Product Name

  • Name

    Vitamin E

  • EINECS 233-466-0
  • CAS No. 10191-41-0
  • Article Data13
  • CAS DataBase
  • Density 0.93 g/cm3
  • 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
  • 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;
  • PSA 29.46000
  • LogP 8.84020

Synthetic route

isophytol
505-32-8

isophytol

Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

(+/-)-α-tocopherol
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;
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
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

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether for 4h;60%
5-nitromethyl-γ-tocopherol acetate

5-nitromethyl-γ-tocopherol acetate

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; aluminium trichloride Reduction;17%
(RS)-isophytol
505-32-8, 60046-87-9, 80736-12-5

(RS)-isophytol

Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

(+/-)-α-tocopherol
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

(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.
...Expand
DL-α-tocopherol acetate

DL-α-tocopherol acetate

(+/-)-α-tocopherol
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
α-tocopherolquinone
7559-04-8, 27696-11-3, 72657-56-8, 78419-32-6, 84368-81-0

α-tocopherolquinone

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

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

α-tocopheroxyl radical

(+/-)-α-tocopherol
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;
Trimethylhydroquinone
700-13-0

Trimethylhydroquinone

isophytol

isophytol

(+/-)-α-tocopherol
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;
2,3,5-Trimethyl-1,4-benzoquinone
935-92-2

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

(+/-)-α-tocopherol
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
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

epichlorohydrin
106-89-8

epichlorohydrin

2,5,7,8-tetramethyl-6-(oxiran-2-ylmethoxy)-2-(4,8,12-trimethyltridecyl)chroman
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%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

epichlorohydrin
106-89-8

epichlorohydrin

C32H54O3

C32H54O3

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 0 - 20℃; for 4h;96%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl 2-(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy)acetate
1445229-61-7

methyl 2-(2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy)acetate

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: bromoacetic acid methyl ester In N,N-dimethyl-formamide at 20℃; for 15h;		93%
trans-styrylacetic acid
2243-53-0, 59744-46-6, 1914-58-5

trans-styrylacetic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

(E)-(-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl) 4-phenyl-but-3-enoate

(E)-(-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yl) 4-phenyl-but-3-enoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;92%
α-L-polyglutamic acid

α-L-polyglutamic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

polyglutamate

polyglutamate

Conditions
ConditionsYield
Stage #1: α-L-polyglutamic acid; (+/-)-α-tocopherol With dmap; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 15℃; for 3h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=2;		90%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

allyl bromide
106-95-6

allyl bromide

DL-α-tocopherol allyl ether

DL-α-tocopherol allyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Reflux;90%
2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50-heptadecaoxadopentacontan-52-oic acid

2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47,50-heptadecaoxadopentacontan-52-oic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

C64H118O20

C64H118O20

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 40℃; for 10h; Solvent; Temperature;88%
trans-4-[({[(1,1-dimethylethyl)oxy]carbonyl}amino)methyl]cyclohexanecarboxylic acid

trans-4-[({[(1,1-dimethylethyl)oxy]carbonyl}amino)methyl]cyclohexanecarboxylic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

dl-α-tocopherol BOC-tranexamate

dl-α-tocopherol BOC-tranexamate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In pyridine at 20℃; for 24h;85%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

2-tocopheryloxy ethanol

2-tocopheryloxy ethanol

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol; bromoacetic acid methyl ester With potassium carbonate; potassium iodide In acetone Inert atmosphere; Reflux;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;		85%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

serinol
534-03-2

serinol

C34H59NO5

C34H59NO5

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol; bromoacetic acid methyl ester With potassium carbonate; potassium iodide In acetone Inert atmosphere; Reflux;
Stage #2: serinol In dimethyl sulfoxide at 25℃; for 6h; Inert atmosphere;		85%
...Expand
5-azidolevulinic acid
440359-99-9

5-azidolevulinic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

(+/-)-α-tocopherol-5-azidolevulinic acid ester

(+/-)-α-tocopherol-5-azidolevulinic acid ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;83%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

methyl iodide
74-88-4

methyl iodide

α-tocopheryl methyl ether

α-tocopheryl methyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone for 36h; Methylation; Heating;82%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid
72072-06-1

5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid

(+/-)-α-tocopherol-Boc-ALA ester

(+/-)-α-tocopherol-Boc-ALA ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;78%
4-(bromomethyl)-1-methyl-2,6,7-trioxabicyclo[2.2.2]-octane
60028-14-0

4-(bromomethyl)-1-methyl-2,6,7-trioxabicyclo[2.2.2]-octane

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

C34H60O5

C34H60O5

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: 4-(bromomethyl)-1-methyl-2,6,7-trioxabicyclo[2.2.2]-octane In tetrahydrofuran at 100℃; for 24h; Inert atmosphere;
Stage #3: With hydrogenchloride In methanol; dichloromethane at 50℃; for 4h; Inert atmosphere;		78%
methanol
67-56-1

methanol

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

8a-methoxy-α-tocopherone
3329-05-3, 119616-52-3, 119616-53-4

8a-methoxy-α-tocopherone

Conditions
ConditionsYield
With potassium hydroxide; iodine at 10℃; for 0.166667h;68%
BOC-glycine
4530-20-5

BOC-glycine

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

tert-Butoxycarbonylamino-acetic acid (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-yl ester

tert-Butoxycarbonylamino-acetic acid (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-yl ester

Conditions
ConditionsYield
Stage #1: BOC-glycine; (+/-)-α-tocopherol With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;
Stage #2: In dichloromethane at -20℃; for 2h;		60%
With dicyclohexyl-carbodiimide In pyridine for 24h; Ambient temperature;
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

5-fluorouracil-1-acetic acid
56059-30-4

5-fluorouracil-1-acetic acid

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 50℃; for 48h; Inert atmosphere;60%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-tocopheryloxy acetate

ethyl 2-tocopheryloxy acetate

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere;
Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;		60%
2-Iodobenzyl bromide
40400-13-3

2-Iodobenzyl bromide

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

6-((2-iodobenzyl)oxy)-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chromane

6-((2-iodobenzyl)oxy)-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chromane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;38%
phthalic anhydride
85-44-9

phthalic anhydride

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

mono-tocopherol phthalate
850655-12-8

mono-tocopherol phthalate

Conditions
ConditionsYield
With stannous octoate In N,N-dimethyl acetamide at 140℃; for 24h;31.1%
terephthalic acid
100-21-0

terephthalic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

mono-tocopherol terephthalate
850655-10-6

mono-tocopherol terephthalate

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide In N,N-dimethyl acetamide at 50℃; for 4h;27.6%
C45H92N2O2

C45H92N2O2

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

C74H140N2O3

C74H140N2O3

Conditions
ConditionsYield
With Medroxyprogesterone acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;26%
trimethoxysilane
2487-90-3

trimethoxysilane

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

6-Bromo-1-hexene
2695-47-8

6-Bromo-1-hexene

(6-((DL-α-tocopheryl)oxy)hexyl)trimethoxysilane

(6-((DL-α-tocopheryl)oxy)hexyl)trimethoxysilane

Conditions
ConditionsYield
Stage #1: (+/-)-α-tocopherol; 6-Bromo-1-hexene With sodium hydroxide In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; Schlenk technique;
Stage #2: trimethoxysilane With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere; Schlenk technique;		21%
...Expand
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

β-D-galactose peracetate
4163-60-4

β-D-galactose peracetate

α-tocopheryl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

α-tocopheryl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In nitrobenzene at 90℃; for 5h;20%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

β-D-glucose pentaacetate
604-69-3

β-D-glucose pentaacetate

all-rac-α-tocopheryl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
99502-55-3

all-rac-α-tocopheryl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In nitrobenzene at 90℃; for 5h;15%
(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

β-D-mannopyranose pentaacetate
83-87-4, 604-68-2, 604-69-3, 2152-77-4, 4026-35-1, 4163-59-1, 4163-60-4, 4163-61-5, 4163-65-9, 4257-94-7, 4257-96-9, 16299-15-3, 19186-39-1, 19189-55-0, 25878-60-8, 25941-03-1, 32445-48-0, 32445-49-1, 32445-53-7, 32445-54-8, 34685-58-0, 34685-59-1, 43168-42-9, 43168-44-1, 43169-22-8, 43169-25-1, 66966-07-2, 70749-17-6, 80184-01-6, 93221-01-3, 93221-02-4, 99630-88-3, 109215-53-4, 115792-70-6, 115792-73-9, 139894-92-1, 139973-25-4, 144071-49-8, 147648-81-5

β-D-mannopyranose pentaacetate

dl-α-tocopheryltetraacetyl-β-mannoside

dl-α-tocopheryltetraacetyl-β-mannoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In nitrobenzene at 90℃; for 5h;14%
linoleic acid
60-33-3

linoleic acid

(+/-)-α-tocopherol
10191-41-0

(+/-)-α-tocopherol

dl-α-Tocopheryl linoleate
36148-84-2, 51744-92-4, 146566-14-5

dl-α-Tocopheryl linoleate

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In chloroform98.9 % Chromat.

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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