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10191-41-0

Basic Information
CAS No.: 10191-41-0
Name: dl-alpha-Tocopherol
Molecular Structure:
Molecular Structure of 10191-41-0 (dl-alpha-Tocopherol)
Formula: C29H50O2
Molecular Weight: 430.71
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;
EINECS: 233-466-0
Density: 0.93 g/cm3
Melting Point: 2-4 °C
Boiling Point: 485.9 °C at 760 mmHg
Flash Point: 210.2 °C
Solubility: Miscible with chloroform, vegetable oils, ether, acetone and alcohol. Immiscible with water.
Appearance: low yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
Transport Information:
PSA: 29.46000
LogP: 8.84020
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%
10191-41-0

(+/-)-α-tocopherol

106-89-8

epichlorohydrin

C32H54O3

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

(+/-)-α-tocopherol

96-32-2

bromoacetic acid methyl ester

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%
2243-53-0, 59744-46-6, 1914-58-5

trans-styrylacetic acid

10191-41-0

(+/-)-α-tocopherol

(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

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%
10191-41-0

(+/-)-α-tocopherol

106-95-6

allyl bromide

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

10191-41-0

(+/-)-α-tocopherol

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

10191-41-0

(+/-)-α-tocopherol

dl-α-tocopherol BOC-tranexamate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In pyridine at 20℃; for 24h;85%
10191-41-0

(+/-)-α-tocopherol

96-32-2

bromoacetic acid methyl ester

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%
10191-41-0

(+/-)-α-tocopherol

96-32-2

bromoacetic acid methyl ester

534-03-2

serinol

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%
440359-99-9

5-azidolevulinic acid

10191-41-0

(+/-)-α-tocopherol

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

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;83%
10191-41-0

(+/-)-α-tocopherol

74-88-4

methyl iodide

α-tocopheryl methyl ether

Conditions
ConditionsYield
With potassium carbonate In acetone for 36h; Methylation; Heating;82%
10191-41-0

(+/-)-α-tocopherol

72072-06-1

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

(+/-)-α-tocopherol-Boc-ALA ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;78%
60028-14-0

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

10191-41-0

(+/-)-α-tocopherol

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%
67-56-1

methanol

10191-41-0

(+/-)-α-tocopherol

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%
4530-20-5

BOC-glycine

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

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;
10191-41-0

(+/-)-α-tocopherol

56059-30-4

5-fluorouracil-1-acetic acid

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 50℃; for 48h; Inert atmosphere;60%
10191-41-0

(+/-)-α-tocopherol

105-36-2

ethyl bromoacetate

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%
40400-13-3

2-Iodobenzyl bromide

10191-41-0

(+/-)-α-tocopherol

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%
85-44-9

phthalic anhydride

10191-41-0

(+/-)-α-tocopherol

850655-12-8

mono-tocopherol phthalate

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

terephthalic acid

10191-41-0

(+/-)-α-tocopherol

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

10191-41-0

(+/-)-α-tocopherol

C74H140N2O3

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

trimethoxysilane

10191-41-0

(+/-)-α-tocopherol

2695-47-8

6-Bromo-1-hexene

(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%
10191-41-0

(+/-)-α-tocopherol

4163-60-4

β-D-galactose peracetate

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%
10191-41-0

(+/-)-α-tocopherol

604-69-3

β-D-glucose pentaacetate

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%
60-33-3

linoleic acid

10191-41-0

(+/-)-α-tocopherol

36148-84-2, 51744-92-4, 146566-14-5

dl-α-Tocopheryl linoleate

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In chloroform98.9 % Chromat.
Downstream Products
59-02-9
36148-84-2
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    10191-41-0

    10191-41-0 dl-alpha-Tocopherol

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    Vitamin E Basic information Product Name: Vitamin E Synonyms: ALL-RAC-ALPHA-TOCOPHEROL;(+/-)-ALPHA-TOCOPHEROL;(+/-)-ALPHA-TOCOFEROL;ALPHA-TOCOPHEROLUM;ALPHA-DL-TOCO

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    10191-41-0

    DL-α-Tocopherol

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    10191-41-0

    DL-alpha-Tocopherol CAS: 10191-41-0

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    Name Vitamin E Price CAS No. 10191-41-0 Brand Faithful Grade Pharma and food Grade

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Chemistry

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

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

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 .