58-95-7 Usage
Description
D-alpha-Tocopheryl acetate, also known as alpha-tocopherol acetate, is a natural form of vitamin E. It is an odorless off-white crystalline solid that is stable in terms of shelf life. This form of vitamin E is considered the most bioactive and is likely the best form for individuals actively trying to prevent heart disease. It is commonly used in dietary and clinical supplementations.
Uses
Used in Pharmaceutical Industry:
D-alpha-Tocopheryl acetate is used as a pharmaceutical ingredient for the prevention and treatment of vitamin E deficiencies. It plays a crucial role in maintaining overall health and well-being.
Used in Nutritional Supplements:
D-alpha-Tocopheryl acetate is used as a nutritional supplement, particularly for individuals actively trying to prevent heart disease. It is a vital component in the daily diet, as it is the most bioactive form of naturally occurring vitamin E.
Used in Food Industry:
D-alpha-Tocopheryl acetate is used as an additive in the food industry, where it is derived from rich sources such as green vegetables, grains, and oils, particularly palm, safflower, and sunflower oils. It helps in maintaining the quality and nutritional value of the products.
Used in Research and Analysis:
D-alpha-Tocopheryl acetate is used as an external standard in high-performance liquid chromatography (HPLC) to study its composition in leafy vegetables and other food products.
Used in Biotechnology:
D-alpha-Tocopheryl acetate has been used as a component of growth medium for retinal cell lines, contributing to the development and maintenance of these cell lines in biotechnological applications.
Used in Drug Delivery Systems:
D-alpha-Tocopheryl acetate is used in the preparation of trans-resveratrol-encapsulated lipid nanocarriers (R-nano), which are innovative drug delivery systems designed to improve the bioavailability and therapeutic outcomes of various pharmaceutical compounds.
References
[1] Jack Challem, User’s Guide to Nutritional Supplements, 2003
[2] M. K. Horwitt, Relative biological values of d-alpha-tocopheryl acetate and all-rac-alpha-tocopheryl acetate in man, The American Society for Clinical Nutrition, 1980, vol. 33, 1856-1860
Air & Water Reactions
D-alpha-Tocopheryl acetate may be sensitive to prolonged exposure to light and air. . Insoluble in water.
Reactivity Profile
An ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Fire Hazard
Flash point data for D-alpha-Tocopheryl acetate are not available. D-alpha-Tocopheryl acetate is probably combustible.
Biochem/physiol Actions
α-Tocopherol acetate or vitamin E-acetate has antioxidant properties and reduces lipid peroxidation. However, vitamin E acetate on pyrolysis leads to the generation of carcinogens like alkenes and benzenes.
Contact allergens
Tocopherol and tocopheryl acetate are used mainly as
antioxidants. Tocopheryl acetate, an ester of tocopherol
(vitamin E), can induce allergic contact dermatitis.
Safety Profile
When heated to
decomposition it emits acrid smoke and
irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 58-95-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 58-95:
(4*5)+(3*8)+(2*9)+(1*5)=67
67 % 10 = 7
So 58-95-7 is a valid CAS Registry Number.
InChI:InChI=1/C31H52O3.C2H4O2/c1-21(2)13-10-14-22(3)15-11-16-23(4)17-12-19-31(9)20-18-28-26(7)29(33-27(8)32)24(5)25(6)30(28)34-31;1-2(3)4/h21-23H,10-20H2,1-9H3;1H3,(H,3,4)/p-1/t22-,23-,31-;/m1./s1
58-95-7Relevant articles and documents
Synthesis and characterization of a new acid molten salt and the study of its thermal behavior and catalytic activity in Fischer esterification
Zaharani, Lia,Khaligh, Nader Ghaffari,Johan, Mohd Rafie,Gorjian, Hayedeh
, p. 7081 - 7088 (2021/05/03)
A new acid molten salt was prepared and its structure elucidation was conducted by FTIR, 1D NMR, 2D NMR, and mass spectrometry. Further support to elucidate the chemical structure of the 1H,4H-piperazine-N,N′-diium ring of the new acid molten salt was achieved by1H and13C NMR, and COSY analyses of 1H,4H-piperazine-N,N′-diium dibromide, which is synthesized and characterized for the first time in the current work. The analysis of FTIR and NMR spectra as well as pH and titrimetric analysis excluded the formation of [SO4]2?and the presence of an excess of H2SO4. Moreover, no distinguishing peak was detected for the acid proton of [HSO4]?in DMSO-d6. The thermal phase transition and thermal stability of the acid molten salt were also recorded, which approved the strong interaction between a dication and hydrogen sulfate anions. According to the acidity of the new molten salt, we encourage the study of its catalytic activity for the acetylation ofn-pentanol using glacial acetic acid. Pentyl acetate was obtained in 89.0% conversion and 78.0% isolated yield. The1H NMR spectrum of the residue showed an excess of HOAc together with molten salt, whereas the1H NMR spectrum of the upper phase exhibited pure pentyl acetate. After separation of the upper phase, the residue was concentrated and used in the next run without further purification. No significant changes in the chemical structure and catalytic activity of the new molten salt were observed even after the 5th run. Two chiral alcohols, including (?)-menthol and (+)-borneol, as well as α-tocopherol (α-TCP) were also acetylated with acetic acid in the presence of the new acid molten salt under optimized reaction conditions, which afforded the desired acetates in high yields.
4-Imidazol-1-yl-butane-1-sulfonic acid ionic liquid: Synthesis, structural analysis, physical properties and catalytic application as dual solvent-catalyst
Khaligh, Nader Ghaffari,Mihankhah, Taraneh,Johan, Mohd Rafie,Juan, Joon Ching
, p. 866 - 878 (2019/07/12)
4-Imidazol-1-yl-butane-1-sulfonic acid (ImBu-SO3H) has been successfully synthetized and fully characterized by FT-IR and high-resolution NMR spectroscopy (1H, 13C). The “plausible” alternative structures of ImBu-SO3H were discussed on the basis of its NMR data. The ionic liquid showed interesting dual solvent-catalyst property, which was studied experimentally for the acetylation of a variety of functionalized alcohols, phenols, thiols, amines and α-tocopherol (α-CTP) as the most active form of vitamin E with acetic anhydride and which provided good yields within a short reaction time. ImBu-SO3H was successfully recycled by product extraction with an average recovered yield of 82% for 5 subsequent runs. The catalytic activity of the recycled ImBu-SO3H showed almost no loss even after five consecutive runs.
Vitamin E acetate preparation method (by machine translation)
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Paragraph 0013, (2019/01/06)
The invention relates to a technical field of chemical synthesis, in particular relates to a vitamin E acetate preparation method, in order to trimethyl [...][...] as raw materials, innovative in a sulfuric acid and paratoluene sulfonic acid under acidic conditions, using magnesium sulfate as a catalyst, greatly improves the catalytic efficiency; in addition, in concentrated hydrochloric acid and ethyl acetate under the reaction environment, esterification synthetic vitamin E acetate efficiency is higher; and, synthetic route of this invention relates to the reaction of the routine chemical reaction, mild reaction conditions, simple operation, is suitable for industrial. (by machine translation)