d-a-Tocopherol supplier | CasNO.59-02-9

Name
Vitamin E
EINECS 200-412-2
CAS No. 59-02-9
Article Data192
CAS DataBase
Density 0.93 g/cm³
Solubility insoluble in water
Melting Point 2.5-3.5 °C
Formula C₂₉H₅₀O₂
Boiling Point 485.856 °C at 760 mmHg
Molecular Weight 430.715
Flash Point 210.229 °C
Transport Information
Appearance light yellow liquid
Safety 23-24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms (+)-a-Tocopherol;(2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol;(2R,4'R,8'R)-a-Tocopherol;(R,R,R)-a-Tocopherol;(all-R)-a-Tocopherol;5,7,8-Trimethyltocol;Covitol F 1000;Covitol F 1300;Covitol IK 00069;Denamone;Endo E;Eprolin;Eprolin S;Epsilan;Esorb;Etavit;NSC 20812;NatAlc;Natur-E micelle;Phytogermin;Spavit E;Syntopherol;Tenox GT 1;Tokopharm;Vascuals;Verrol;Viteolin;alpha-Tocopherol;a-Vitamin E;Vitamin E;
PSA 29.46000
LogP 8.84020

Synthetic route

titanium montmorillonite: titanium montmorillonite

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In octane	100%

...Expand

: 32466-45-8
(2R,4'R,8'R)-α-tocopheryl methyl ether

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
Stage #1: (2R,4'R,8'R)-α-tocopheryl methyl ether With triethylsilane; tris(pentafluorophenyl)borate at 20℃; Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃;	100%
With aluminum (III) chloride; boron dimethyl-trifluoro sulphide In dichloromethane; acetonitrile at 20℃;	84%
With aluminum (III) chloride; boron trifluoride dimethyl sulfide In dichloromethane; acetonitrile at 0 - 20℃; for 6h;	78%

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In tetrachloromethane	99.1%
With hydrogenchloride; sodium dithionite; Zinc chloride In toluene	99.8%
With hydrogenchloride; zinc dibromide; zinc	98.6%

: 110-19-0
2-methylpropyl acetate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In water; toluene	99.6%
With hydrogenchloride; Zinc chloride In water; toluene	98.6%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 105-58-8
Diethyl carbonate

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; sodium chloride; Zinc chloride In water; toluene	99.2%
With hydrogen bromide; zinc dibromide In water	99.1%
With hydrogenchloride; Zinc chloride In water; toluene	98.9%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 78-93-3
butanone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium hydroxide; sodium chloride; scandium tris(trifluoromethanesulfonate) In ethyl acetate; toluene	99%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 71-36-3
butan-1-ol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogenchloride; Zinc chloride In hexane; water; toluene	98.1%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	98.1%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	95.9%
With hydrogenchloride; Zinc chloride In hexane; water; toluene	95.9%

...Expand

: 700-13-0
Trimethylhydroquinone

: isophytol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
aluminum ion-exchanged montmorilonites In octane for 3h; Product distribution; Heating; var. metal ion-exchanged montmorilonites, var. solvents, var. reaction time;	98%

: scandium fluorosulfonate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In ethyl acetate; toluene	98%

...Expand

: 14745-36-9
2-((7R,11R)-3-Hydroxy-3,7,11,15-tetramethylhexadecyl)-3,5,6-trimethylbenzene-1,4-diol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene at 80℃; for 1.25h;	95%
With toluene-4-sulfonic acid In benzene Heating;
With toluene-4-sulfonic acid In toluene at 45℃;

: 6991-51-1
(2R,4'R,8'R)-5-(morpholinomethyl)-γ-tocopherol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium hydroxide; sodium tetrahydroborate In 2-methyl-propan-1-ol for 9h; Heating;	95%

scandium bentonite: scandium bentonite

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In hexane; toluene	93%

...Expand

: 1402580-98-6
4-methoxybenzyl (R,R,R)-α-tocopheryl ether

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With silver hexafluoroantimonate; 1,2,3-trimethoxybenzene In dichloromethane at 40℃; for 6h;	93%

: 505-32-8
isophytol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In toluene	91%
	88.7%

: 76-26-6, 3144-16-9, 5872-08-2, 35963-20-3
camphor-10-sulfonic acid

: 7559-04-8
2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
	90.3%

: (2R,4'R,8'R)-1',2'-dehydro-α-tocopheryl benzyl ether

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide at 20℃; under 760 Torr;	86%

: europium trifluoromethanesulfonate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; ethyl acetate	84%

...Expand

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: yttrium(III) trifluoromethanesulfonate

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In diethyl ether; nitromethane; ethyl acetate	82%

...Expand

: 6991-51-1
(2R,4'R,8'R)-5-(morpholinomethyl)-γ-tocopherol

: tetrabutylammonium borohydride

A: n-butyl α-tocopheryl ether

B: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In 2-methyl-propan-1-ol for 4h; Heating;	A n/a B 77%

...Expand

: 113348-75-7
6-hydroxy-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-5-carbaldehyde

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetic acid under 760 Torr;	75%

: (2R,6R)-1-chloro-2,6,10-trimethyl-undecane

: dilithium tetrachlorocuprate

: (2R,6R)-2,6,10-trimethyl-1-undecyl-magnesium chloride

: 75-16-1
methylmagnesium bromide

: 94353-04-5
(2S)-(-)-2-(2-bromoethyl)-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In tetrahydrofuran	75%

...Expand

: 527-18-4
Durohydroquinone

: 2-methylbut-3-en-2-ol

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
Molecular sieve;	72%

(2RS,6RS)-2,6,10-trimethyl-1-undecylmagnesium chloride: (2RS,6RS)-2,6,10-trimethyl-1-undecylmagnesium chloride

: (2RS,6RS)-1-chloro-2,6,10-trimethylundecane

: dilithium tetrachlorocuprate

: 75-16-1
methylmagnesium bromide

: 130266-62-5
2-(2-bromoethyl)-3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
In tetrahydrofuran	64%

...Expand

: scandium(III) nitrate

: scandium(III) nitrate tetrahydrate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In ethyl acetate; toluene	62%

...Expand

: 700-13-0
Trimethylhydroquinone

: 2-methylbut-3-en-2-ol

A: 151716-51-7
trimethyl-((7R:11R)-trans-phytyl)-benzoquinone-(1.4)

B: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With CuAl-SBA-15 In cyclohexane at 85℃; for 16h;	A 25% B 61%

...Expand

: ytterbium trifluoromethanesulfonate

: 505-32-8
isophytol

: 700-13-0
Trimethylhydroquinone

: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With sodium chloride In 5,5-dimethyl-1,3-cyclohexadiene; ethyl acetate	59%

...Expand

: 2283-11-6
hexaethylphosphoric triamide

: 59-02-9
Tocopherol

: 562828-32-4
bis(N,N-diethylamido)-O-tocopherylphosphite

Conditions

Conditions	Yield
at 90 - 100℃; for 5h;	100%

: 110-52-1
1,4-dibromo-butane

: 59-02-9
Tocopherol

: 1451385-71-9
(R)-6-(4-bromobutoxy)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide In tetrahydrofuran; water at 0 - 20℃; Inert atmosphere; Darkness;	100%
Stage #1: Tocopherol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	50%
Stage #1: Tocopherol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 20℃;	47%

: 124-63-0
methanesulfonyl chloride

: 59-02-9
Tocopherol

: 1261156-27-7
2-(4,8,12-trimethyltridecyl)-2,5,7,8-tetramethyl-chroman-6-ylmethanesulfonate

Conditions

Conditions	Yield
Stage #1: Tocopherol With triethylamine In dichloromethane at 20℃; for 0.0833333h; Stage #2: methanesulfonyl chloride In dichloromethane for 1h;	96%
With pyridine; dmap In dichloromethane at 20℃; for 24h;	85.1%
With pyridine; dmap In dichloromethane at 20℃; for 12h;	85.1%

: 2,3-O-isopropylidene-4-O-benzyl-α-L-rhamnopyranosyl diphenylphosphate

: 59-02-9
Tocopherol

: C45H70O6

Conditions

Conditions	Yield
With C53H57F11N6O4S2 In di-isopropyl ether at 30℃; for 24h; Molecular sieve; Sealed tube; stereoselective reaction;	96%

: 824-94-2
p-methoxybenzyl chloride

: 59-02-9
Tocopherol

: 1402580-98-6
4-methoxybenzyl (R,R,R)-α-tocopheryl ether

Conditions

Conditions	Yield
Stage #1: Tocopherol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h; Stage #2: p-methoxybenzyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃;	95%

: 2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl diphenylphosphate

: 59-02-9
Tocopherol

: C41H68O7

Conditions

Conditions	Yield
With C53H57F11N6O4S2 In di-isopropyl ether at 50℃; for 24h; Molecular sieve; Sealed tube; stereoselective reaction;	95%

: 20826-04-4
5-bromo-3-pyridinecarboxylic acid

: 59-02-9
Tocopherol

: (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl 5-bromonicotinate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran Inert atmosphere;	95%

: 108-30-5
succinic acid anhydride

: 59-02-9
Tocopherol

: 4345-03-3
vitamin E succinate

Conditions

Conditions	Yield
With pyridine; dmap at 25℃;	94%
With sodium hydroxide In butanone at 40℃; for 6h; Reagent/catalyst; Temperature; Solvent;	93.6%
dmap; triethylamine In dichloromethane at 25℃;	85%

: 598-21-0
2-Bromoacetyl bromide

: 59-02-9
Tocopherol

: (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl 2-bromoacetate

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 3h;	93.82%
With pyridine In dichloromethane at 0℃; for 3h;	93.82%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere; Sealed tube;	86%
With pyridine In dichloromethane at 20℃; Inert atmosphere;	59%
With pyridine In dichloromethane at 0℃; for 3h;	1 g

: 10533-83-2
N-benzoyl-N-methyl-4-methylbenzenesulfonamide

: 59-02-9
Tocopherol

: 102734-34-9
(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl benzoate

Conditions

Conditions	Yield
With potassium phosphate In tetrahydrofuran at 23℃; for 15h; Inert atmosphere; Schlenk technique;	93%

: 59-02-9
Tocopherol

: 7559-04-8
2-[(3R,7R,11R)-3-hydroxy-3,7,11,15-tetramethylhexadecyl]-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione

Conditions

Conditions	Yield
With bromine In ethanol at 0 - 20℃; for 1.16667h; pH=6; Mechanism; Solvent; Time; Temperature; pH-value; aq. phosphate buffer;	92%
With dihydrogen peroxide; methyltrioxorhenium(VII) In ethanol; water at 25℃; for 10h;	90%
With iron(III) chloride In methanol; diethyl ether; water for 0.5h;	89%

d-a-Tocopherol Chemical Properties

IUPAC Name: (2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
Empirical Formula: C₂₉H₅₀O₂
Molecular Weight: 430.7061
EINECS: 200-412-2
Classification Code: Antioxidants; Growth Substances; Micronutrients; Mutation data; Protective Agents; Reproductive Effect; Vitamins
Melting Point: 2.5-3.5 °C
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
storage temp.: 2-8 °C
alpha: 24 °(c=2, in isooctane 25 °C)
Water Solubility: INSOLUBLE
Appearance: Clear yellow oil
Vapour Pressure of alpha-Tocopherol (CAS NO.59-02-9): 4.59E-10 mmHg at 25 °C

d-a-Tocopherol Uses

alpha-Tocopherol (CAS NO.59-02-9) is the most important lipid-soluble antioxidant and that it protects cell membranes from oxidation by reacting with lipid radicals produced in the lipid peroxidation chain reaction. alpha-Tocopherol is a nucleophile that may react with electrophilic mutagens.

d-a-Tocopherol Toxicity Data With Reference

1.		dnd-rat-ivn 27 nmol/kg		EXPEAM Experientia. 31 (1975),1023.
2.		dni-rat:lvr 100 µmol/L		CNREA8 Cancer Research. 45 (1985),337.

d-a-Tocopherol Consensus Reports

Reported in EPA TSCA Inventory.

d-a-Tocopherol Safety Profile

Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Flammable F
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 23-24/25-37/39-26
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 1
F: 8-10-23
RTECS: DJ2900000

d-a-Tocopherol Specification

alpha-Tocopherol (CAS NO.59-02-9), its Synonyms are 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-, (2R)- ; 2H-1-Benzopyran-6-ol,3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-,[2R-[2R*(4R*,8R*)]]- ; (+)-a-Tocopherol ; (2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol .

Product Name

Vitamin E

Synthetic route

d-a-Tocopherol Chemical Properties

d-a-Tocopherol Uses

d-a-Tocopherol Toxicity Data With Reference

d-a-Tocopherol Consensus Reports

d-a-Tocopherol Safety Profile

d-a-Tocopherol Specification

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