Alpha-Tocopherol Acetate

Base Information

• Chemical Name: Alpha-Tocopherol Acetate
• CAS No.: 58-95-7
• 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: 58-95-7.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: off-white crystalline solid
• Melting Point: ~25 °C(lit.)
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 485.3 °C at 760 mmHg
• Flash Point: 235.6 °C
• PSA: 35.53000
• Density: 0.941 g/cm³
• LogP: 9.05990
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, freely soluble in acetone, in anhydrous ethanol and in fatty oils, soluble in ethanol (96 per cent).
• Water Solubility.: <0.1 g/100 mL at 17℃
• 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:

99% ^*data from raw suppliers

α-Tocopherol acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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
• Description: D-alpha-tocopheryl acetate is a natural form of vitamin E and it is stable in terms of shelf life. It is probably the best form for people actively trying to prevent heart disease. It is used in the dietary and clinical supplementations.
• Uses: Used in prevention and treatment of vitamin E deficiencies. α-Tocopherol acetate is 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. (+)-α-Tocopherol acetate has been used: as a component of growth medium for retinal cell lines as an external standard in high performance liquid chromatography (HPLC) to study its composition in leafy vegetables in the preparation of trans-resveratrol-encapsulated lipid nanocarriers (R-nano)

Technology Process of Alpha-Tocopherol Acetate

There total 45 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: 99.37%

acetic anhydride (108-24-7) + Tocopherol (59-02-9,18920-62-2) → RRR-α-tocopheryl acetate (58-95-7,1406-70-8,54-22-8)

Guidance literature:

With dmap; In toluene; at 65 ℃; for 5h; Solvent; Large scale;

Reference yield: 97.0%

→ RRR-α-tocopheryl acetate (58-95-7,1406-70-8,54-22-8)

Guidance literature:

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:

Tocopherol

dl-α-tocopheryl acetate

acetic anhydride

Vitamin E benzyl ether

Downstream raw materials:

acetic acid

Tocopherol

(2R,4'R,8'R)-α-tocopheryl methyl ether

N-(phenylmethyl)acetamide

Refernces

• 1、 -. "SYNTHESIS OF CHROMANOL AND 2-METHYL-1,4-NAPHTHOQUINONE DERIVATIVES". Page/Page column 49-50; 61-62; 68-69. . Retrieved 2020/03/05.
• 2、 -. "Method for preparing vitamin E acetate". Paragraph 0068; 0069; 0070; 0071; 0073. . Retrieved 2019/05/15.