TOCOPHERYL ACETATE (VITAMIN E ACETATE)

Tocopheryl acetate (vitamin E acetate), is a synthetic form of vitamin E. 
Tocopheryl acetate (vitamin E acetate) is the ester of acetic acid and α-tocopherol.
The U.S. Centers for Disease Control and Prevention says that Tocopheryl acetate (vitamin E acetate) is a very strong culprit of concern in the 2019 outbreak of vaping-associated pulmonary injury (VAPI), but there is not yet sufficient evidence to rule out contributions from other chemicals.

CAS:    7695-91-2
MF:    C31H52O3
MW:    472.74
EINECS:    231-710-0

Vaporization of Tocopheryl acetate (vitamin E acetate) produces toxic pyrolysis products.
Tocopheryl acetate (vitamin E acetate) is a stable ester form of vitamin E, widely used in the formulation of cosmetics for the prevention or correction of skin damage.
Tocopheryl acetate (vitamin E acetate) is a chemical compound that consists of acetic acid and tocopherol (vitamin E)
Tocopheryl acetate (vitamin E acetate) is one of many types of vitamin E. 
Like other forms of Tocopheryl acetate (vitamin E acetate), it offers significant antioxidant benefits for skin. 
Tocopheryl acetate (vitamin E acetate) includes defending skin from pollution and other environmental stressors that lead to signs of aging.

While naturally derived whole Tocopheryl acetate (vitamin E acetate) ends to have more benefits for skin, synthetic forms can still play a vital role in skin health.
As with other forms of Tocopheryl acetate (vitamin E acetate)—which may also be listed as tocopheryl acetate—also helps keep delicate ingredients in cosmetics stable for longer. 
Tocopheryl acetate (vitamin E acetate) is often paired with pure vitamin C (ascorbic acid) for this purpose.

The independent Cosmetic Ingredient Review panel has ruled all forms of Tocopheryl acetate (vitamin E acetate) safe as used in cosmetics. 
Typical usage range hovers between 0.1–0.5%, although amounts up to 10% may be used depending on formulary needs and desired benefits.
Tocopheryl acetate (vitamin E acetate) is the primary form of vitamin E that is preferentially used by the human body to meet appropriate dietary requirements. 
In particular, the RRR-alpha-tocopherol (or sometimes called the d-alpha-tocopherol stereoisomer) stereoisomer is considered the natural formation of alpha-tocopherol and generally exhibits the greatest bioavailability out of all of the alpha-tocopherol stereoisomers. 
Moreover, Tocopheryl acetate (vitamin E acetate) is a relatively stabilized form of vitamin E that is most commonly used as a food additive when needed 2.

Tocopheryl acetate (vitamin E acetate) is subsequently most commonly indicated for dietary supplementation in individuals who may demonstrate a genuine deficiency in vitamin E. 
Tocopheryl acetate (vitamin E acetate) itself is naturally found in various foods, added to others, or used in commercially available products as a dietary supplement.
Nevertheless, Tocopheryl acetate (vitamin E acetate) is known to be a fat-soluble antioxidant that has the capability to neutralize endogenous free radicals. 
This biologic action of Tocopheryl acetate (vitamin E acetate) consequently continues to generate ongoing interest and study in whether or not its antioxidant abilities may be used to help assist in preventing or treating a number of different conditions like cardiovascular disease, ocular conditions, diabetes, cancer and more. 
At the moment however, there exists a lack of formal data and evidence to support any such additional indications for Tocopheryl acetate (vitamin E acetate) use.

Tocopheryl acetate (vitamin E acetate) is a fat-soluble vitamin from a class of organic compounds, many of which are known to have vitamin E activity.  
Tocopheryl acetate (vitamin E acetate) is an antioxidant - naturally occurring chemicals that help prevent cell damage by fighting off highly reactive free radicals.   
Antioxidants can be found a variety of places in nature: fruits, vegetables, marine plants, even some seafood. 
In the diet of many Americans, the most significant sources of Tocopheryl acetate (vitamin E acetate) is their breakfast cereal and tomato sauce.

Tocopheryl Acetate is a form of Vitamin E. 
Tocopheryl acetate (vitamin E acetate) is also known as tocopheryl acetate, tocopherol acetate, or vitamin E acetate. 
Tocopheryl acetate (vitamin E acetate) is especially applauded because it is a soluble antioxidant. 
Antioxidants protect the body from free radicals. 
While the term free radicals sounds better suited to an 80s hair metal band, they are actually damaging compounds that are formed from ultraviolet (UV) light, cigarette smoke, and air pollution (smog, we're looking at you). 
When found in nature, Tocopheryl acetate (vitamin E acetate) is found in the form of tocopheryl or tocotrienol.
Alpha tocopheryl acetate is one of the more stable forms of Vitamin E, making Tocopheryl acetate (vitamin E acetate) perfect for use in supplements and body products due to its prolonged shelf life. 
This lipid is created naturally from vegetable oils (usually soybean oil) for a minimally-processed supplementation. 

Tocopheryl acetate (vitamin E acetate) is an oil, the ester of which is usually used in makeup and skincare formulas. 
Tocopheryl acetate (vitamin E acetate) is combined with acetic acid, which is actually the main ingredient in vinegar. 
Together, they make Tocopheryl acetate (vitamin E acetate), which is favored for use in products over regular vitamin E because it’s more stable and doesn’t go bad as quickly.
Tocopheryl acetate (vitamin E acetate) consists of tocopheryl (which is the vitamin E part) and acetic acid. 
Tocopheryl acetate (vitamin E acetate)’s actually the ester of acetic acid and tocopherol, a pure form of vitamin E.

Tocopheryl acetate (vitamin E acetate) Chemical Properties
Melting point: -28°C
Boiling point: 224 °C0.3 mm Hg(lit.)
Density: 0.96 g/mL at 20 °C (lit.)
Vapor density: 16.3 (vs air)
Refractive index: n20/D 1.497
Fp: >230 °F
Storage temp.: 2-8°C
Solubility: Practically insoluble in water, freely soluble in acetone, in anhydrous ethanol and in fatty oils.
Form: neat
Specific Gravity: 0.962 (20/4℃)
Color: Clear yellow viscous liquid
Odor: Odorless
Water Solubility: Immiscible with water.
Sensitive: Air & Light Sensitive
Merck: 14,9495
BRN: 97512
InChIKey: ZAKOWWREFLAJOT-CEFNRUSXSA-N
CAS DataBase Reference: 7695-91-2(CAS DataBase Reference)
NIST Chemistry Reference: Tocopheryl acetate (vitamin E acetate) (7695-91-2)
EPA Substance Registry System: Tocopheryl acetate (vitamin E acetate) (7695-91-2)

Uses    
Tocopheryl acetate (vitamin E acetate) is an anti-oxidant with skinmoisturizing activity. 
Given its free-radical scavenging properties, Tocopheryl acetate (vitamin E acetate) is useful in uV protective products. 
Tocopheryl acetate (vitamin E acetate) is commonly used to replace vitamin e because it is more stable and is converted to vitamin e by the body.
Tocopheryl acetate (vitamin E acetate) occurs naturally in most vegetable oils. 
The highest concentrations are found in com, soybean oils, sunflower seed, wheat germ, rapeseed, alfalfa, and lettuce. 
Tocopheryl acetate (vitamin E acetate) is claimed to have age-retardant properties. 
May produce erythemamultiforme-like eruptions. 
Tocopheryl acetate (vitamin E acetate) is used in a number of cosmetic products; creams are used for scars, striae, and bums; in pharmaeeutical ereams and deodorants; as an antioxidant in foods.
Tocopheryl acetate (vitamin E acetate) for peak identification may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Tocopheryl acetate (vitamin E acetate) is a form of vitamin E, an antioxidant, which helps fight free radical damage and promote skin healing to diminish signs of aging. 
Tocopheryl acetate (vitamin E acetate) also provides moisture and strengthens skin’s protective barrier to prevent moisture loss. 
This form of Tocopheryl acetate (vitamin E acetate) is often used in cosmetics because it lasts longer and keeps oils and ingredients from going rancid.

Use in Cosmetics
Tocopheryl acetate (vitamin E acetate) is often used in dermatological products such as skin creams. 
Tocopheryl acetate (vitamin E acetate) is not oxidized and can penetrate through the skin to the living cells, where about 5% is converted to free tocopherol. 
Claims are made for beneficial antioxidant effects.
Tocopheryl acetate (vitamin E acetate) is used as an alternative to tocopherol itself because the phenolic hydroxyl group is blocked, providing a less acidic product with a longer shelf life. 
Tocopheryl acetate (vitamin E acetate) is believed that the acetate is slowly hydrolyzed after it is absorbed into the skin, regenerating tocopherol and providing protection against the sun's ultraviolet rays.
Tocopheryl acetate (vitamin E acetate) was first synthesized in 1963 by workers at Hoffmann-La Roche.

Although there is widespread use of Tocopheryl acetate (vitamin E acetate) as a topical medication, with claims for improved wound healing and reduced scar tissue, reviews have repeatedly concluded that there is insufficient evidence to support these claims.
There are reports of vitamin E-induced allergic contact dermatitis from use of Tocopheryl acetate (vitamin E acetate)derivatives such as tocopheryl linoleate and tocopherol acetate in skin care products. 
Incidence is low despite widespread use.

Chemistry
At room temperature, α-tocopheryl acetate is a fat-soluble liquid. 
Tocopheryl acetate (vitamin E acetate) has 3 chiral centers and thus 8 stereoisomers. 
Tocopheryl acetate (vitamin E 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. 
Tocopheryl acetate (vitamin E acetate) is because α-tocopherol occurs in nature primarily as RRR-α-tocopherol.

Tocopheryl acetate (vitamin E acetate) does not boil at atmospheric pressure and begins to degrade at 240 °C.
Tocopheryl acetate (vitamin E acetate) can be vacuum distilled: it boils at 184 °C at 0.01 mmHg, at 194 °C (0.025 mmHg) and at 224 °C (0.3 mmHg).
In practice, Tocopheryl acetate (vitamin E acetate) is not degraded notably by air, visible light or UV-radiation. 
Tocopheryl acetate (vitamin E acetate) has a refractive index of 1.4950–1.4972 at 20 °C.
Tocopheryl acetate (vitamin E acetate) is hydrolyzed to α-tocopherol and acetic acid under suitable conditions or when ingested by people.

Benefits of Tocopheryl acetate (vitamin E acetate)
UV Protection: Yep, Tocopheryl acetate (vitamin E acetate) fat-soluble vitamin can provide protection from UV skin damage. 
A particularly impressive study found that using Tocopheryl acetate (vitamin E acetate) in conjunction with Vitamin C (scientifically referred to as ascorbic acid in this case) can decrease sunburned cells and even skin pigmentation. 

Eye Health: Lean on Tocopheryl acetate (vitamin E acetate) to delay the progression of age-related macular degeneration (AMD). 
A 2013 study boasting over 4,000 participants found impressive results from utilizing high doses of Tocopheryl acetate (vitamin E acetate), alongside vitamin C, beta-carotene, and zinc.

Protection from Free Radicals: Tocopheryl acetate (vitamin E acetate) is the arena with the most consistent research providing resounding support for tocopheryl acetate's health benefits. 
Those who live in heavily polluted cities can especially benefit from free radical protection. 
Be sure to scan your supplement's label to find tocopheryl acetate!

Contact allergens    
Tocopheryl acetate (vitamin E acetate) are used mainly as antioxidants.
Tocopheryl acetate (vitamin E acetate), can induce allergic contact dermatitis.

Biochem/physiol Actions    
Tocopheryl acetate (vitamin E acetate) are lipid soluble anti-oxidants that protect cell membranes from oxidative damage. 
Tocopheryl acetate (vitamin E acetate) is the form of tocopherol preferentially absorbed by Homosapiens. 
Tocopheryl acetate (vitamin E acetate) can inhibit oxidation of linoleate.

Purification Methods    
Tocopheryl acetate (vitamin E acetate) is a viscous liquid which is purified by distillation under high vacuum under N2 or Ar and stored in sealed ampoules in the dark. 
Tocopheryl acetate (vitamin E acetate) is considerably more stable to light and air than the parent unacetylated vitamin. 
Tocopheryl acetate (vitamin E acetate) is insoluble in H2O but freely soluble in organic solvents. 
All eight stereoisomers have been synthesised. 
The commercially pure Tocopheryl acetate (vitamin E acetate) (2R,4'R,8'R) has b 180-200o/0.7mm and [] D 20 +3.9o (c 5, EtOH); see above.

Synonyms
DL-alpha-Tocopherol acetate
7695-91-2
alpha-tochopheryl acetate
Tocopheryl acetate
all-rac-alpha-Tocopheryl acetate
E-vicotrat
Syntopherol acetate
Fertilvit
Rovimix E 50SD
52225-20-4
dl-Vitamin E acetate
2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl acetate
[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-yl] acetate
DL-alpha-Tocopheryl acetate
WR1WPI7EW8
Vitamin E acetate dl-form
d,l-alpha-Tocopheryl acetate
Alpha-tocopherol acetate, dl-
dl-.alpha.-Tocopherol acetate
d-Vitamin E acetate
(+-)-alpha-Tocopherol acetate
DL-alpha tocopheryl acetate
Ephynal
D-.alpha.-Tocopheryl acetate
( inverted exclamation markA)-|A-Tocopherol acetate
(R)-rel-2,5,7,8-Tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl acetate
2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-yl acetate
SMR000857224
O-Acetyl-alpha-tocopherol
.alpha.-Tocopherol acetate
SR-05000001545
CCRIS 6054
Eusovit
Vectan
EINECS 257-757-7
OptoVit E
SynAC
NSC-755840
a-tocopherol acetate
Rovimix E 50
FT-0624407
Vitamin E 500
dl-a-tocopherol acetate
Spectrum_000257
alpha -tocopherol acetate
alpha -tocopheryl acetate
Spectrum2_000743
Spectrum3_001339
Spectrum4_001814
Spectrum5_000547
UNII-WR1WPI7EW8
vitamin E acetate, (2R-(2R*(4R*,8R*)))-isomer
vitamin E acetate, ((2R*(4R*,8R*))-(+-))-isomer
D-alpha -tocopherol acetate
D-alpha -tocopheryl acetate
Acetic acid alpha-tocopherol
Tocopherol acetate (JP15)
BSPBio_003097
KBioGR_002452
KBioSS_000737
SPECTRUM310040
Tocopheryl Acetate, dl-Alpha
MLS001333081
MLS001333082
Alpha-tocopheryl acetate, dl-
DivK1c_000803
dl-.alpha.-Tocopheryl acetate
SPBio_000726
DL- alpha -Tocopherol acetate
(+)-alpha -tocopherol acetate
(+)-alpha -tocopheryl acetate
all-rac-alfa-tocopheryl acetate
CHEMBL247481
SCHEMBL1007153
Vitamin E Acid Succiniate-Gran
Tocopheryl acetate, dl-.alpha.
(+/-)-alpha-tocopherol acetate
.alpha.-tocopherol acetate, dl-
.alpha.-tocopheryl acetate, dl-
HMS502I05
HY-B1278B
KBio1_000803
KBio2_000737
KBio2_003305
KBio2_005873
KBio3_002317
DTXSID20859032
CHEBI:182695
NINDS_000803
DL-Alpha Tocopheryl Acetate 50%
HMS1923I05
HMS2091C13
HMS2233A03
HMS3373K10
Pharmakon1600-00310040
(2R*(4R*,8R*))-(1)-3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-yl acetate
1406-70-8
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, acetate,(2R*(4R*,8R*))-(+-)-
Vitamin E Acid Succiniate - Powder
CCG-40138
HSCI1_000393
NSC755840
AKOS015896288
SDCCGMLS-0066580.P00
IDI1_000803
NCGC00095255-01
NCGC00095255-02
NCGC00095255-03
NCGC00095255-05
NCGC00095255-06
(2R,4'R,8'R)-alpha-Tocopherol acetate
LS-15321
SY057051
SBI-0051262.P003
DL-.ALPHA.-TOCOPHEROL ACETATE [MI]
J262.912G
TOCOPHERYL ACETATE,DL-ALPHA [VANDF]
CS-0136499
DL-ALPHA TOCOPHERYL ACETATE [WHO-DD]
FT-0625431
FT-0675260
T0252
.ALPHA.-TOCOPHEROL ACETATE, DL- [II]
.ALPHA.-TOCOPHEROL ACETATE, ALL-RACEMIC
ALL-RAC-ALPHA-TOCOPHERYL ACETATE [FCC]
E8169
AB00051899_06
.ALPHA.-TOCOPHEROL ACETATE, DL-, DL-, DL-
SR-05000001545-1
SR-05000001545-4
Q27292783
3FA20801-746B-4265-AD7D-988D692C04CF
(R)-rel-2,5,7,8-Tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-ylacetate
Acetic acid 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl ester
2H-1-BENZOPYRAN-6-OL, 3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-((4R,8R)-4,8,12-TRIMETHYLTRIDECYL)-, 6-ACETATE, (2R)-REL-
6-ACETOXY-3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2-(4,8,12-TRIMETHYLTRIDECAN-1-YL)-2H-1-BENZOPYRANE