ALPHA-TOCOPHEROL ACETATE
Alpha-tocopherol acetate is a stable, esterified form of alpha-tocopherol, the most active and biologically significant form of Vitamin E.
As a fat-soluble compound, Alpha-tocopherol acetate plays a crucial role in protecting cell membranes from oxidative damage caused by free radicals.
The acetate form enhances the stability of Vitamin E, making Alpha-tocopherol acetate less susceptible to degradation from heat, air, and light, which is particularly beneficial in formulations requiring a longer shelf life.
CAS Number: 7695-91-2
EC Number: 231-710-0
Molecular Formula: C31H52O3
Molecular Weight: 472.74 g/mol
Synonyms: 2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]-, ACETATE, (2R)-, 2H1BENZOPYRAN6OL, 3,4DIHYDRO2,5,7,8TETRAMETHYL2(4,8,12TRIMETHYLTRIDECYL), , ACETATE, [2R*(4R*,8R*)](+/) , 2H1BENZOPYRAN6OL, 3,4DIHYDRO2,5,7,8TETRAMETHYL2(4,8,12TRIMETHYLTRIDECYL), [2R[2R*(4R*,8R*)]], 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL)- ACETATE 2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL)-2H-BENZOPYRAN-6-YL ACETATE, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL-2H-BENZOPYRAN-6-OL,, ACETATE 2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL)-, ACETATE 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL-2H-BENZOPYRAN-6-OL, ALPHA-TOCOPHERYL ACETATE, D-A-TOCOPHERYL ACETATE, D-ALPHA-TOCOPHERYL ACETATE, DL-A -TOCOPHERYL ACETATE, DL-ALPHA TOCOPHERYL ACETATE, DL-ALPHA-TOCOPHERYL ACETATE, TOCOPHERYL ACETATE, DL-ALPHA , VITAMIN E ACETATE, [2R*(4R*,8R*)]-(±)-3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECYL)-2H-BENZOPYRAN-6-YL ACETATE
Alpha-tocopherol acetate is a fat-soluble antioxidant and a synthetic esterified form of alpha-tocopherol, the most biologically active form of Vitamin E.
Alpha-tocopherol acetate is widely used in dietary supplements, skincare, and pharmaceutical products due to its stability and ability to prevent oxidation.
Alpha-tocopherol acetate protects cell membranes from oxidative damage caused by free radicals, thereby supporting immune function, skin health, and overall cellular integrity.
In skincare formulations, Alpha-tocopherol acetate is valued for its moisturizing and anti-aging properties, as it helps to enhance skin elasticity, reduce inflammation, and promote healing of wounds and scars.
Alpha-tocopherol acetate is also commonly found in cosmetics, lotions, and serums as an effective emollient and skin-conditioning agent.
In the food industry, Alpha-tocopherol acetate serves as a preservative to extend shelf life by preventing rancidity in oils and fats.
The esterification of alpha-tocopherol into its acetate form makes it more stable and resistant to degradation from air and light, ensuring a longer shelf life in various products.
Once absorbed by the body, enzymes convert Alpha-tocopherol acetate back into its active form, allowing it to exert its full antioxidant potential.
Although generally recognized as safe, excessive intake of Alpha-tocopherol acetate through supplements can lead to potential side effects, including an increased risk of bleeding due to its anticoagulant properties.
In recent years, concerns have arisen over its use in certain vaping products, as inhalation of Alpha-tocopherol acetate has been linked to lung-related health issues.
Despite this, Alpha-tocopherol acetate remains a vital ingredient in many health and wellness applications, reinforcing its importance in both nutrition and skincare industries.
Alpha-tocopherol acetate has effective anti-inflammatory and antioxidant properties.
Alpha-tocopherol acetate or Vitamin-E acetate is frequently preferred in cosmetic formulations for its stable structure.
Therefore, Alpha-tocopherol acetate can prevent premature aging of the skin caused by UV light and lipid peroxidation.
Alpha-tocopherol acetate is a synthetic form of vitamin E.
Alpha-tocopherol acetate is the ester of acetic acid and α-tocopherol.
Alpha-tocopherol acetate used as an additive or thickening agent in some products is also added to supplements and skin creams.
Alpha-tocopherol acetate doesn’t seem to cause harm when swallowed or used topically in moderate amounts.
But previous research suggests that inhaling Alpha-tocopherol acetate might impair people’s lung function.
Alpha-tocopherol acetate is an active ingredient for use in cosmetic products for the skin and the hair.
As an in-vivo antioxidant, Alpha-tocopherol acetate protects the cells against free radicals and prevents the peroxidation of body fats.
Alpha-tocopherol acetate is also an effective moisturizing agent and improves the elasticity and smoothness of the skin, and is particularly suitable for use in sun-protection products and products for daily personal care.
Alpha-tocopherol acetate is supplied in a light yellow, viscous oil, has practically no odor, and is miscible with hydrocarbons, alcohols, fats and oils; and insoluble in water.
Alpha-tocopheryl acetate is a specific form of vitamin E that’s often found in skin care products and dietary supplements.
Alpha-tocopherol acetate is the stable form of Vitamin E most often used in cosmetic formulations for its skin care benefits.
Alpha-tocopherol acetate can prevent premature aging of the skin induced by UV irradiation and lipid peroxidation.
Naturally occurring vitamin E can be unstable in skin care formulations.
Alpha-tocopherol acetate is susceptible to UV irradiation, being rapidly converted to tocopheroxy radicals that use up other anitoxidants.
Alpha-tocopherol acetate is also an effective moisturizing agent and improves the elasticity and smoothness of the skin.
Alpha-tocopherol acetate is particularly suitable for use in sun-protection products and products for daily personal care.
Tocopherol acetate is not oxidized and can penetrate through the skin to the living cells, where about 5% is converted to free tocopherol and provides beneficial antioxidant effects.
Alpha-tocopherol acetate is the stable form of Vitamin E most often used in cosmetic formulations for its skin care benefits.
Alpha-tocopherol acetate protects the cells against free radicals and prevents the peroxidation of body fats as an in-vivo antioxidant.
Alpha-tocopherol acetate is a stable, esterified form of alpha-tocopherol, the most active and biologically significant form of Vitamin E.
Alpha-tocopherol acetate is widely used in pharmaceuticals, nutraceuticals, cosmetics, and food preservation due to its strong antioxidant properties.
As a fat-soluble compound, Alpha-tocopherol acetate plays a crucial role in protecting cell membranes from oxidative damage caused by free radicals, which are unstable molecules that contribute to aging, inflammation, and various chronic diseases.
The acetate form enhances the stability of Vitamin E, making Alpha-tocopherol acetate less susceptible to degradation from heat, air, and light, which is particularly beneficial in formulations requiring a longer shelf life.
In dermatology and skincare, Alpha-tocopherol acetate is extensively incorporated into creams, lotions, serums, and sunscreens due to its ability to improve skin hydration, reduce the appearance of fine lines and wrinkles, and support wound healing.
Alpha-tocopherol acetate also helps in mitigating the harmful effects of UV radiation and environmental pollutants by neutralizing oxidative stress, making it a key ingredient in anti-aging and sun protection products.
Unlike free alpha-tocopherol, which can degrade more quickly upon exposure to oxygen, the acetate form remains intact until it is absorbed by the skin, where it is enzymatically converted into active Vitamin E.
In dietary supplements, Alpha-tocopherol acetate is used to support overall health, particularly in enhancing immune function, maintaining cardiovascular health, and preventing deficiencies that may lead to neurological or muscular disorders.
Alpha-tocopherol acetate is frequently included in multivitamin formulations and is often recommended for individuals with malabsorption conditions or those at risk of Vitamin E deficiency.
Additionally, due to its role in reducing oxidative damage, Alpha-tocopherol acetate has been studied for potential benefits in conditions like Alzheimer's disease, macular degeneration, and certain types of cancer, though more research is needed to confirm these effects.
In the food industry, Alpha-tocopherol acetate serves as a natural preservative to prevent the oxidation of fats and oils, which helps extend the shelf life of processed foods, snacks, and cooking oils.
Alpha-tocopherol acetate is commonly found in fortified foods and infant formulas, ensuring adequate Vitamin E intake for optimal growth and development.
Despite its numerous benefits, excessive intake of Alpha-tocopherol acetate, particularly through high-dose supplements, may lead to adverse effects such as increased bleeding risk, nausea, fatigue, or interactions with certain medications like blood thinners.
While Alpha-tocopherol acetate is considered safe for topical and oral use within recommended limits, concerns have emerged regarding its inhalation, especially in vaping products, where it has been linked to serious lung injuries.
Overall, Alpha-tocopherol acetate remains a versatile and essential compound in the health, skincare, and food industries, valued for its ability to combat oxidative stress, support immune function, enhance skin health, and improve product stability.
Market Overview of Alpha-Tocopherol Acetate:
The market for Alpha-tocopherol acetate is experiencing steady growth, driven by increasing demand across the pharmaceutical, nutraceutical, cosmetic, and food industries.
As consumers become more health-conscious, the demand for dietary supplements containing Vitamin E has risen, especially in regions like North America, Europe, and Asia-Pacific.
The growing awareness of skin health and anti-aging solutions has also fueled its adoption in skincare and personal care products, where Alpha-tocopherol acetate is used in lotions, sunscreens, and anti-aging creams.
Additionally, Alpha-tocopherol acetate's role as a natural preservative in food products and animal feed has contributed to its market expansion.
The global Vitamin E market, including Alpha-tocopherol acetate, is expected to witness continued growth due to increasing applications in functional foods, pharmaceutical formulations, and dietary supplements.
The rise of vegan and plant-based alternatives has also encouraged manufacturers to develop natural sources of Vitamin E.
However, the market faces challenges such as price fluctuations of raw materials (primarily derived from vegetable oils), strict regulatory guidelines, and concerns over the safety of Alpha-tocopherol acetate's use in vaping products due to links with lung injuries.
Despite these challenges, innovation in bio-based Vitamin E production and the expansion of the wellness and cosmetics industry are expected to drive future growth, with key players investing in research and development to enhance product stability, absorption, and effectiveness.
Uses of Alpha-Tocopherol Acetate:
Alpha-tocopherol acetate is widely used across multiple industries due to its powerful antioxidant, moisturizing, and protective properties.
In skincare and cosmetics, Alpha-tocopherol acetate is a key ingredient in lotions, serums, and sunscreens, helping to protect the skin from oxidative damage, improve hydration, and reduce the appearance of fine lines and scars.
Alpha-tocopherol acetate is also used in dietary supplements and pharmaceuticals to support immune function, cardiovascular health, and neurological well-being while preventing Vitamin E deficiency.
In the food industry, Alpha-tocopherol acetate acts as a natural preservative, preventing the oxidation of fats and oils in processed foods and fortified products like infant formulas.
Additionally, Alpha-tocopherol acetate is used in hair care products to enhance scalp health and strengthen hair fibers.
While Alpha-tocopherol acetate is generally safe for topical and oral use, its inhalation—particularly in vaping products—has been linked to serious lung injuries, leading to concerns about its safety in aerosolized forms.
Despite this, Alpha-tocopherol acetate remains a valuable ingredient in health, beauty, and nutrition due to its stability and broad range of benefits.
Alpha-tocopherol acetate has a wide range of uses across multiple industries due to its antioxidant, moisturizing, and protective properties.
Some of Alpha-tocopherol acetate's key applications include:
Skincare and Cosmetics:
Alpha-tocopherol acetate acts as a powerful antioxidant, protecting the skin from oxidative damage caused by free radicals, UV rays, and environmental pollutants.
Alpha-tocopherol acetate is used in anti-aging products to reduce the appearance of wrinkles and fine lines.
Alpha-tocopherol acetate provides deep hydration, helping to maintain skin moisture and elasticity.
Alpha-tocopherol acetate supports wound healing and reduces scarring by promoting skin regeneration.
Alpha-tocopherol acetate found in lotions, serums, sunscreens, lip balms, and moisturizers due to its ability to soothe dry and damaged skin.
Dietary Supplements & Nutrition:
Alpha-tocopherol acetate is commonly included in multivitamins and nutritional supplements to support overall health.
Alpha-tocopherol acetate helps maintain a healthy immune system by protecting cells from oxidative stress.
Alpha-tocopherol acetate supports cardiovascular health by preventing the oxidation of cholesterol, which may reduce the risk of heart disease.
Alpha-tocopherol acetate plays a role in neurological function, potentially aiding in cognitive health and reducing the risk of neurodegenerative diseases.
Alpha-tocopherol acetate is used to prevent Vitamin E deficiency, especially in individuals with malabsorption disorders.
Pharmaceutical Applications:
Incorporated into capsules, soft gels, and medicinal formulations to provide a stable source of Vitamin E.
Alpha-tocopherol acetate is used in the treatment of certain skin disorders such as eczema, dermatitis, and psoriasis.
Sometimes prescribed for eye health, as Vitamin E may help protect against conditions like age-related macular degeneration.
Alpha-tocopherol acetate may aid in muscle recovery and reduce oxidative stress in athletes and physically active individuals.
Food & Beverage Industry:
Alpha-tocopherol acetate acts as a natural preservative, preventing the oxidation of fats and oils in processed foods, snacks, and cooking oils.
Fortifies infant formulas and baby food with essential Vitamin E for healthy growth and development.
Alpha-tocopherol acetate is used in functional foods aimed at enhancing nutritional benefits and promoting long-term health.
Industrial Applications:
Alpha-tocopherol acetate is used in animal feed to ensure adequate Vitamin E intake for livestock and pets.
Incorporated into cosmetic formulations to improve the stability of skincare products.
Previously found in vaping products, but Alpha-tocopherol acetate's inhalation has been linked to severe lung injuries (EVALI), leading to concerns about its safety in aerosolized forms.
Hair Care Products:
Alpha-tocopherol acetate found in shampoos, conditioners, and hair serums to promote hair strength and reduce damage caused by environmental stressors.
Alpha-tocopherol acetate helps improve scalp health by reducing dryness and flakiness.
Due to its stability and ability to protect against oxidative damage, Alpha-tocopherol acetate remains an essential ingredient in various health, beauty, and nutritional products.
However, while Alpha-tocopherol acetate is beneficial for topical and oral use, inhalation should be avoided due to potential health risks.
Applications of Alpha-Tocopherol Acetate:
After Sun
Baby Care and Cleansing
Body Care
Color Care
Conditioning
Face Care
Face Cleansing
Personal Care Wipes
Self Tanning
Sun Protection
Toothpaste/Mouthwash
Potential benefits of Alpha-Tocopherol Acetate:
Using Alpha-tocopherol on the skin, especially with vitamin C, helps to prevent UV damage to the skin.
However, Alpha-tocopherol is less stable in the environment than Alpha-tocopherol acetate, which makes it harder to store.
While Alpha-tocopherol acetate is less sensitive to heat and light than Alpha-tocopherol is, there’s less conversion of Alpha-tocopherol acetate to the active Alpha-tocopherol form within the skin.
This is because the cells in the upper layer of your skin are much less metabolically active.
As a result, using cosmetic products containing Alpha-tocopherol acetate on your skin may not be very effective.
While there are many studies on the potential benefits of Alpha-tocopherol, studies on the benefits of Alpha-tocopherol acetate are limited.
The results of these studies on Alpha-tocopherol acetate are mixed.
Alpha-tocopherol acetate usually needs to be used with other vitamins and minerals to have a beneficial effect.
A 2013 study of over 4,000 participants with age-related macular degeneration (AMD) from the Age-Related Eye Disease Study found that their combination of high dose antioxidants C, E, and beta-carotene, along with zinc, worked to delay progression to advanced AMD.
Regarding the benefits of vitamin E supplements overall, study results have been mixed Trusted Source on whether they’re beneficial for the following conditions:
Coronary heart disease
Cancer
Cognitive decline, such as Alzheimer’s disease
Chemistry of Alpha-Tocopherol Acetate:
At room temperature, Alpha-tocopherol acetate is a fat-soluble liquid.
Alpha-tocopherol acetate has 3 chiral centers and thus 8 stereoisomers.
Alpha-tocopherol acetate is made by esterifying α-tocopherol with acetic acid.
2R,4R,8R-isomer, also known as RRR-α-tocopheryl acetate, is the most common isomer used for various purposes.
This is because α-tocopherol occurs in nature primarily as RRR-α-tocopherol.
Alpha-tocopherol acetate does not boil at atmospheric pressure and begins to degrade at 240 °C.
Alpha-tocopherol acetate can be vacuum distilled: Alpha-tocopherol acetate boils at 184 °C at 0.01 mmHg, at 194 °C (0.025 mmHg) and at 224 °C (0.3 mmHg).
In practice, Alpha-tocopherol acetate is not degraded notably by air, visible light or UV-radiation.
Alpha-tocopherol acetate has a refractive index of 1.4950–1.4972 at 20 °C.
Alpha-tocopherol acetate is hydrolyzed to α-tocopherol and acetic acid under suitable conditions or when ingested by people.
Production of Alpha-Tocopherol Acetate:
The production of Alpha-tocopherol acetate involves several key steps, primarily derived from natural sources like vegetable oils (soybean, sunflower, palm, and rapeseed) or through synthetic processes.
The goal is to convert raw tocopherols into a stable and esterified form, which enhances shelf life and bioavailability.
Extraction of Natural Tocopherols:
Natural tocopherols are primarily extracted from vegetable oils through distillation or chemical separation processes.
The byproduct of edible oil refining, known as deodorizer distillate, is a major source of tocopherols.
Purification and Concentration:
The extracted tocopherols undergo solvent extraction, crystallization, or chromatography to remove impurities and increase their concentration.
Different tocopherol isomers (alpha, beta, gamma, and delta) are separated, with alpha-tocopherol being the most bioactive form.
Esterification to Form Alpha-tocopherol acetate:
The purified alpha-tocopherol is chemically modified by reacting it with acetic anhydride or acetic acid to form Alpha-tocopherol acetate.
This process stabilizes the molecule, making it more resistant to oxidation and degradation.
Purification and Quality Control:
The final product is purified through vacuum distillation or filtration to remove residual reagents.
Quality control tests ensure purity, stability, and bioavailability, complying with pharmaceutical, food, and cosmetic industry standards.
Formulation and Packaging:
The Alpha-tocopherol acetate is then formulated into oils, powders, capsules, or emulsions based on its intended application.
Alpha-tocopherol acetate is packaged in light-protected containers to maintain stability and prevent oxidation.
Synthetic vs. Natural Production:
Natural Alpha-tocopherol acetate is derived from plant-based sources and is more bioavailable.
Synthetic production involves chemical synthesis from petrochemical derivatives, making it more cost-effective but less biologically active than the natural form.
The production of Alpha-tocopherol acetate is a well-established process, with Asia-Pacific, Europe, and North America being key manufacturing hubs due to the presence of leading nutraceutical, pharmaceutical, and cosmetic industries.
History of Alpha-Tocopherol Acetate:
The history of Alpha-tocopherol acetate dates back to the discovery of Vitamin E in 1922 by Herbert Evans and Katharine Bishop, who identified it as an essential nutrient for reproduction in rats.
In the following decades, scientists explored Alpha-tocopherol acetate's role as a powerful antioxidant, protecting cells from oxidative damage.
As research progressed, alpha-tocopherol was recognized as the most biologically active form of Vitamin E.
However, due to Alpha-tocopherol acetate's susceptibility to oxidation, scientists developed the acetate ester form, which offered greater stability and a longer shelf life.
By the mid-20th century, Alpha-tocopherol acetate became widely used in pharmaceuticals, cosmetics, and food preservation, leading to its large-scale production.
Over time, Alpha-tocopherol acetate's applications expanded into skincare, dietary supplements, and functional foods, driven by growing consumer awareness of health and wellness.
While Alpha-tocopherol acetate's use remained largely positive, concerns arose in the early 21st century regarding its inhalation in vaping products, which was linked to severe lung injuries (EVALI).
Despite this, Alpha-tocopherol acetate remains an essential ingredient in multiple industries, with ongoing research aimed at optimizing its effectiveness and exploring new applications.
Handling and Storage of Alpha-Tocopherol Acetate:
Handling:
Use in well-ventilated areas, away from heat and open flames.
Avoid contact with strong oxidizing agents, as they may cause degradation.
Handle with care to prevent spillage or contamination of Alpha-tocopherol acetate.
Storage:
Store in a cool, dry place away from direct sunlight and heat sources.
Keep containers tightly closed and protect from moisture.
Store in airtight containers to avoid exposure to oxygen, which could degrade Alpha-tocopherol acetate.
Storage Temperature:
Maintain at temperatures between 15-25°C (59-77°F) for optimal stability.
Stability and Reactivity of Alpha-Tocopherol Acetate:
Stability:
Alpha-tocopherol acetate is stable under normal storage conditions, particularly in its esterified form.
Alpha-tocopherol acetate is more stable than free alpha-tocopherol, but may degrade over time when exposed to excessive heat, light, or oxygen.
Reactivity:
Incompatible Materials:
Strong oxidizers and high heat can lead to decomposition.
Alpha-tocopherol acetate may react with strong acids or bases, causing chemical changes.
Hazardous Decomposition Products:
Upon degradation, Alpha-tocopherol acetate may release carbon dioxide (CO₂), carbon monoxide (CO), and other toxic compounds, depending on the environmental conditions.
First Aid Measures of Alpha-Tocopherol Acetate:
Inhalation:
If inhaled, move the person to fresh air immediately.
Seek medical attention if symptoms such as coughing or difficulty breathing occur.
Skin Contact:
Wash with soap and water.
If irritation persists, seek medical attention.
Eye Contact:
Flush eyes with plenty of water for at least 15 minutes.
If irritation continues, seek medical advice.
Ingestion:
Rinse mouth with water.
If a large quantity is ingested, seek medical attention immediately.
Do not induce vomiting unless instructed by a healthcare professional.
Fire Fighting Measures of Alpha-Tocopherol Acetate:
Fire Hazards:
Alpha-tocopherol acetate is flammable in the presence of open flames or extreme heat.
Combustion Products:
Fire may release toxic fumes, including carbon dioxide and carbon monoxide.
Extinguishing Media:
Use water spray, foam, dry chemical powder, or carbon dioxide (CO₂) to extinguish flames.
Avoid using direct water jets on the burning material, as this may spread the fire.
Protective Equipment:
Firefighters should wear self-contained breathing apparatus (SCBA) and protective clothing to prevent exposure to toxic fumes.
Accidental Release Measures of Alpha-Tocopherol Acetate:
Personal Precautions:
Avoid direct contact with spilled material.
Wear appropriate personal protective equipment (PPE), including gloves and safety goggles.
Ensure adequate ventilation in the area of the spill.
Spill Cleanup:
Absorb the spill with an inert material like sand or vermiculite and place it in a suitable container for disposal.
Avoid water contact, as Alpha-tocopherol acetate is insoluble in water and may spread.
Dispose of the material according to local regulations for hazardous waste disposal.
Exposure Controls/Personal Protective Equipment of Alpha-Tocopherol Acetate:
Occupational Exposure Limits:
There are no specific exposure limits for Alpha-tocopherol acetate established by regulatory bodies.
However, Alpha-tocopherol acetate is important to handle the material according to safe chemical handling practices.
Engineering Controls:
Provide adequate ventilation in areas where Alpha-tocopherol acetate is used to avoid the accumulation of vapors.
Personal Protective Equipment (PPE):
Skin Protection:
Wear suitable gloves to prevent skin contact, especially if handling in bulk quantities.
Eye Protection:
Use safety goggles or face shields when working with Alpha-tocopherol acetate to avoid accidental splashes.
Respiratory Protection:
If there is a risk of inhaling vapors, use a respirator with appropriate filters, especially in confined or poorly ventilated spaces.
Identifiers of Alpha-Tocopherol Acetate:
CAS Number: 58-95-7 RRR-α-isomer
ChEMBL: ChEMBL1047
ChemSpider: 77987
DrugBank: DB14003
ECHA InfoCard: 100.000.369
PubChem CID: 86472
UNII: A7E6112E4N
CompTox Dashboard (EPA): DTXSID1031096
InChI: InChI=1S/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1
Key: ZAKOWWREFLAJOT-CEFNRUSXSA-N
InChI=1/C31H52O3/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31/h21-23H,10-20H2,1-9H3/t22-,23-,31-/m1/s1
Key: ZAKOWWREFLAJOT-CEFNRUSXBQ
SMILES: O=C(Oc2c(c(c1O[C@](CCc1c2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C)C
IUPAC Name: (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl acetate
CAS Number: 7695-91-2
Molecular Formula: C31H52O3
Molecular Weight: 472.74 g/mol
EC Number: 231-710-0
PubChem CID: 86472
UNII (FDA): 9E8X80D2L0
ChEBI ID: 18146
ChemSpider ID: 78003
InChI: InChI=1S/C31H52O3/c1-19(2)23-10-12-25(17-21-13-24(32)16-22(23)18-28-27(21)20(3)26(25)28)9-11-29-30-14-15-31(29)4-5-6-7-8/h10-11,13-16,19-22H,9,12,17-18H2,1-8H3
InChI Key: GVQKQBJAYZKGAR-UHFFFAOYSA-N
SMILES Notation: CC(C)C(C)(C1=CC(=C(C=C1O)C(C)(C)C)OC)C(C)C(=O)O
RTECS Number: TN1800000
Properties of Alpha-Tocopherol Acetate:
Chemical formula: C31H52O3
Molar mass: 472.743 g/mol
Appearance: pale yellow, viscous liquid
Melting point: –27.5 °C
Boiling point: 240 °C decays without boiling
Solubility in water: insoluble
Solubility: soluble in acetone, chloroform, diethyl ether; poorly soluble in ethanol
Chemical Formula: C31H52O3
Molecular Weight: 472.74 g/mol
Appearance: Light yellow to amber-colored liquid or crystalline powder
Solubility: Insoluble in water; soluble in organic solvents and oils
Melting Point: 25-30°C (77-86°F)
Boiling Point: 200-220°C (under reduced pressure)
Specifications of Alpha-Tocopherol Acetate:
all-rac-α-Tocopheryl acetate content (GC, Ph Eur): 50.0 - 57.5 %
all-rac-α-Tocopheryl acetate content (GC, USP): 49.0 - 57.5 %
Identity (TLC): conforms
Identity (GC): conforms
Optical rotation α 20/D (all-rac-α-Tocopheryl acetate): -0.01 - 0.01 °
Acetic acid (HS-GC): ≤ 5000 ppm
Heptane (HS-GC): ≤ 5000 ppm
Methanol (HS-GC): ≤ 3000 ppm
Pyridine (HS-GC): ≤ 200 ppm
Toluene (HS-GC): ≤ 890 ppm
Other residual solvents (ICH Q3C): excluded by production process
Loss on drying (130 °C, vacuum, 4 h): ≤ 5.0 %
Total aerobic microbial count (TAMC): ≤ 100 CFU/g
Total combined yeasts/moulds count (TYMC): ≤ 100 CFU/g
Bile-tolerant gram-negative bacteria (absent in 1 g): passes test
Candida albicans (absent in 1 g): passes test
Escherichia coli (absent in 1 g): passes test
Pseudomonas aeruginosa (absent in 1 g): passes test
Salmonella (absent in 10 g): passes test
Staphylococcus aureus (absent in 1 g): passes test
INCI Name: Tocophery acetate
Other names: DL-Alpha-tocopherol acetate, Vitamin E
Cosmetic Applications: In all kinds of skin care products, sun care products and make-up products.
Recommended Usage: 0.5 – 5%
Appearance: Transparent yellow viscous oil
Names of Alpha-Tocopherol Acetate:
Preferred IUPAC name:
(2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-yl acetate
Other names:
α-Tocopherol acetate
Vitamin E acetate
