ChemicalBook > CAS DataBase List > DL-α-Tocopherol

DL-α-Tocopherol

Product Name
DL-α-Tocopherol
CAS No.
10191-41-0
Chemical Name
DL-α-Tocopherol
Synonyms
A-TOCOPHEROL;DL-ALPHA-TOCOPHEROL;DL-TOCOPHEROL;RAC-ALPHA-TOCOPHEROL;ALL-RAC-ALPHA-TOCOPHEROL;All-rac-α-Tocopherol;all-rac-α-Tocopherol;DL-ALPHA TOCOPHERYL ACETATE 500;(R)-2,5,7,8-tetraMethyl-2-((4R,8R)-4,8,12-triMethyltridecyl)chroMan-6-ol;3,
CBNumber
CB5275357
Molecular Formula
C29H50O2
Formula Weight
430.71
MOL File
10191-41-0.mol
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DL-α-Tocopherol Property

Melting point:
2-4°C
Boiling point:
200-220°C 0,1mm
alpha 
[α]D20 - 0.02 - +0.02゜ (neat)
Density 
0.950 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.506
Flash point:
240°C
storage temp. 
2-8°C
solubility 
H2O: insoluble
pka
11.40±0.40(Predicted)
form 
Pale yellow oil
color 
Colourless to Dark Yellow
Odor
at 100.00?%. bland
Water Solubility 
Miscible with chloroform, vegetable oils, ether, acetone and alcohol. Immiscible with water.
Sensitive 
Light Sensitive
Merck 
14,9495
BRN 
94012
InChIKey
GVJHHUAWPYXKBD-IEOSBIPESA-N
LogP
12.2 at 25℃
CAS DataBase Reference
10191-41-0(CAS DataBase Reference)
EPA Substance Registry System
2H-1-Benzopyran-6-ol, 3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (10191-41-0)
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Safety

Hazard Codes 
Xi,T,F
Risk Statements 
36/37/38-39/23/24/25-23/24/25-11
Safety Statements 
26-37/39-45-36/37-16-7
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
RTECS 
GA8746000
F 
8-10-23
TSCA 
Yes
HS Code 
29362800
Hazardous Substances Data
10191-41-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
V-020
Product name
(±)−α−Tocopherol (Vitamin E) solution
Purity
1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$74.9
Updated
2024/03/01
Sigma-Aldrich
Product number
90669
Product name
(±)-α-Tocopherol
Purity
testedaccordingtoPh.Eur.
Packaging
50g
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
613420
Product name
DL-α-Tocopherol - CAS 10191-41-0 - Calbiochem
Purity
A physiological membrane-bound antioxidant that protects cell membrane lipids from oxidative damage by free radicals.
Packaging
50G
Price
$81.5
Updated
2024/03/01
Sigma-Aldrich
Product number
5.00949
Product name
all-rac-α-Tocopherol
Purity
EMPROVE? ESSENTIAL Ph Eur,BP,USP,E 307
Packaging
5kg
Price
$1389
Updated
2024/03/01
Sigma-Aldrich
Product number
5.00949
Product name
all-rac-α-Tocopherol
Purity
EMPROVE? ESSENTIAL Ph Eur,BP,USP,E 307
Packaging
20kg
Price
$5101
Updated
2024/03/01
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DL-α-Tocopherol Chemical Properties,Usage,Production

Chemical Properties

1mg = 1.1 IU

Chemical Properties

Alpha tocopherol is a natural product. The PhEur 6.0 describes alpha-tocopherol as a clear, colorless or yellowish-brown, viscous, oily liquid.

Uses

dl-α-Tocopherol is the racemic analog of α-Tocopherol (T526125), 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. dl-α-Tocopherol is an antioxidant that protects cell membrane lipids from oxidative damage.

Uses

DL-α-Tocopherol is used as an antioxidant that protects cell membrane lipids from oxidative damage.

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Definition

ChEBI: 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-ol is a tocopherol.

Production Methods

Naturally occurring tocopherols are obtained by the extraction or molecular distillation of steam distillates of vegetable oils; for example, alpha tocopherol occurs in concentrations of 0.1–0.3% in corn, rapeseed, soybean, sunflower, and wheat germ oils.Beta and gamma tocopherol are usually found in natural sources along with alpha tocopherol. Racemic synthetic tocopherols may be prepared by the condensation of the appropriate methylated hydroquinone with racemic isophytol.

General Description

TGF-β3 (transforming growth factor-β3) belongs to the TGF β superfamily. The TGFβ3 gene is mapped to human chromosome 14q24.3

Flammability and Explosibility

Non flammable

Pharmaceutical Applications

Alpha tocopherol is primarily recognized as a source of vitamin E, and the commercially available materials and specifications reflect this purpose. While alpha tocopherol also exhibits antioxidant properties, the beta, delta, and gamma tocopherols are considered to be more effective as antioxidants.
Alpha-tocopherol is a highly lipophilic compound, and is an excellent solvent for many poorly soluble drugs.Of widespread regulatory acceptability, tocopherols are of value in oil- or fat-based pharmaceutical products and are normally used in the concentration range 0.001–0.05% v/v. There is frequently an optimum concentration; thus the autoxidation of linoleic acid and methyl linolenate is reduced at low concentrations of alpha tocopherol, and is accelerated by higher concentrations. Antioxidant effectiveness can be increased by the addition of oil-soluble synergists such as lecithin and ascorbyl palmitate.
Alpha tocopherol may be used as an efficient plasticizer. It has been used in the development of deformable liposomes as topical formulations.
d-Alpha-tocopherol has also been used as a non-ionic surfactant in oral and injectable formulations.

Biochem/physiol Actions

TGF-β3 (transforming growth factor-β3) regulates lymphocyte proliferation, apoptosis, hematopoiesis and embryogenesis to maintain immune homeostasis. TGF-β plays an important role in cell growth, differentiation, and survival. TGF-β3 specifically promotes chondrogenic differentiation.TGF-β3 is a strong growth inhibitor for normal and transformed epithelial, lymphoid, fibroblast, and keratinocyte cells. TGF-2 inhibits antitumor action of NK (natural killer) cells, T-cells, macrophages, monocytes and neutrophils. TGF-β3 is a tumor suppressor in the early stages of carcinogenesis, but in the later stages acts as a tumor promoter by inducing epithelial-mesenchymal transition and stimulating angiogenesis. TGF-β isoforms is known to participate in wound healing and tissue fibrosis. TGF-β3 is crucial for tissue restoration and scarless tissue repair. Mutation in the TGFβ3 gene is associated with development of non-syndromic cleft palate only (NS CPO), a rare congenital disease.

Safety

Tocopherols (vitamin E) occur in many food substances that are consumed as part of the normal diet. The daily nutritional requirement has not been clearly defined but is estimated to be 3.0–20.0 mg. Absorption from the gastrointestinal tract is dependent upon normal pancreatic function and the presence of bile. Tocopherols are widely distributed throughout the body, with some ingested tocopherol metabolized in the liver; excretion of metabolites is via the urine or bile. Individuals with vitamin E deficiency are usually treated by oral administration of tocopherols, although intramuscular and intravenous administration may sometimes be used.
Tocopherols are well tolerated, although excessive oral intake may cause headache, fatigue, weakness, digestive disturbance, and nausea. Prolonged and intensive skin contact may lead to erythema and contact dermatitis.
The use of tocopherols as antioxidants in pharmaceuticals and food products is unlikely to pose any hazard to human health since the daily intake from such uses is small compared with the intake of naturally occurring tocopherols in the diet.
The WHO has set an acceptable daily intake of tocopherol used as an antioxidant at 0.15–2.0 mg/kg body-weight.

storage

Tocopherols are oxidized slowly by atmospheric oxygen and rapidly by ferric and silver salts. Oxidation products include tocopheroxide, tocopherylquinone, and tocopherylhydroquinone, as well as dimers and trimers. Tocopherol esters are more stable to oxidation than the free tocopherols but are in consequence less effective antioxidants.
Tocopherols should be stored under an inert gas, in an airtight container in a cool, dry place and protected from light.

Purification Methods

Dissolve dl--tocopherol in anhydrous MeOH (15mL/g) cool to -6o for 1hour, then chill in a Dry-ice/acetone bath; crystallisation is induced by scratching with a glass rod. The dl--acetate [52225-20-4] (see DL-vitamin E actetate below) is a viscous yellow liquid with m -7o, b 184o/0.01mm, 224o/0.3mm, d 4 20 0.953, n D 20 1.496. It is used as a standard for Vitamin E activity where the unit of activity is attained with 1mg of pure dl--acetate. [Friedrich “Vitamins” Water de Guyter Publ, Berlin 1988, Beilstein 17/4 V 168.]

Incompatibilities

Tocopherols are incompatible with peroxides and metal ions, especially iron, copper, and silver. Tocopherols may be absorbed into plastic.

Regulatory Status

GRAS listed. Accepted in Europe as a food additive. Included in the FDA Inactive Ingredients Database (IV injections, powder, lyophilized powder for liposomal suspension; oral capsules, tablets, and topical preparations). Included in the Canadian List of Acceptable Non-medicinal Ingredients. Included in nonparenteral medicines licensed in the UK.

DL-α-Tocopherol Preparation Products And Raw materials

Raw materials

Preparation Products

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DL-α-Tocopherol Suppliers

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View Lastest Price from DL-α-Tocopherol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
DL-alpha-Tocopherol 10191-41-0
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-06-04
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
DL-α-Tocopherol 10191-41-0
Price
US $48.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-14
Sinoway Industrial co., ltd.
Product
DL-α-Tocopherol 10191-41-0
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
98% up, High Density
Supply Ability
20 tons
Release date
2024-06-27

10191-41-0, DL-α-TocopherolRelated Search:

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