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Alpha Tocopherol, Vitamin E, DL-Alpha Tocopherol, D-Alpha Tocopherol, E307, E307a, E307b,  59-02-9, 10191-41-0

Alpha Tocopherol, Vitamin E, DL-Alpha Tocopherol, D-Alpha Tocopherol, E307, E307a, E307b,  59-02-9, 10191-41-0

ALPHA-TOCOPHEROL (VITAMIN E - E307)
PRODUCT IDENTIFICATION INFORMATION

Parameter Information
Product Name Alpha-Tocopherol
Chemical Name 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol
Synonyms (Turkish) Alfa Tokoferol, Vitamin E, E307, E307a, E307b
Synonyms (English) Alpha-Tocopherol, Vitamin E, DL-Alpha-Tocopherol, D-Alpha-Tocopherol, RRR-Alpha-Tocopherol, all-rac-Alpha-Tocopherol
E Number E307, E307a (natural D-alpha-tocopherol), E307b (mixed tocopherol concentrate)
CAS Numbers 59-02-9 (natural D-alpha-tocopherol)
  10191-41-0 (synthetic DL-alpha-tocopherol)
Molecular Formula C₂₉H₅₀O₂
Molecular Weight 430.71 g/mol
Appearance Clear, colorless to yellowish or brownish, viscous oil
Odor Almost odorless
Taste Mild, characteristic

CHEMICAL STRUCTURE

Alpha-Tocopherol

CH₃
|
HO—C₆H₂—(CH₂)₃—CH—(CH₂)₃—CH—(CH₂)₃—CH—CH₃
| | |
CH₃ CH₃ CH₃

Molecular Formula: C₂₉H₅₀O₂
SMILES: CC1=C(C(=C(C=C1CCC@HCCCC(C)CCCC(C)CCCC(C)C)O)C)C
InChIKey: GVJHHUAWPYXKBD-UHFFFAOYSA-N
Structure: Chromanol ring with a long phytyl side chain; Natural antioxidant; Fat-soluble vitamin; Most active and bioavailable form of vitamin E.

SECTION 1: CHEMICAL IDENTITY AND DESCRIPTION

Parameter Information
Product Name Alpha-Tocopherol
Chemical Name 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol
Synonyms (Turkish) Alfa Tokoferol, Vitamin E, E307, E307a, E307b
Synonyms (English) Alpha-Tocopherol, Vitamin E, DL-Alpha-Tocopherol, D-Alpha-Tocopherol, RRR-Alpha-Tocopherol, all-rac-Alpha-Tocopherol
E Number E307, E307a (natural D-alpha-tocopherol), E307b (mixed tocopherol concentrate)
CAS Numbers 59-02-9 (natural D-alpha-tocopherol)
  10191-41-0 (synthetic DL-alpha-tocopherol)
Molecular Formula C₂₉H₅₀O₂
Molecular Weight 430.71 g/mol
Chemical Class Fat-soluble vitamin; Tocopherol; Antioxidant
Source Natural (vegetable oils) or synthetic (condensation)
Physical State (20°C) Liquid (viscous oil)
Odor Almost odorless
Color Clear, colorless to yellowish or brownish
Taste Mild, characteristic
Biological Activity D-alpha-tocopherol: Highest; DL-alpha-tocopherol: Lower

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value Test Method / Note
Appearance Clear, colorless to yellowish/brownish viscous oil Visual
Odor Almost odorless Olfactometric
Molecular Weight 430.71 g/mol Calculated
Density (20°C) 0.950 g/cm³ ASTM D4052
Melting Point 2.5 – 3.5°C DSC
Boiling Point ~393°C
Flash Point ~240°C (closed cup)
Refractive Index (20°C) 1.503 – 1.507
Solubility in Water Insoluble General Method
Solubility in Fats/Oils Freely soluble General Method
Solubility in Ethanol Soluble General Method
Solubility in Acetone Soluble General Method
Solubility in Chloroform Soluble General Method
pH Neutral
Optical Rotation (DL) -0.01° to +0.01° Polarimetry
Stability Sensitive to light, heat, and oxygen; Degrades upon oxidation
Antioxidant Activity High
Acid Value ≤ 1.0 mg KOH/g Titrimetric
Assay (DL-Alpha-Tocopherol) 96.0 – 102.0% HPLC / Titrimetric
Ash ≤ 0.1% Gravimetric
Heavy Metals ≤ 10 ppm AAS / ICP
Arsenic (As) ≤ 3 ppm AAS / ICP
Lead (Pb) ≤ 2 ppm AAS / ICP
Mercury (Hg) ≤ 1 ppm AAS / ICP

SECTION 3: ALPHA-TOCOPHEROL FORMS

Type CAS Number Description Source Activity
D-alpha-Tocopherol (RRR) 59-02-9 Natural form; Highest biological activity; Preferred form by the body Natural (vegetable oils) Highest
DL-alpha-Tocopherol (all-rac) 10191-41-0 Synthetic form; Racemic mixture (8 stereoisomers); Lower biological activity Synthetic Moderate
D-alpha-Tocopheryl Acetate 58-95-7 Esterified natural form; More stable; Widely used in cosmetics and food Natural/synthetic After hydrolysis
DL-alpha-Tocopheryl Acetate 7695-91-2 Esterified synthetic form; More stable Synthetic After hydrolysis
Mixed Tocopherols Natural mixture (alpha, beta, gamma, delta) Natural Variable

SECTION 4: MECHANISM OF ACTION

Property Description
Antioxidant Neutralizes free radicals; Protects cell membranes from oxidative damage; Prevents lipid peroxidation; Protects polyunsaturated fatty acids
Free Radical Scavenger Donates hydrogen atom to free radicals; Breaks lipid peroxidation chain reaction; Protects against oxidative stress
Cell Membrane Protection Stabilizes cell membranes; Protects against oxidative damage; Maintains membrane fluidity
Immune System Support Enhances immune function; Supports T-cell proliferation; Protects immune cells from oxidative damage
Neurological Protection Protects neurons from oxidative damage; Supports cognitive function; May reduce risk of neurodegenerative diseases
Cardiovascular Support Protects LDL cholesterol from oxidation; Supports heart health; Inhibits blood clotting (anti-thrombotic)
Anti-inflammatory Reduces inflammation; Modulates inflammatory mediators; Supports tissue healing
Skin Protection Protects skin from UV damage; Prevents premature aging; Supports collagen production

SECTION 5: PRODUCTION METHODS

Method 1: Natural Extraction

Process: Vegetable oils → Extraction → Molecular Distillation → Purification → D-alpha-tocopherol

Description: Tocopherols are extracted from vegetable oils (soybean, sunflower, corn, wheat germ); Purified by molecular distillation; Natural D-alpha-tocopherol (RRR) is obtained.

Method 2: Synthetic Synthesis (Condensation)

Process: Trimethylhydroquinone (TMHQ) + Isophytol → Condensation → DL-alpha-tocopherol

Description: Trimethylhydroquinone and isophytol are condensed to form DL-alpha-tocopherol; Racemic mixture (8 stereoisomers); Purified by vacuum distillation.

Method 3: Fermentation (Semi-Synthetic)

Process: Natural precursors → Fermentation → Purification → Natural tocopherol

Description: Fermentation using precursors from natural sources; More sustainable method; Increasingly common.

SECTION 6: FUNCTIONAL PROPERTIES

Property Description
Antioxidant (Food) Prevents oxidation of fats and oils; Extends shelf life of fatty foods; Prevents rancidity; Protects flavors and colors; Used at 200-500 mg/kg oil
Nutritional Supplement Provides essential vitamin E; Supports immune function; Protects against oxidative stress; Daily requirement: 15 mg/day
Cosmetic Ingredient Anti-aging agent; Moisturizer; Skin protector; UV protection support; Used in creams, lotions, serums, lipsticks
Pharmaceutical Ingredient Active ingredient in supplements; Antioxidant therapy; Wound healing support; Neuroprotective agent
Feed Additive Vitamin source and antioxidant in animal feed; Improves meat quality; Supports animal health
Fat Stabilizer Prevents rancidity in oils and fats; Protects against oxidation during storage; Extends product shelf life
Synergistic Effect Works synergistically with ascorbic acid (vitamin C); Enhanced activity with lecithin and ascorbyl palmitate

SECTION 7: MAIN APPLICATION AREAS

Industry / Application Function Typical Use
Food Industry (E307) Antioxidant, vitamin source Vegetable oils, margarine, fats, fish oil, ready desserts, soups, potato chips, chewing gum, meat products (pork, turkey); 200-1000 mg/kg oil
Food Supplements Vitamin source, antioxidant Vitamin E supplements; Multivitamin formulations; Sports nutrition; Health products
Cosmetics Anti-aging, moisturizer, skin protector Creams, lotions, serums, sunscreens, lip balms, lipsticks; Body and face oils
Pharmaceutical Active ingredient, antioxidant Vitamin E supplements; Antioxidant therapy; Neuroprotective formulations; Parenteral use (sterilization required)
Animal Feed Vitamin source, antioxidant Poultry, swine, cattle feed; Pet food; Fish feed
Baby Food Vitamin source Infant formulas; Baby foods; Pediatric nutrition
Functional Foods Antioxidant, vitamin source Fortified foods; Health drinks; Energy bars

SECTION 8: SAMPLE FORMULATIONS

Oil Antioxidant Blend:

Component Amount
Alpha-Tocopherol (E307) 200 – 500 mg/kg oil
Vegetable Oil 100%
Ascorbyl Palmitate (Synergist) 50 – 100 mg/kg oil

Instructions: Dissolve alpha-tocopherol in oil with gentle heating (40-50°C); Add ascorbyl palmitate for synergistic effect; Store in cool, dark place.

Vitamin E Supplement (Capsule, 400 IU):

Component Amount
Alpha-Tocopherol (DL or D) 400 IU
Vegetable Oil (Carrier) As required
Gelatin Capsule 1 capsule

Instructions: Fill capsule with alpha-tocopherol and carrier oil; Seal; Standard packaging.

Cosmetic Cream (100 g):

Component Amount
Alpha-Tocopherol 0.5 – 2.0 g
Emulsifiers As required
Carrier Oils As required
Water To 100 g
Preservatives As required

Instructions: Dissolve alpha-tocopherol in oil phase; Emulsify with water phase; Cool with mixing; Add preservatives.

SECTION 9: QUALITY SPECIFICATIONS

Parameter Food Grade (E307) Pharmaceutical Grade Test Method
Appearance Clear to yellowish/brownish oil Clear to yellowish/brownish oil Visual
Assay (Alpha-Tocopherol) 96.0 – 102.0% 96.0 – 102.0% HPLC / Titrimetric
Refractive Index (20°C) 1.503 – 1.507 1.503 – 1.507
Optical Rotation (DL) -0.01° to +0.01° -0.01° to +0.01° Polarimetry
Acid Value ≤ 1.0 mg KOH/g ≤ 0.5 mg KOH/g Titrimetric
Ash ≤ 0.1% ≤ 0.1% Gravimetric
Heavy Metals (as Pb) ≤ 10 ppm ≤ 5 ppm AAS / ICP
Arsenic (As) ≤ 3 ppm ≤ 1 ppm AAS / ICP
Lead (Pb) ≤ 2 ppm ≤ 1 ppm AAS / ICP
Mercury (Hg) ≤ 1 ppm ≤ 0.5 ppm AAS / ICP
Related Substances ≤ 2.5% ≤ 2.5% GC / HPLC

SECTION 10: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Mouse) 5,000 mg/kg (practically non-toxic)
Acute Dermal Toxicity Non-irritating
Skin Irritation Non-irritating
Eye Irritation Mild irritation
Chronic Toxicity Non-toxic; FDA GRAS status; Food additive E307
Carcinogenicity Not classified as carcinogenic
Mutagenicity Not mutagenic
Reproductive Toxicity No reproductive toxicity at normal levels
Allergenicity Not a common allergen
Acceptable Daily Intake 0.15 – 2.0 mg/kg body weight (WHO)
Upper Limit (Adult) 1,000 mg/day
Special Toxicity Note Generally safe; High doses (>1,000 mg/day) may increase bleeding risk (anticoagulant effect); Caution with warfarin/coumarin users; May cause nausea, diarrhea, fatigue, headache; Natural antioxidant; Essential nutrient; FDA GRAS; E307 approved

SECTION 11: GHS CLASSIFICATION AND LABELING

GHS Classification (in accordance with CLP and UN GHS):

Hazard Class Category H-Statement
Not classified as hazardous

SIGNAL WORD: NONE (not classified as hazardous)

Hazard Pictograms: NONE

Hazard Statements (H-Codes): Not classified as hazardous under GHS regulations. Some sources list H312, H315, H319, H335 for DL-alpha-tocopherol.

NFPA 704 Hazard Classification:

Health Flammability Reactivity Special
1 1 0 -
(Slight health hazard) (Combustible) (Stable) (None)

SECTION 12: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing dust/fume/gas/mist/vapors/spray
P264 Wash hands thoroughly after handling
P271 Use only outdoors or in a well-ventilated area
P280 Wear protective gloves/protective clothing/eye protection/face protection
P302+P352 IF ON SKIN: Wash with plenty of soap and water
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and continue rinsing
P312 Call a POISON CENTER/doctor if you feel unwell
P332+P313 If skin irritation occurs: Get medical advice/attention
P337+P313 If eye irritation persists: Get medical advice/attention
P362+P364 Take off contaminated clothing and wash it before reuse
P403+P233 Store in a well-ventilated place. Keep container tightly closed
P501 Dispose of contents/container in accordance with local/regional/national/international regulations

SECTION 13: FIRST AID MEASURES

Exposure Route Action to Take
Inhalation Remove to fresh air immediately. If respiratory irritation develops, seek medical attention.
Skin Contact Wash with plenty of soap and water. If irritation persists, get medical attention.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Keep eyelids open. Remove contact lenses if present. If irritation persists, seek medical attention.
Ingestion Rinse mouth. Drink plenty of water. Generally non-toxic. If large quantities are ingested and symptoms occur, seek medical attention.

SECTION 14: FIREFIGHTING MEASURES

Parameter Information
Fire Hazard Combustible organic material. Flash point ~240°C. May burn if exposed to high heat.
Hazards Arising from Fire Thermal decomposition produces carbon monoxide, carbon dioxide, and water.
Suitable Extinguishing Media Water spray, CO₂, dry chemical powder, foam.
Unsuitable Extinguishing Media Water jet (may spread)
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing.
Special Precautions Prevent from entering sewers and waterways. Keep containers cool.

SECTION 15: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area (≤25°C); PROTECT FROM LIGHT, HEAT, and OXYGEN; Keep away from direct sunlight and high temperatures; Store under inert gas (nitrogen) if possible.
Container Requirements Tightly closed, light-proof, oxygen-impermeable containers (amber glass, aluminum, stainless steel).
Materials to Protect From Light, heat, oxygen, strong oxidizing agents, moisture
Shelf Life 24 months (in unopened original packaging, under proper storage conditions).
Stability Note Sensitive to light, heat, and oxygen; Degrades upon oxidation (darkens); Keep container tightly closed; Protect from excessive heat and light; Store under nitrogen.
Special Storage Requirements Store in a dark, cool, dry place; Avoid exposure to air and light; Opened containers must be flushed with nitrogen and resealed immediately.

SECTION 16: PACKAGING OPTIONS

Packaging Type Quantity Material
Amber Glass Bottle 100 mL, 500 mL, 1 L Amber glass (light-proof)
Aluminum Bottle 1 L, 5 L, 10 L Aluminum (oxygen-impermeable)
Stainless Steel Drum 25 kg, 50 kg, 200 kg Stainless steel (nitrogen flushed)
IBC Container 1000 L Stainless steel (nitrogen flushed)

SECTION 17: TRANSPORT INFORMATION

Parameter Information
UN Number Not regulated (non-hazardous)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated (non-hazardous)
IATA (Air) Not regulated (non-hazardous)
Marine Pollutant No
Transport Temperature Ambient temperature; Protect from light and heat.

SECTION 18: REGULATORY STATUS

Region / Authority Status
European Union Food additive E307/E307a/E307b approved by EFSA; Ph.Eur. monograph compliant
USA (TSCA) Listed (TSCA Inventory)
USA (FDA) GRAS (Generally Recognized as Safe) – 21 CFR 182.3890; Food additive; Dietary supplement; USP monograph compliant
Turkey Food additive E307; Subject to KKDIK regulation; Dietary supplement
IARC Not classified (non-toxic, non-carcinogenic)
NTP Not listed
OSHA Not regulated as toxic or carcinogenic substance
California (Prop 65) Not listed
USP/NF Listed as pharmaceutical ingredient
FCC (Food Chemicals Codex) Listed
Halal Yes
Kosher Yes
Vegan Yes

SECTION 19: OTHER NAMES AND SYNONYMS

Type Name
Turkish Names Alfa Tokoferol, Vitamin E, E307, E307a, E307b
English Names Alpha-Tocopherol, Vitamin E, DL-Alpha-Tocopherol, D-Alpha-Tocopherol, RRR-Alpha-Tocopherol, all-rac-Alpha-Tocopherol
Chemical Names 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol; 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol
E Numbers E307, E307a, E307b
CAS Numbers 59-02-9 (D-alpha-tocopherol); 10191-41-0 (DL-alpha-tocopherol)
Molecular Formula C₂₉H₅₀O₂
HS Code 2936.28
Synonyms Vitamin E alcohol, DL-Vitamin E, IRGANOX E 201, Phytogermine, Profecundin

SECTION 20: SUMMARY TABLE

Parameter D-alpha-Tocopherol (Natural) DL-alpha-Tocopherol (Synthetic)
CAS Number 59-02-9 10191-41-0
Source Natural (vegetable oils) Synthetic (condensation)
Stereoisomers 1 (RRR) 8 (racemic mixture)
Biological Activity Highest Lower
E Number E307a E307
Primary Use Supplements, high purity Food, cosmetics, industrial
Cost Higher Lower

SECTION 21: CRITICAL WARNINGS AND BEST PRACTICES

CRITICAL WARNINGS:

  • Not classified as hazardous under GHS. Non-toxic, non-carcinogenic. FDA GRAS status.

  • Food additive E307 – Approved by EFSA, FDA, and WHO JECFA.

  • Sensitive to light, heat, and oxygen – degrades upon oxidation. Store in tightly closed, light-proof, oxygen-impermeable containers. Store under inert gas (nitrogen).

  • Fat-soluble vitamin – best absorbed with fats/oils; Take with meals containing fat.

  • High doses (>1,000 mg/day) – may increase bleeding risk (anticoagulant effect); Caution with warfarin/coumarin users.

  • Natural (D) and synthetic (DL) forms – biological activity differs; D-alpha-tocopherol is more active.

  • Ester forms (acetate, succinate) – more stable; Hydrolyzed in the body to release active form.

  • Combustible – flash point ~240°C; Keep away from open flames and high heat.

  • Essential nutrient – required for human health; Daily requirement: 15 mg/day.

  • Not a common allergen – suitable for most individuals.

BEST PRACTICE RECOMMENDATIONS:

Food Industry (E307): Use as antioxidant to prevent rancidity; Vegetable oils, margarine, fats, fish oil, meat products; Dosage: 200-500 mg/kg oil (up to 1,000 mg/kg for chewing gum and flavors); Add at the end of processing; Protect from light and heat; Combine with ascorbyl palmitate for synergistic effect.

Cosmetics: Use as anti-aging and moisturizing agent; Creams, lotions, serums, sunscreens, lipsticks; Dosage 0.5-2.0%; Dissolve in oil phase; Protects skin from UV damage; Prevents premature aging.

Dietary Supplements: Use as vitamin source; 100-1000 IU per serving; Take with fatty meals for better absorption; Combine with other antioxidants; Follow recommended daily intake (15 mg/day).

Pharmaceutical: Use as active ingredient; Vitamin E supplements; Antioxidant therapy; Parenteral use requires sterilization.

Animal Feed: Use as vitamin source and antioxidant; Poultry, swine, cattle feed; Dosage 10-100 g/ton; Improves meat quality; Supports animal health.

Handling: Use in well-ventilated areas; Avoid dust formation (liquid form); Use gloves and safety goggles.

Personal Protective Equipment: Safety goggles, protective gloves (nitrile, neoprene). Not required for handling.

Hygiene: Wash hands thoroughly after handling; Do not eat, drink, or smoke while using.

Storage: Store in tightly closed, light-proof, oxygen-impermeable containers; Store in a cool, dry, well-ventilated area (≤25°C); Protect from light, heat, and oxygen; Store under inert gas (nitrogen); Opened containers must be flushed with nitrogen and resealed immediately; Shelf life: 24 months under proper conditions.

Spill Management: Absorb with inert material (sand, vermiculite); Place in suitable sealed container; Do not allow entry into drains or waterways.

Disposal: Dispose of in accordance with local, regional, and national regulations; Non-hazardous waste; Can be incinerated in compliance with regulations.

NATURAL SOURCES OF VITAMIN E:

Source Vitamin E Content (mg/100g)
Wheat Germ Oil ~150 – 200
Sunflower Oil ~40 – 60
Almonds ~25 – 30
Hazelnuts ~15 – 20
Soybean Oil ~10 – 20
Spinach ~2 – 3
Avocado ~2 – 3
Mango ~1 – 2

DAILY REQUIREMENT (RECOMMENDED DAILY ALLOWANCE):

Age Group Daily Requirement
Adults 15 mg/day (22.4 IU)
Children (1-3 years) 6 mg/day
Children (4-8 years) 7 mg/day
Adolescents (9-13 years) 11 mg/day
Pregnant Women 15 mg/day
Lactating Women 19 mg/day

LEGAL DISCLAIMER:
The information provided in this document is based on our current knowledge and experience and is presented in good faith. However, as all conditions of use are beyond our control, it does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are responsible for testing the suitability for their own applications. For complete safety, storage, use, handling, waste, and regulatory compliance information, please refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier.

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