DL ALPHA TOCOPHEROL

DL Alpha Tocopherol is used as an antioxidant that protects cell membrane lipids from oxidative damage.
DL Alpha Tocopherol is ideal to stabilize oils and fats in cosmetic products (prevents rancidity).
DL Alpha Tocopherol has excellent antioxidant, moisturizing and soothing properties on the skin.

CAS Number: 10191-41-0
EC / EINECS Number: 233-466-0
MDL number: MFCD00006848
IUPAC Name: (±)-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol
Molecular Formula: C29H50O2
Molecular Weight: 430.7 g/mol

SYNONYMS:
DL-ALPHA-TOCOPHEROL, 10191-41-0, Ephanyl, alpha-Tocopherol, DL-, Vitamin E DL-alpha, dl-.alpha.-Tocopherol, UNII-7QWA1RIO01, DL-5,7,8-trimethyltocol, 7QWA1RIO01, CCRIS 5853, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, EINECS 233-466-0, .Alpha.-tocopherol, DL-, RONOTEC DF 120, IRGANOX E 210, UVINUL 2000AO, BRN 0094012, J24.789H, INS NO.307C, RAC-.ALPHA.-TOCOPHEROL, INS-307C, HSDB 8261, EC 233-466-0, 6-Chromanol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, 5-17-04-00168 (Beilstein Handbook Reference), DL-.ALPHA.-TOCOPHEROL [MI], E-307C, 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol, rac-alpha-tocopherol, DLalphaTocopherol, allracalphaTocopherol, alphaTocopherol, DL, DLallracalphaTocopherol, RefChem:589916, ALPHA-TOCOPHEROL, DL-(II), .ALPHA.-TOCOPHEROL, DL-[II], 6Chromanol, 2,5,7,8tetramethyl2(4,8,12trimethyltridecyl), HY-W020044, NSC-755839, SDCCGMLS-0066634.P001, .ALPHA.-TOCOPHEROL, DL- [II], IDI1_000533, NCGC00095254-01, NCGC00095254-02, NCGC00095254-03, NCGC00095254-05, NCGC00095254-06, AC-10544, SY057064, VS-08569, SBI-0051261.P003, (+/-)-alpha-Tocopherol, analytical standard, CS-0031997, NS00005562, T0251, EN300-20897, D02332, D70247, AB00051898_02, F835708, SR-05000001813-1, SR-05000001813-2, (+/-)-alpha-Tocopherol, synthetic, >=96% (HPLC), (+/-)-alpha-Tocopherol, tested according to Ph.Eur., BRD-A82892199-001-01-7, BRD-A82892199-001-04-1, Q27165663, (+/-)-alpha-Tocopherol, SAJ special grade, >=96.0%, F0001-2420, 7A4513C3-131C-41D4-B6A0-7ED994AC2947, all-rac-alpha-TOCOPHERYL ACETATE IMPURITY C [EP IMPURITY], alpha-Tocopherol, British Pharmacopoeia (BP) Reference Standard, 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol #, alpha-Tocopherol, European Pharmacopoeia (EP) Reference Standard, Alpha Tocopherol, United States Pharmacopeia (USP) Reference Standard, Alpha Tocopherol, Pharmaceutical Secondary Standard, Certified Reference Material, 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, radical ion(1+), (2R-(2R*(4R*,8R*))), 2H-1-Benzopyran-6-ol,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, [2R*(4R*,8R*)]-(.+-.), 2H-1-Benzopyran-6-ol,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, [2R-[2R*(4R*,8R*)]]-, DL-alpha-tocopherol, dl-α-tocopherol, DL-tocopherol, alpha-tocopherol, (±)-α-tocopherol, Vitamin E DL-alpha, Ephanyl, DL-5,7,8-trimethyltocol, DL-Vitamin E, DL-phytoermine, DL-profecundin, A-tocopherol, (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol, vitamin E snowe muscle, energy & feritility bayer, tocopherol E mulsin togasan vitamin e togasan vitamin E tocopherol rodisma-med brand E, auxina e hydrosol, vit E, puncto, DL-α-Tocopherol, Vitamin E, 3,4Dihydro2,5,7,8tetramethyl2(4,8,12trimethyltridecyl)2Hbenzopyran6ol, alpha-tochopherol, dl-|A-tocopherol, Tocopheroxy radical, (+/-)-alpha-Tocopherol, DL-alpha tocopherol, all-rac-alpha-Tocopherol, a-Tocopherol, 113085-06-6, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol, CHEMBL49563, Aquasol E, dl-?-Tocopherol, DL-alpha-Tocopherol (Vitamin E), 2,5,7,8-Tetramethyl-2-(4',8',12'-trimethyltridecyl)-6-chromanol, Vita E, .alpha.-Tocopherol, all-rac-alpha-Tocopherol (Vitamin E), (2S, 4'R, 8'S)-alpha-Tocopherol, (2R)-alpha-Tocopherol (Mixture of Diastereomers), Evitaminum, Profecundin, Syntopherol, Waynecomycin, Almefrol, Emipherol, Epsilan, Etamican, Tokopharm, Vascuals, Vitayonon, Etavit, Ilitia, Evion, Vitaplex E, 1411583-24-8, Eprolin S, Spavit E, ido-E, DL-alpha-Tocopherol (Vitamin E) 10 microg/mL in Acetonitrile, Endo E, Lan-E, Med-E, Antisterility vitamin, RRR-alpha-tocopherol, (2S, 4'S, 8'S)-alpha-Tocopherol, d-.alpha.-Tocopherol, Vi-E, 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol, Tocopheroxyl radical, 2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanol, 3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol, (+-)-alpha-Tocopherol, SR-05000001813, 5,6 Trans-Calcipotriol, MFCD00072051, s4686, Tocopherol RS, .alpha.-Tokoferol, .alpha. Tocopherol, DL-|_-Tocopherol, 5,8-Trimethyltocol, alpha-Tocopherol CRS, Tocopherol (JP17), Tocopherol Impurity 5, (2R)-?-Tocopherol, (2S)-?-Tocopherol, Spectrum_001195, DL- alpha -Tocopherol, DL-all-rac-A-Tocopherol, Spectrum2_000722, Spectrum3_001338, Spectrum4_001771, Spectrum5_000381, TOCOPHEROL, DL-ALPHA, SCHEMBL22303, BSPBio_003095, KBioGR_002282, KBioSS_001675, SPECTRUM310039, (all-R)-.alpha.-Tocopherol, DivK1c_000533, SPBio_000644, alpha-Tocopherol, >=95.5%, DL-alpha-Tocopherol (Standard), DTXSID8021355, SCHEMBL14315133, (.+-.)-Med-E, (.+/-.)-.alpha.-Tocopherol, CHEBI:93909, HMS501K15, KBio1_000533, KBio2_001675, KBio2_004243, KBio2_006811, KBio3_002315, (2R,8'R)-.alpha.-Tocopherol, MSK1509, NINDS_000533, HMS1923I03, HMS2091C11, HMS5083A16, HMS5085M06, Pharmakon1600-00310039, (2R)-2,5,7,8-tetramethyl-2-[(4S,8S)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol, C29H50O2 (DL-alpha-tocopherol), DL-ALPHA-TOCOPHEROL(307C), EDA43482, EDA43483, HY-W020044R, LGC58324, NSC20812, NSC82623, TOCOPHEROL,DL-ALPHA [VANDF], VKB51838, DL-ALPHA TOCOPHEROL [MART.], BBL027614, BDBM50436220, CCG-40162, EBC-27077, NSC-82623, NSC755839, s6104, SBB057399, STL372809, DL-ALPHA TOCOPHEROL [WHO-DD], (2S, 4'R, 8'S)-?-Tocopherol, (2S, 4'S, 8'R)-?-Tocopherol, AKOS015960364, ALL-RAC-ALPHA-TOCOPHEROL [FCC], DB14476, FV01596, DL-alpha-tocopherol, DL Alpha Tocopherol, DL-tocopherol, alpha-tocopherol, (±)-α-tocopherol, Vitamin E DL-alpha, Ephanyl, DL-5,7,8-trimethyltocol, DL-Vitamin E, DL-phytoermine, DL-profecundin, A-tocopherol

DL Alpha Tocopherol is the racemic analog of α-Tocopherol (T526125), the most bioactive of the naturally occurring forms of Vitamin E.
Richest sources are green vegetables, grains, and oils, particularly palm, safflower and sunflower oils.
DL Alpha Tocopherol is an antioxidant that protects cell membrane lipids from oxidative damage.

DL Alpha Tocopherol is a synthetic vitamin E, with antioxidation effect.
DL Alpha Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB.
DL Alpha Tocopherol is a natural product.

The PhEur 6.0 describes DL Alpha Tocopherol as a clear, colorless or yellowish-brown, viscous, oily liquid.
DL Alpha Tocopherol is a pure undiluted vitamin E, of synthetic origin, but nature identical.
DL Alpha Tocopherol is ideal antioxidant for fats and oils.
Activity 750 IU per 1 g solution (about 1 ml).

Potent antioxidant activity especially in cosmetic products but is less stable than DL Alpha Tocopherol acetate.
Among these, DL Alpha Tocopherol is the most active form within the body and is predominantly utilized in supplements.
The precise mechanism by which DL Alpha Tocopherol operates is not yet fully comprehended.

However, it is believed to function as an antioxidant, effectively neutralizing free radicals and safeguarding cells against damage.
Additionally, DL Alpha Tocopherol is thought to act as a cofactor for specific enzymes involved in lipid metabolism and other molecular processes.

DL Alpha Tocopherol is a physiological membrane-bound antioxidant that protects cell membrane lipids from oxidative damage by free radicals.
DL Alpha Tocopherol is an antioxidant that protects cell membrane lipids from oxidative damage.
DL Alpha Tocopherol, referred to as vitamin E, is an antioxidant fat-soluble vitamin.

DL Alpha Tocopherol occurs naturally in numerous food sources, such as vegetable oils, nuts, and green leafy vegetables.
It is worth noting that DL Alpha Tocopherol exists in different forms, including alpha-tocopherol, beta-tocopherol, gamma-tocopherol, and delta-tocopherol.

DL Alpha Tocopherol, referred to as vitamin E, is an antioxidant fat-soluble vitamin.
DL Alpha Tocopherol occurs naturally in numerous food sources, such as vegetable oils, nuts, and green leafy vegetables.
It is worth noting that DL Alpha Tocopherol exists in different forms, including alpha-tocopherol, beta-tocopherol, gamma-tocopherol, and delta-tocopherol.

Among these, DL Alpha Tocopherol is the most active form within the body and is predominantly utilized in supplements.
The precise mechanism by which DL Alpha Tocopherol operates is not yet fully comprehended.
However, it is believed to function as an antioxidant, effectively neutralizing free radicals and safeguarding cells against damage.

Additionally, DL Alpha Tocopherol is thought to act as a cofactor for specific enzymes involved in lipid metabolism and other molecular processes.
DL Alpha Tocopherol is a physiological membrane-bound antioxidant that protects cell membrane lipids from oxidative damage by free radicals.

DL Alpha Tocopherol has somewhat lower biological potency than the natural d-alpha-tocopherol form, but it still contributes to the overall vitamin E activity in fortified foods and supplements.
DL Alpha Tocopherol is a tocopherol.

DL Alpha Tocopherol has been reported in Albifimbria verrucaria, Sida acuta, and other organisms with data available.
DL Alpha Tocopherol is a synthetic form of vitamin E, a fat-soluble vitamin with potent antioxidant properties.

Considered essential for the stabilization of biological membranes (especially those with high amounts of polyunsaturated fatty acids), d-alpha-Tocopherol is a potent peroxyl radical scavenger and inhibits noncompetitively cyclooxygenase activity in many tissues, resulting in a decrease in prostaglandin production.

DL Alpha Tocopherol also inhibits angiogenesis and tumor dormancy through suppressing vascular endothelial growth factor (VEGF) gene transcription.
DL Alpha Tocopherol is a generic descriptor for all tocopherols and tocotrienols that exhibit alpha-tocopherol activity.

By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of isoprenoids.
DL Alpha Tocopherol is a practically odorless, clear, colorless to yellowish brown viscous oil.

DL Alpha Tocopherol is insoluble in water, soluble in ethanol, miscible with chloroform, acetone, ether, and vegetable oils.
DL Alpha Tocopherol is a type of vitamin E.
DL Alpha Tocopherol's E number is "E307".

DL Alpha Tocopherol exists in eight different forms, four tocopherols and four tocotrienols.
All feature a chromane ring, with a hydroxyl group that can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain, along with an aromatic ring is situated near the carbonyls in the fatty acyl chains of the phospholipid bilayer, allows for penetration into biological membranes.

DL Alpha Tocopherol is found most in the membrane's non-raft domains, associated with omega-3 and 6 fatty acids, to partially prevent oxidation.
The most prevalent form, DL Alpha Tocopherol, is involved in molecular, cellular, biochemical processes closely related to overall lipoprotein and lipid homeostasis.

Compared to the others, DL Alpha Tocopherol is preferentially absorbed and accumulated in humans.
DL Alpha Tocopherol is found in a variety of tissues, being lipid-soluble, and taken up by the body in a wide variety of ways.
Ongoing research is believed to be critical for manipulation of DL Alpha Tocopherol homeostasis in a variety of oxidative stress-related disease conditions in humans.

One of these disease conditions is the DL Alpha Tocopherol role in the use by malaria parasites to protect themselves from the highly oxidative environment in erythrocytes.
A second of these disease conditions is the DL Alpha Tocopherol antioxidant properties' role cardiovascular heart disease.
In preventing LDL (low-density lipoprotein) oxidation, DL Alpha Tocopherol is able to decrease chances of atherosclerosis and arterial build-up.

USES and APPLICATIONS of DL ALPHA TOCOPHEROL:
DL Alpha Tocopherol is used as an antioxidant that protects cell membrane lipids from oxidative damage.
DL Alpha Tocopherol is ideal to stabilize oils and fats in cosmetic products (prevents rancidity).
DL Alpha Tocopherol has excellent antioxidant, moisturizing and soothing properties on the skin.

DL Alpha Tocopherol is often used in anti-aging products as rejuvenating and regenerating agent.
DL Alpha Tocopherol is widely used in the pharmaceutical sectors as a powerful antioxidant and stabilizer.
DL Alpha Tocopherol helps in preserving the potency and shelf life of pharmaceutical products.

Food & Beverages: DL Alpha Tocopherol is added to fats, oils, and processed foods as an antioxidant preservative to reduce rancidity and oxidative spoilage.
DL Alpha Tocopherol is a vitamin antioxidant used to stabilize oxygen-sensitive ingredients in cosmetic formulations.

DL Alpha Tocopherol protects formulation against oxidation.
DL Alpha Tocopherol acts as a powerful synergist when used together with ascorbyl palmitate.

-Nutrition & Health uses of DL Alpha Tocopherol:
DL Alpha Tocopherol is used as a vitamin E supplement (in dietary supplements and fortified foods).
DL Alpha Tocopherol supports antioxidant defense systems in the body.
Included in animal feeds to ensure adequate vitamin E intake.

-Cosmetics & Personal Care uses of DL Alpha Tocopherol:
DL Alpha Tocopherol is incorporated into skincare products for its antioxidant properties and potential skin-conditioning benefits.
DL Alpha Tocopherol helps protect cosmetic formulations from oxidative degradation.

-Pharmaceutical & Nutraceuticals use of DL Alpha Tocopherol:
DL Alpha Tocopherol is formulated into capsules, softgels, and liquid supplements targeting vitamin E deficiency or antioxidant support.
DL Alpha Tocopherol is often esterified (e.g., tocopheryl acetate) to improve stability (though this derivative is not identical to DL-alpha-tocopherol).

-Uses of DL Alpha Tocopherol:
These Secondary Standards are qualified as Certified Reference Materials.
These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

PHARMACEUTICAL APPLICATIONS of DL ALPHA TOCOPHEROL:
DL Alpha Tocopherol is primarily recognized as a source of vitamin E, and the commercially available materials and specifications reflect this purpose.
While DL Alpha Tocopherol also exhibits antioxidant properties, the beta, delta, and gamma tocopherols are considered to be more effective as antioxidants.

DL Alpha Tocopherol is a highly lipophilic compound, and is an excellent solvent for many poorly soluble drugs.
Of widespread regulatory acceptability, tocopherols are of value in oil- or fat-based pharmaceutical products and are normally used in the concentration range 0.001–0.05% v/v.

There is frequently an optimum concentration; thus the autoxidation of linoleic acid and methyl linolenate is reduced at low concentrations of DL Alpha Tocopherol, and is accelerated by higher concentrations.
Antioxidant effectiveness can be increased by the addition of oil-soluble synergists such as lecithin and ascorbyl palmitate.

DL Alpha Tocopherol may be used as an efficient plasticizer.
DL Alpha Tocopherol has been used in the development of deformable liposomes as topical formulations.
DL Alpha Tocopherol has also been used as a non-ionic surfactant in oral and injectable formulations.

FUNCTIONAL CHARACTERISTICS & BENEFITS of DL ALPHA TOCOPHEROL:
DL Alpha Tocopherol functions as a lipid-soluble antioxidant, protecting cell membranes and lipoproteins from oxidative damage by reacting with free radicals.
This protective role is central to DL Alpha Tocopherol's biological effects in both humans and animals.
Supplementation helps maintain DL Alpha Tocopherol levels and supports immune function and cellular health.
Its antioxidant activity also makes DL Alpha Tocopherol valuable in food and cosmetic formulations, where it helps stabilize oils and extend product shelf life.

PRODUCTION METHODS of DL ALPHA TOCOPHEROL:
Naturally occurring tocopherols are obtained by the extraction or molecular distillation of steam distillates of vegetable oils; for example, DL Alpha Tocopherol occurs in concentrations of 0.1–0.3% in corn, rapeseed, soybean, sunflower, and wheat germ oils.
Beta and gamma tocopherol are usually found in natural sources along with DL Alpha Tocopherol.
Racemic synthetic tocopherols may be prepared by the condensation of the appropriate methylated hydroquinone with racemic isophytol.

SOLUBILITY of DL ALPHA TOCOPHEROL:
DL Alpha Tocopherol is miscible with chloroform, vegetable oils, ether, acetone and alcohol.
DL Alpha Tocopherol is immiscible with water.

NOTES of DL ALPHA TOCOPHEROL:
Store DL Alpha Tocopherol in a cool place.
DL Alpha Tocopherol is incompatible withstrong oxidizing agents.

STEREOISOMERS of DL ALPHA TOCOPHEROL:
DL Alpha Tocopherol has three stereocenters, so it is a chiral molecule.
The eight stereoisomers of α-tocopherol differ in the configuration of these stereocenters.
RRR-α-tocopherol is the natural one.

The older name of RRR-α-tocopherol is d-α-tocopherol, but this d/l naming should no longer be used, because whether l-α-tocopherol should mean SSS enantiomer or the SRR diastereomer is not clear, from historical reasons.
The SRR may be named 2-epi-α-tocopherol, the diastereomeric mixture of RRR-α-tocopherol and 2-epi-α-tocopherol may be called 2-ambo-α-tocopherol (formerly named dl-α-tocopherol).

The mixture of all eight diastereomers is called all-rac-α-tocopherol.
DL Alpha Tocopherol is the most active diastereomer biologically, while being maintained at a high level in plasma and tissues of many different animal species.

One IU of tocopherol is defined as 2⁄3 milligram of RRR-α-tocopherol (formerly named d-α-tocopherol).
1 IU is also defined as 0.9 mg of an equal mix of the eight stereoisomers, which is a racemic mixture, all-rac-α-tocopheryl acetate.

This mix of stereoisomers is often called dl-α-tocopheryl acetate.
Starting with May 2016, the IU unit is made obsolete, such that 1 mg of "DL Alpha Tocopherol" is 1 mg of d-alpha-tocopherol or 2 mg of dl-alpha-tocopherol.

SYNTHESIS of DL ALPHA TOCOPHEROL:
To synthesize the α-diastereomer selectively, tocol acetate is transformed to the naturally occurring, kinetically favored α-tocopherol after being catalyzed by the lipase enzyme.
This reaction occurs under biological conditions, commonly in the digestive system.

SAFETY of DL ALPHA TOCOPHEROL:
Tocopherols (vitamin E) occur in many food substances that are consumed as part of the normal diet.
The daily nutritional requirement has not been clearly defined but is estimated to be 3.0–20.0 mg.

Absorption from the gastrointestinal tract is dependent upon normal pancreatic function and the presence of bile.
Tocopherols are widely distributed throughout the body, with some ingested tocopherol metabolized in the liver; excretion of metabolites is via the urine or bile.

Individuals with vitamin E deficiency are usually treated by oral administration of tocopherols, although intramuscular and intravenous administration may sometimes be used.
Tocopherols are well tolerated, although excessive oral intake may cause headache, fatigue, weakness, digestive disturbance, and nausea.
Prolonged and intensive skin contact may lead to erythema and contact dermatitis.

The use of tocopherols as antioxidants in pharmaceuticals and food products is unlikely to pose any hazard to human health since the daily intake from such uses is small compared with the intake of naturally occurring tocopherols in the diet.
The WHO has set an acceptable daily intake of tocopherol used as an antioxidant at 0.15–2.0 mg/kg body-weight.

STORAGE of DL ALPHA TOCOPHEROL:
Tocopherols are oxidized slowly by atmospheric oxygen and rapidly by ferric and silver salts.
Oxidation products include tocopheroxide, tocopherylquinone, and tocopherylhydroquinone, as well as dimers and trimers.
Tocopherol esters are more stable to oxidation than the free tocopherols but are in consequence less effective antioxidants.
Tocopherols should be stored under an inert gas, in an airtight container in a cool, dry place and protected from light.

PURIFICATION METHODS of DL ALPHA TOCOPHEROL:
Dissolve DL Alpha Tocopherol in anhydrous MeOH (15mL/g) cool to -6o for 1hour, then chill in a Dry-ice/acetone bath; crystallisation is induced by scratching with a glass rod.
The dl--acetate [52225-20-4] (see DL-vitamin E actetate below) is a viscous yellow liquid with m -7o, b 184o/0.01mm, 224o/0.3mm, d 4 20 0.953, n D 20 1.496.
DL Alpha Tocopherol is used as a standard for Vitamin E activity where the unit of activity is attained with 1mg of pure dl--acetate.
Friedrich “Vitamins” Water de Guyter Publ, Berlin 1988, Beilstein 17/4 V 168.

INCOMPATIBILITIES of DL ALPHA TOCOPHEROL:
Tocopherols are incompatible with peroxides and metal ions, especially iron, copper, and silver.
Tocopherols may be absorbed into plastic.

PHYSICAL and CHEMICAL PROPERTIES of DL ALPHA TOCOPHEROL:
Molecular Weight: 430.7 g/mol
XLogP3-AA: 10.7
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 12
Exact Mass: 430.381080833 Da
Monoisotopic Mass: 430.381080833 Da
Topological Polar Surface Area: 29.5 Ų
Heavy Atom Count: 31
Formal Charge: 0
Complexity: 503

Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 3
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Name: DL-alpha-tocopherol (racemic alpha-tocopherol)
IUPAC Name: (±)-2,5,7,8-Tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-chromen-6-ol
Molecular Formula: C29H50O2

Molecular Weight: ~430.70 g/mol
CAS Number: 10191-41-0
EC / EINECS Number: 233-466-0
PubChem CID: 2116
ChemSpider ID: 14265
Physical State & Appearance: Pale yellow to yellowish-brown viscous oil; nearly odorless or with a very mild scent
Solubility: Practically insoluble in water; soluble in fats/oils, alcohol, ether, acetone, chlorinated solvents, chloroform
Melting/Freezing Point: About 2.5–4 °C
Boiling Point: Approximately 200–220 °C (under reduced pressure)

Density: ~0.950 g/mL at 20 °C
Partition Coefficient (Log P): High (≈10.7), indicating strong lipid solubility
Polar Surface Area: ~29.5 Ų
Stability: Sensitive to light, air (oxygen), and oxidation; degrades via oxidation if not stored properly
Chemical formula: C29H50O2
Molar mass: 430.71 g/mol
Appearance: yellow-brown viscous liquid
Density: 0.950 g/cm3
Melting point: 2.5 to 3.5 °C (36.5 to 38.3 °F; 275.6 to 276.6 K)

Boiling point: 200 to 220 °C (392 to 428 °F; 473 to 493 K) at 0.1 mmHg
Solubility in water: insoluble
Solubility: soluble in alcohol, ether, acetone, oils
CAS: 10191-41-0
IUPAC Name: (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
Molecular Formula: C29H50O2
InChI Key: GVJHHUAWPYXKBD-IEOSBIPESA-N
SMILES: CC(C)CCCC@@H
CCCC@@H
CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

Molecular Weight: 430.72 g/mol
Appearance: Clear colorless to pale yellow or yellow to orange or yellow/brown
Form: Viscous liquid
Assay: ≥97.0%
Comment: Specification differs for U.S. and non-U.S. material where indicated
Optical Rotation: -0.02° to +0.02° (Neat, non-U.S. specification)
Refractive Index: 1.5030-1.5070 @ 20°C (non-U.S. specification)
Sulfated Ash: ≤0.1% (non-U.S. specification)
Boiling Point: 200 - 220 °C at 0.1 mm Hg (Lit.)

CAS #: 10191-41-0
Density: 0.950 g/mL at 20 °C (Lit.)
EC Number: 233-466-0
Flash Point: 113 °C / 235.4 °F (Lit.)
Melting Point: 2.5 - 3.5 °C (Lit.)
Molecular Formula / Molecular Weight: C29H50O2 = 430.72
Physical State (20 deg.C): Liquid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)

Store Under Inert Gas: Store under inert gas
Condition to Avoid: Light Sensitive, Air Sensitive
CAS RN: 10191-41-0
Reaxys Registry Number: 1296133
PubChem Substance ID: 87576233
Merck Index (14): 9495
Empirical Formula (Hill Notation): C29H50O2
CAS Number: 10191-41-0
Molecular Weight: 430.71
NACRES: NA.25

UNSPSC Code: 12352200
MDL number: MFCD00006848
Physical State: viscous liquid
Color: tan
Odor: odorless
Melting Point: 2.5 - 3.5 °C
Boiling Point: 208 - 210 °C at 0.0266 hPa
Flammability: No data available
Upper/Lower Flammability or Explosive Limits: No data available
Flash Point: No data available
Autoignition Temperature: No data available
Decomposition Temperature: > 300 °C

pH: No data available
Viscosity, Kinematic: No data available
Viscosity, Dynamic: 4.200 mPa.s at 20 °C
Water Solubility: 0.00001 g/L at 20 °C - OECD Test Guideline 105
Partition Coefficient (n-octanol/water): log Pow > 6 - (External MSDS), Potential bioaccumulation
Vapor Pressure: 13 hPa at 155 °C
Density: 0.95 g/cm³ at 20 °C
Relative Density: 0.95 at 25 °C
Relative Vapor Density: No data available
Particle Characteristics: No data available

Explosive Properties: No data available
Oxidizing Properties: none
Other Safety Information: No data available
Melting Point: 2-4 °C
Boiling Point: 200-220 °C at 0.1 mmHg
Alpha [α]D20: -0.02 - +0.02° (neat)
Density: 0.950 g/mL at 20 °C (lit.)
Vapor Pressure: <1 hPa at 20 °C

Refractive Index: n20/D 1.506
Flash Point: 240 °C
Storage Temperature: 2-8 °C
Solubility: H2O: insoluble
pKa: 11.40 ± 0.40 (Predicted)
Form: Pale yellow oil
Color: Colourless to Dark Yellow
pH: 7 (20 °C, 50 g/L in H2O, slurry)
Odor: at 100.00% bland

Biological Source: synthetic
Water Solubility: Miscible with chloroform, vegetable oils, ether, acetone and alcohol. 
Immiscible with water.
Sensitive: Light Sensitive
Merck: 14,9495
BRN: 94012
Major Application: food and beverages
Cosmetics Ingredients Functions: SKIN CONDITIONING - OCCLUSIVE
ANTIOXIDANT
FRAGRANCE
SKIN CONDITIONING - MISCELLANEOUS

InChI: 1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3
InChIKey: GVJHHUAWPYXKBD-IEOSBIPESA-N
SMILES: CC(C)CCCC(C)CCCC(C)CCCC1(C)CCc2c(C)c(O)c(C)c(C)c2O1
LogP: 12.2 at 25 °C
CAS DataBase Reference: 10191-41-0(CAS DataBase Reference)
FDA UNII: 7QWA1RIO01
EPA Substance Registry System: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (10191-41-0)
UNSPSC Code: 41116107
NACRES: NA.77

FIRST AID MEASURES of DL ALPHA TOCOPHEROL:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of DL ALPHA TOCOPHEROL:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Observe possible material restrictions. 
Take up dry. 
Dispose of properly. 
Clean up affected area.

FIRE FIGHTING MEASURES of DL ALPHA TOCOPHEROL:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2) 
Foam 
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of DL ALPHA TOCOPHEROL:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A 
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of DL ALPHA TOCOPHEROL:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of DL ALPHA TOCOPHEROL:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available