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Vitamin E

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Vitamin E Basic information

Product Name:
Vitamin E
Synonyms:
  • 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4R,8R)-4,8,12-trimethyltridecyl-, (2R)-
  • covirel
  • E-vitamin succinate
  • Pheryl-E
  • Vita plus E
  • (+)-ALPHA-TOCOPHEROL TYPE V
  • (+)-ALPHA-TOCOPHEROL
  • D-PROFECUNDIN
CAS:
59-02-9
MF:
C29H50O2
MW:
430.71
EINECS:
200-412-2
Product Categories:
  • Inhibitors
  • Used to vitamin E deficiency caused by abortion, habitual abortion and premonitory abortion prevention, also used in sterility
  • Vitamins and derivatives
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Miscellaneous Compounds
  • Organics
  • Antioxidant
  • Biochemistry
  • Vitamins
  • PHARMACEUTICALS
Mol File:
59-02-9.mol
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Vitamin E Chemical Properties

Melting point:
2.5-3.5 °C
alpha 
24 º (c=2, in isooctane 25 ºC)
Boiling point:
200-220 °C0.1 mm Hg(lit.)
Density 
0.95 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.505(lit.)
Flash point:
253 °C
storage temp. 
2-8°C
solubility 
Practically insoluble in water, freely soluble in acetone, in anhydrous ethanol, in methylene chloride and in fatty oils.
pka
11.40±0.40(Predicted)
form 
oil
color 
clear yellow
Water Solubility 
INSOLUBLE
Merck 
14,9495
BRN 
4712525
Stability:
Stable. Combustible. May be sensitive to light and air. Incompatible with strong oxidizing agents.
CAS DataBase Reference
59-02-9(CAS DataBase Reference)
NIST Chemistry Reference
Vitamin e(59-02-9)
EPA Substance Registry System
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)- (59-02-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25-37/39-26
WGK Germany 
1
RTECS 
DJ2900000
8-10-23
HS Code 
29362800
Hazardous Substances Data
59-02-9(Hazardous Substances Data)

MSDS

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Vitamin E Usage And Synthesis

Chemical Properties

light yellow liquid

Chemical Properties

VITAMIN E is sometimes referred to as the antisterility vitamin, factor X (an earlier designation), chemically vitamin E is alphatocopherol. Active analogues and related compounds include: dl-α-Tocopherol; 1-α-tocopherol; esters (succinate, acetate, phosphate), and β, ζ 1, ζ 2- tocopherols. The principal physiological forms are D-a-tocopherol, tocopheronolactone, and their phosphate esters.

Originator

Doppelherz,Queisser Pharma,Germany

Uses

vitamin E, antioxidant

Uses

α-Tocopherol 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.

Definition

ChEBI: An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.

Manufacturing Process

Manufacturing process for Vitamin E, that is, α-tocopherol (5,7,8-trimethyltocol) in the past has been accomplished primarily by reacting trimethylhydroquinone (TMHQ) with isophytol (3,7,11,15-tetramethylhexadec-1-en-3-ol) or phytol (3,7,11,15-tetramethylhexadec-2-en-1-ol) in a condensation reaction. The reaction is well known and has been practiced for many years (StallaBourdillon, Ind. Chim. Belg., 35, 13 (1970); "The Vitamins" Vol. 5, pages 168- 223, Academic Press, New York, 1967). The Synthesis of Vitamin E includes these steps as follows: Rearrangement to C15 Acetylene; Saponification of the C20 Dienol Acetate to Dehydrophytol;Condensation of Dehydrophytol with TMHQ to yield Dehydro-Vitamin E.

Therapeutic Function

Antioxidant

Health Hazard

The physiological functions of vitamin E substances include: (1) bio logical antioxidant; (2) normal growth maintenance; (3) protects unsaturated fatty acids and membrane structures; (4) aids intestinal absorption of unsaturated fatty acids; (5) maintains normal muscle metabolism; (6) maintains integrity of vascular system and central nervous system; (7) detoxifying agent; and (8) maintains kidney tubules, lungs, genital structures, liver, and red blood cell membranes.
In livestock and laboratory animals, a deficiency of vitamin E substances may cause degeneration of reproductive tissues, muscular dystrophy, encephalomalacia, and liver necrosis. Considerable research is required to fully determine supplementation of livestock diets unless typical symptoms of a deficiency appear. Symptoms have appeared where there are selenium deficiencies in the soil and where there are excessive levels of nitrates in the soil. “White muscle” is the term used to describe a condition of muscular dystrophy in cattle.

Safety Profile

Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Vitamin E is a viscous yellow oil which is distilled at high vacuum. It has max at 294nm (E1cm 1% 71). It is oxygen and light sensitive and is best stored as its stable D--acetate [58-95-7] which is purified by evaporative distillation at b 180-200o(bath temperature)/0.7mm, and has [] D 25 +3.3o (c 5.1, EtOH). It forms needles at -30o and has m 26.5-27.5o, [] D 25 +0.25o (c 10, CHCl3). [NMR: Cohen et al. Helv Chim Acta 6 4 1158 1981, Burton & Ingold Acc Chem Res 1 9 194 1986, Karrer et al. Helv Chim Acta 2 1 520 1938, Robeson J Am Chem Soc, 64 1487 1942, 65 1660 1943.] Of the eight isomers the D--isomer is the most active. [See W. Friedrich “Vitamins” Walter de Guyter Publ, Berlin 1988.] [Beilstein 17/4 V 168.]

Vitamin E Preparation Products And Raw materials

Preparation Products

Raw materials

Vitamin ESupplier

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