOH/g) 320 – 360
Total Tartaric Acid (molar) ≥ 15.0%
Total Acetic Acid (molar) ≥ 10.0%
Iodine Value Variable (depends on fatty acid source)
Hydroxyl Value 20 – 80 mg KOH/g
Free Glycerol ≤ 1.0%
Water Content ≤ 2.0%
Ash Content ≤ 0.5%
Melting Point 45 – 60 °C
pH (1:10 dispersion) 3.5 – 5.5
Heavy Metals (as Pb) ≤ 10 ppm
Residual Solvents Meets ICH Q3C requirements

9. MICROBIOLOGICAL SPECIFICATIONS

Parameter Specification
Total Aerobic Mesophilic Bacteria ≤ 1,000 CFU/g
Yeast and Mold ≤ 100 CFU/g
Salmonella spp. Negative in 25g
Escherichia coli Negative in 10g
Enterobacteriaceae ≤ 10 CFU/g
Staphylococcus aureus Negative in 1g
Bacillus cereus ≤ 100 CFU/g
Coliform Bacteria ≤ 10 CFU/g

10. MANUFACTURING PROCESS

Stage Process Conditions
1 Glycerol + Fatty Acids → Mono/Diglycerides (E471) 200-250°C, inert atmosphere (N₂), alkaline catalyst
2 Mono/Diglycerides + Tartaric Acid + Acetic Anhydride → E472f 100-150°C, vacuum, acid catalyst (p-TSA)
3 Neutralization pH neutralization with alkaline solution
4 Washing Washing with hot water (removal of excess acid and catalyst)
5 Drying Vacuum drying (water content ≤ 2.0%)
6 Purification Molecular distillation (to increase monoester ratio, optional)
7 Cooling and Forming Cooling + Forming into beads/powder/flakes

11. STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Cool (15-25°C), dry, well-ventilated area
Container Requirements Tightly closed, original packaging (hygroscopic)
Protect From Moisture (hygroscopic), direct sunlight (UV degradation), strong oxidizing agents
Shelf Life 24 months (unopened original packaging, recommended conditions)
Stability Note Color change (yellowing) may occur; protect from light and moisture

12. PACKAGING OPTIONS

Packaging Type Quantity
Kraft paper bag with PE inner liner 25 kg
Plastic pail (powder/beads) 20 kg
Big-Bag (bulk bag) 500 – 1,000 kg
IBC Tank (molten, hot-fill) 1,000 kg
Isotank (molten, hot-fill) 20 – 25 tons

13. SAFETY AND HEALTH INFORMATION

GHS Classification (Bulk Powder)

Hazard Class Category
Acute Toxicity (Oral) Category 4 (H302)
Skin Irritation Category 2 (H315)
Eye Irritation Category 2A (H319)

Hazard Statements (H-Codes)

Code Statement
H302 Harmful if swallowed
H315 Causes skin irritation
H319 Causes serious eye irritation

Precautionary Statements (P-Codes)

Code Statement
P261 Avoid breathing dust
P280 Wear protective gloves/eye protection
P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell
P302+P352 IF ON SKIN: Wash with plenty of soap and water
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes; remove contact lenses if present and easy to do; continue rinsing

Adverse Effects (Industrial Exposure)

Type Effects
Inhalation Respiratory tract irritation from dust
Skin Contact Mild irritation (dermatitis with repeated exposure)
Eye Contact Mechanical irritation, redness
Ingestion Low toxicity; large amounts may cause gastrointestinal discomfort

First Aid Measures

Exposure Route Action
Inhalation Move to fresh air. If respiratory irritation persists, seek medical attention.
Skin Contact Wash with plenty of soap and water. Remove contaminated clothing.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Seek medical attention.
Ingestion Rinse mouth. Do not induce vomiting. Seek medical attention.

14. CRITICAL COMPLIANCE DECLARATIONS

Criterion Description
Halal/Kosher Suitability Depends on raw material source (vegetable/animal). Certification must be requested from supplier.
GMO Status GMO-Free certification possible (depends on raw material source).
Nanoparticle Content Does not contain (compliant with EU 1169/2011).
Allergen Warning Does not contain gluten. However, if used in wheat-based products, must be labeled accordingly.
Vegan/Vegetarian Depends on raw material source (suitable if vegetable-based).
Acetic Acid Source May be synthetic or fermentation-derived (natural).

15. REGULATORY STATUS

Region / Authority Status
European Union Approved as food additive E472f (Regulation (EC) No 1333/2008)
USA (FDA) GRAS (21 CFR 184.1101)
JECFA (FAO/WHO) Approved; ADI: 0-25 mg/kg body weight
Türkiye (Ministry of Agriculture) Approved in Turkish Food Codex Food Additives Regulation
EU REACH Generally exempt or limited registration obligation (food additive)
Türkiye KKDİK Registration requirement must be evaluated; compliance declaration must be requested from supplier
WGK (Germany) 1 (slight hazard to water)

16. TRANSPORT INFORMATION

Parameter Information
UN Number Not regulated (not dangerous goods)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No
Transport Temperature (Solid) Ambient temperature
Transport Temperature (Molten) 60-70°C (hot-fill)

17. FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible solid (waxy nature)
Suitable Extinguishing Media Water spray (mist), CO₂, dry chemical powder, alcohol-resistant foam
Specific Hazards When heated, emits acetic acid vapors, CO, CO₂
Decomposition Products CO, CO₂, acetic acid vapors, tartaric acid derivatives
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing
Explosion Risk Low dust explosion risk; avoid dust accumulation in air

18. ACCIDENTAL SPILLAGE AND CLEANUP

Parameter Information
Personal Protection Nitrile gloves, protective goggles, dust mask (N95)
Cleaning Methods Collect mechanically (sweep or spatula)
Important Warning DO NOT WASH WITH WATER (may enter drainage, creates wastewater load)
Environmental Precautions Prevent entry into drains, soil, and surface waters
Waste Disposal According to local regulations; incineration or landfilling at licensed facilities

19. ENVIRONMENTAL INFORMATION

Parameter Information
Biodegradability Readily biodegradable (ester bonds hydrolyze)
Aquatic Toxicity Low to moderate toxicity
Bioaccumulation Not expected (low log P)
Waste Disposal Dispose according to local regulations (food additive waste)

20. OTHER NAMES AND SYNONYMS

Type Name
English Names Mixed Tartaric and Acetic Acid Esters, Mono- and Diglyceride Mixed Tartrate and Acetate Esters, Mixed Acid Esters of Mono- and Diglycerides
E Number E472f
CAS Number 68002-18-6
EC Number (EINECS) Not registered
HLB Value ~8-12

Trade Names (Partial List):

  • Grindsted® DATEM (similar products, different acid profile)

  • Palsgaard® 3000 series (E472f containing products)

  • ADM® E472f (generic)

  • Various generic suppliers

21. E472F VS E477 – SELECTION GUIDE

Criterion Prefer E472f Prefer E477 (PGME)
Product Type Bread, toast, tortilla, lavash, yeast-leavened doughs Cakes, sponges, whipped cream, pastry shortenings
Primary Issue Low volume, weak gluten, staling Collapsed cake, unstable cream, insufficient foam
Emulsion Need O/W (oil-in-water) W/O (water-in-oil)
HLB Value ~8-12 ~2-4
pH Sensitivity Suitable for acidic products (sauces, ketchup) Suitable for neutral products
Temperature Resistance Medium (>180°C) High (>200°C)
Water Dispersibility Dispersible Non-dispersible
Gluten Interaction Strong None

22. SUMMARY AND CRITICAL WARNINGS

Product Summary

Parameter Value
Product Mixed Tartaric and Acetic Acid Esters of Mono- and Diglycerides (E472f)
CAS 68002-18-6
Appearance White to off-white, waxy solid, beads or powder
Melting Point 45-60 °C
HLB Value ~8-12
Primary Sector Food (bakery, dairy, sauces)

Key Properties

Property Description
Emulsifier Type Non-ionic, amphiphilic (O/W)
HLB Value ~8-12 (hydrophilic)
Primary Effect Gluten strengthening, volume increase, staling retardation
Secondary Effect Emulsion stabilization, fat crystallization control
Acidic Character pH 3.5-5.5 (due to tartaric acid content)

Critical Warnings

No Warning
1 HLB ~8-12, ideal for O/W emulsions and gluten strengthening. Works via different mechanism than E477.
2 Do not confuse with E477 (PGME): E472f is for bread, tortilla, and yeast-leavened doughs; E477 is for cakes, creams, and pastry shortenings.
3 Dosage exceeding (>1.0%) weakens dough and makes it sticky. Strictly adhere to recommended dosages (Section 5).
4 Due to tartaric acid content, provides synergy in acidic products (sauces, ketchup) and exhibits antimicrobial side effects.
5 For Halal/Kosher certification, request raw material source (vegetable/animal) and certificate from supplier.
6 Hygroscopic (moisture-absorbing). After opening, store in airtight containers in dry environments.
7 Thermal degradation begins above 180°C; acetic acid may volatilize. For high-temperature processes (>200°C), consider DATEM (E472e) or PGME (E477) alternatives.
8 Protect from direct sunlight to prevent color change (yellowing).
9 Approved in EU (E472f), USA (GRAS), JECFA (ADI: 0-25 mg/kg). Approved in Turkish Food Codex.
10 GMO-Free certification possible. Does not contain gluten; however, must be labeled if used in wheat-based products.

IMPORTANT DECLARATION: This Technical Data Sheet (TDS) is for informational purposes only and has been prepared based on available technical data. The user is responsible for determining the product's suitability for their specific application and for complying with all local, national, and international regulations. The source of fatty acids (vegetable or animal) affects Halal and Kosher certification! For complete safety, storage, use, transport, waste, and regulatory compliance information, refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. The user is responsible for testing the product in their own processes and applications.

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