Alpha-Tocopherol Acetate

Base Information

• Chemical Name: Alpha-Tocopherol Acetate
• CAS No.: 7695-91-2
• Deprecated CAS: 12741-00-3,1406-70-8,26243-95-8,133-80-2,1407-18-7,54-22-8,1406-70-8,26243-95-8
• Molecular Formula: C₃₁H₅₂O₃
• Molecular Weight: 472.752
• Hs Code.: 29362800
• UNII: A7E6112E4N
• DSSTox Substance ID: DTXSID3021356,DTXSID1031096
• Nikkaji Number: J24.807J
• Wikidata: Q364160
• NCI Thesaurus Code: C74962,C79582
• RXCUI: 1046243,1441649
• Metabolomics Workbench ID: 67964
• ChEMBL ID: CHEMBL1047
• Mol file: 7695-91-2.mol

Synonyms:3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol;Acetate, Tocopherol;alpha Tocopherol;alpha Tocopherol Acetate;alpha Tocopherol Hemisuccinate;alpha Tocopherol Succinate;alpha Tocopheryl Calcium Succinate;alpha-Tocopherol;alpha-tocopherol acetate;alpha-tocopherol hemisuccinate;alpha-tocopherol succinate;alpha-Tocopheryl Calcium Succinate;d alpha Tocopherol;d alpha Tocopheryl Acetate;d-alpha Tocopherol;d-alpha-Tocopheryl Acetate;R,R,R-alpha-Tocopherol;Tocopherol Acetate;Tocopherol Succinate;Tocopherol, d-alpha;Tocopheryl Acetate;vitamin E succinate

Chemical Property of Alpha-Tocopherol Acetate

Chemical Property:

• Appearance/Colour: Clear to yellow viscous oil
• Vapor Pressure: 1.42E-09mmHg at 25°C
• Melting Point: -28 °C
• Refractive Index: n20/D 1.497
• Boiling Point: 485.3 °C at 760 mmHg
• Flash Point: 485.3 °C at 760 mmHg
• PSA: 35.53000
• Density: 0.941 g/cm³
• LogP: 9.05990
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• Solubility.: Practically insoluble in water, freely soluble in acetone, in anhydrous ethanol and in fatty oils.
• Water Solubility.: Immiscible with water.
• XLogP3: 10.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 472.39164552
• Heavy Atom Count: 34
• Complexity: 602

Purity/Quality:

98% ^*data from raw suppliers

DL-α-Tocopherol Acetate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Vitamins and Derivatives
• Canonical SMILES: CC1=C(C(=C(C2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)C)OC(=O)C)C
• Isomeric SMILES: CC1=C(C(=C(C2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)OC(=O)C)C
• Recent ClinicalTrials: Vitamin E Supplementation in Burn Patients
• Recent EU Clinical Trials: The pAToMiUM Trial: pilot trial of Antioxidant Therapy of Men in Unexplained Miscarriage
• Recent NIPH Clinical Trials: Control of steroid-associated osteonecrosis of the femoral head in SLE patients
• Uses: anti-Altzheimer therapeutic vitamin E acetate (tocopherol acetate) is an anti-oxidant with skinmoisturizing activity. given its free-radical scavenging properties, it is useful in uV protective products. Vitamin e acetate is commonly used to replace vitamin e because it is more stable and is converted to vitamin e by the body. Vitamin E (α-tocopherol) occurs naturally in most vegetable oils. The highest concentrations are found in com, soybean oils, sunflower seed, wheat germ, rapeseed, alfalfa, and lettuce. It is claimed to have age-retardant properties. May produce erythemamultiforme-like eruptions. It 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. All-rac-alpha-tocopheryl acetate for peak identification may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography.

Technology Process of Alpha-Tocopherol Acetate

There total 27 articles about Alpha-Tocopherol Acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(E,Z)-(all-rac)-3-phytyl-2,5,6-trimethylhydroquinone-1-acetate (728894-66-4) → vitamin E acetate (58-95-7,7695-91-2,18920-61-1,52225-20-4,54165-54-7,66900-46-7,79200-45-6,79200-46-7,79200-47-8,79434-84-7,79434-85-8,79434-86-9,79434-87-0,79434-88-1,104154-81-6,1406-70-8,54-22-8)

Guidance literature:

With trifluorormethanesulfonic acid; In 4-butanolide; at 100 ℃; for 1h;

Reference yield: 99.21%

vitamin E (59-02-9,18920-62-2) + acetic anhydride (108-24-7) → vitamin E acetate (58-95-7,7695-91-2,18920-61-1,52225-20-4,54165-54-7,66900-46-7,79200-45-6,79200-46-7,79200-47-8,79434-84-7,79434-85-8,79434-86-9,79434-87-0,79434-88-1,104154-81-6,1406-70-8,54-22-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; at 100 ℃; for 1h; Reagent/catalyst; Temperature; Concentration;

Reference yield: 94.94%

isophytol (505-32-8) + 2,3,5-trimethyl-1,4-hydroquinone diacetate (7479-28-9) → vitamin E acetate (58-95-7,7695-91-2,18920-61-1,52225-20-4,54165-54-7,66900-46-7,79200-45-6,79200-46-7,79200-47-8,79434-84-7,79434-85-8,79434-86-9,79434-87-0,79434-88-1,104154-81-6,1406-70-8,54-22-8)

Guidance literature:

With hydrogenchloride; aluminum (III) chloride; In water; ethyl acetate; at 60 ℃; for 6h; Temperature; Reagent/catalyst; Time;

upstream raw materials:

3,5,6-trimethyl-2-phytylhydroquinone

acetic anhydride

vitamin E

α-tocotrienol

Downstream raw materials:

vitamin E

Duroquinone

N-(phenylmethyl)acetamide

Refernces

• 1、 -. "Method for preparing vitamin E acetate". Paragraph 0068; 0069; 0070; 0071; 0073. . Retrieved 2019/05/15.
• 2、 -. "Method for preparing d1-alpha tocopheryl acetate". Paragraph 0033; 0034. . Retrieved 2016/11/14.