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dl-alpha-Tocopherol

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Name

dl-alpha-Tocopherol

EINECS 233-466-0
CAS No. 10191-41-0 Density 0.93 g/cm3
PSA 29.46000 LogP 8.84020
Solubility Miscible with chloroform, vegetable oils, ether, acetone and alcohol. Immiscible with water. Melting Point 2-4 °C
Formula C29H50O2 Boiling Point 485.9 °C at 760 mmHg
Molecular Weight 430.715 Flash Point 210.2 °C
Transport Information N/A Appearance low yellow powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 10191-41-0 (Vitamin E) Hazard Symbols IrritantXi
Synonyms

2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-;6-Chromanol,2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (8CI);3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-ol;3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol;Elementol B;ElementolBasic;Elementol R;Ephanyl;Rac-a-Tocopherol;all-rac-a-Tocopherol;

Article Data 13

dl-alpha-Tocopherol Synthetic route

505-32-8

isophytol

700-13-0

Trimethylhydroquinone

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
methanetrisulfonic acid In Ethylene carbonate; n-heptane; water at 50 - 140℃; for 1 - 1.66667h;92.4%
methanetrisulfonic acid In 1,2-propylene cyclic carbonate; n-heptane; water at 50 - 140℃; for 1h;91.2%
SnTf(51)-MCM-41 In hexane at 100℃; for 1h;
129658-43-1

4-((3R,7R,11R)-3-Hydroxy-3,7,11,15-tetramethyl-hexadecyl)-5,7,8-trimethyl-1-oxa-spiro[2.5]octa-4,7-dien-6-one

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether for 4h;60%

5-nitromethyl-γ-tocopherol acetate

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; aluminium trichloride Reduction;17%
700-13-0

Trimethylhydroquinone

10191-41-0

(+/-)-α-tocopherol

(S)-2,3,4,6,7-Pentamethyl-2-((4S,8S)-4,8,12-trimethyl-tridecyl)-2,3-dihydro-benzofuran-5-ol

Conditions
ConditionsYield
With 1-(bis-CF3SO2-methyl)-2,3,4,5,6-pentafluoro-benzene In carbon dioxide at 100℃; under 187515 Torr; for 16h; Product distribution; Further Variations:; Pressures; Catalysts; Solvents;A 79 % Chromat.
B 3.4 % Chromat.

DL-α-tocopherol acetate

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / nitric acid / acetic acid / 0.5 h / 20 °C
2: 17 percent / LiAlH4; AlCl3
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / silica gel / diethyl ether / 5 h / 0 - 5 °C
2: 60 percent / BF3*Et2O / diethyl ether / 4 h
View Scheme

α-tocopheroxyl radical

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
With (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol; sodium dodecyl-sulfate at 20℃; pH=7.4; Kinetics; Reagent/catalyst; aq. buffer; Micellar solution;
700-13-0

Trimethylhydroquinone

isophytol

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
Stage #1: Trimethylhydroquinone With acid treated bentonite at 120 - 125℃; for 0.25h; Friedel-Crafts Alkylation;
Stage #2: isophytol at 120 - 125℃; for 10h; Catalytic behavior; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation;
Stage #1: Trimethylhydroquinone With acid treated bentonite at 120 - 125℃; for 0.25h; Friedel-Crafts Alkylation;
Stage #2: isophytol at 120 - 125℃; for 10h; Catalytic behavior; Temperature; Reagent/catalyst; Friedel-Crafts Alkylation;
935-92-2

2,3,5-Trimethyl-1,4-benzoquinone

10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon; hydrogen / 23 h / 64 °C / 6000.6 Torr
2.1: acid treated bentonite / 0.25 h / 120 - 125 °C
2.2: 10 h / 120 - 125 °C
View Scheme
10191-41-0

(+/-)-α-tocopherol

106-89-8

epichlorohydrin

153821-44-4

2,5,7,8-tetramethyl-6-(oxiran-2-ylmethoxy)-2-(4,8,12-trimethyltridecyl)chroman

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 0 - 20℃; for 4h;96%

dl-alpha-Tocopherol Chemical Properties

Molecular Structure of 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (CAS NO.10191-41-0):

IUPAC Name: 2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydrochromen-6-ol
Empirical Formula: C29H50O2
Molecular Weight: 430.7061
Index of Refraction: 1.495
Molar Refractivity: 135.06 cm3
Molar Volume: 462.7 cm3
Surface Tension: 34.6 dyne/cm
Density: 0.93 g/cm3
Flash Point: 210.2 °C
Enthalpy of Vaporization: 78 kJ/mol
Boiling Point: 485.9 °C at 760 mmHg
Vapour Pressure: 4.59E-10 mmHg at 25°C
Storage temp: 2-8°C
Sensitive: Light Sensitive
Melting Point: 2-4°C
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)
InChI: InChI=1/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1
Smiles: c12c(CC[C@](O1)(CCC[C@@H](CCC[C@@H](CCCC(C)C)C)C)C)c(c(O)c(c2C)C)C
Product Categories of 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- (CAS NO.10191-41-0): Food and Feed Additive; Organics; Vitamin Ingredients

dl-alpha-Tocopherol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: GA8746000
F: 8-10-23

dl-alpha-Tocopherol Specification

 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)- , with CAS number of 10191-41-0, can be called All-rac-alpha-tocopherol ; (+/-)-alpha-tocopherol ; (+/-)-alpha-tocoferol ; alpha-tocopherolum ; alpha-dl-tocopherol ; 5,7,8-trimethyltocol ; a-tocopherol .

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