Alpha-Tocopherol Acetate

Base Information

• Chemical Name: Alpha-Tocopherol Acetate
• CAS No.: 52225-20-4
• 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: 52225-20-4.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:

• Vapor Pressure: 1.42E-09mmHg at 25°C
• Melting Point: -27.5°
• Refractive Index: n20/D 1.497
• Boiling Point: 485.3°Cat760mmHg
• Flash Point: 235.6°C
• PSA: 35.53000
• Density: 0.96 g/mL at 20 ºC(lit.)
• LogP: 9.05990
• Storage Temp.: 2-8°C
• 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

DL-α-Tocopherol acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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: As an antioxidant in vegetable oils and shortening. dl-α-Tocopherol Acetate is the racemic analog of α-Tocopherol Acetate (T526155), one of 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. This internal standard is suitable for HPLC or LC-MS/MS Vitamin E testing applications such as quality control testing of Vitamin E fortified foods, dietary supplements, or pharmaceuticals.Tocopheryl Acetate (Vitamin E acetate) may be used as an analytical standard for the determination of the analyte in aquatic organisms, fish feed and pharmaceutical formulations by colorimetric and chromatography techniques, respectively.

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:

N-(phenylmethyl)acetamide

Duroquinone

vitamin E

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.