Product Name

  • Name

    Vitamin E succinate

  • EINECS 224-403-8
  • CAS No. 4345-03-3
  • Article Data12
  • CAS DataBase
  • Density 1.002 g/cm3
  • Solubility Insoluble in water
  • Melting Point ~76°C(lit.)
  • Formula C33H54O5
  • Boiling Point 625.8 °C at 760 mmHg
  • Molecular Weight 530.789
  • Flash Point 187 °C
  • Transport Information
  • Appearance White powder.
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 4345-03-3 (Vitamin E succinate)
  • Hazard Symbols
  • Synonyms Butanedioicacid, mono[(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl]ester (9CI);Butanedioic acid,mono[3,4-dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl]ester, [2R-[2R*(4R*,8R*)]]-;Succinic acid, mono[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-6-chromanyl]ester, (+)- (8CI);α-Tocopherol Acid Succinate;6-Chromanol,2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-, hydrogen succinate, (+)-(8CI);(+)-α-Tocopheryl succinate;CV 104;Covitol 1210;NSC 173849;Tocopherol succinate;Vitamin E acid succinate;Vitamin E d-a-tocosuccinate;Vitamin E hemisuccinate;Vitamin E succinate;α-Tocopheryl Succinate;VES;alpha-Tocopherol acid succinate, D-;
  • PSA 72.83000
  • LogP 8.90480

Synthetic route

succinic acid anhydride
108-30-5

succinic acid anhydride

Tocopherol
59-02-9

Tocopherol

vitamin E succinate
4345-03-3

vitamin E succinate

Conditions
ConditionsYield
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%
succinic acid
110-15-6

succinic acid

Tocopherol
59-02-9

Tocopherol

vitamin E succinate
4345-03-3

vitamin E succinate

Conditions
ConditionsYield
Stage #1: succinic acid With dicyclohexyl-carbodiimide; dmap In dichloromethane for 0.166667 - 0.25h; Ultrasonication;
Stage #2: Tocopherol In dichloromethane at 25℃;
73%
delta tocopherol
119-13-1

delta tocopherol

vitamin E succinate
4345-03-3

vitamin E succinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Chlormethylierung und Reduktion
2: pyridine
View Scheme
5,8-dimethyltocol
16698-35-4

5,8-dimethyltocol

vitamin E succinate
4345-03-3

vitamin E succinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Chlormethylierung und Reduktion
2: pyridine
View Scheme
1-azido-5-aminopentane
148759-41-5

1-azido-5-aminopentane

vitamin E succinate
4345-03-3

vitamin E succinate

(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl 4-((5-azidopentyl)amino)-4-oxobutanoate

(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl 4-((5-azidopentyl)amino)-4-oxobutanoate

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;100%
2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol
86770-67-4

2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol

vitamin E succinate
4345-03-3

vitamin E succinate

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl ((R)2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl ((R)2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;99%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

vitamin E succinate
4345-03-3

vitamin E succinate

(2-hydroxyethyl)ammonium 4-oxo-4-[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy]butanoate

(2-hydroxyethyl)ammonium 4-oxo-4-[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy]butanoate

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at 20 - 25℃;98%
8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
32086-89-8

8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione

vitamin E succinate
4345-03-3

vitamin E succinate

(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl (1-(1,3,7trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)ethyl) succinate

(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl (1-(1,3,7trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)ethyl) succinate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h;96%
3-(4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl)phenol
371935-74-9

3-(4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl)phenol

vitamin E succinate
4345-03-3

vitamin E succinate

α-tocopheryl hemisuccinate
1514918-69-4

α-tocopheryl hemisuccinate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate In 1-methyl-pyrrolidin-2-one; dichloromethane at 20℃; for 19h;95%
vitamin E succinate
4345-03-3

vitamin E succinate

d-α-tocopherol succinic acid calcium salt

d-α-tocopherol succinic acid calcium salt

Conditions
ConditionsYield
With calcium hydroxide In methanol at 58 - 60℃; for 2h; Product distribution / selectivity;94.73%
With calcium oxide In methanol at 28 - 60℃; for 2h; Product distribution / selectivity;88.18%
With calcium carbonate In methanol at 58 - 60℃; for 2h; Product distribution / selectivity;76.36%
With calcium carbonate In Carbon dioxide at 120℃; under 228015 Torr; for 1h; Reaction medium: CO2 as a supercritical fluid;
4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl
14691-88-4

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

vitamin E succinate
4345-03-3

vitamin E succinate

1-oxyl-2,2,6,6-tetramethylpiperidine-4-ammonium 4-oxo-4-[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy]butanoate

1-oxyl-2,2,6,6-tetramethylpiperidine-4-ammonium 4-oxo-4-[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)chroman-6-yloxy]butanoate

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at 20 - 25℃;93%
doxorubicin hydrochloride
25316-40-9

doxorubicin hydrochloride

vitamin E succinate
4345-03-3

vitamin E succinate

C60H81NO15
1515877-13-0

C60H81NO15

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 55℃; for 24h;88%
vitamin E succinate
4345-03-3

vitamin E succinate

Propargylamine
2450-71-7

Propargylamine

C36H57NO4

C36H57NO4

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h;87.144%
vitamin E succinate
4345-03-3

vitamin E succinate

L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

A

vitamin E succinic acid pyroglutamate conjugate

vitamin E succinic acid pyroglutamate conjugate

B

N-methylmorpholine hydrochloride
3651-67-0

N-methylmorpholine hydrochloride

Conditions
ConditionsYield
Stage #1: vitamin E succinate With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at 0 - 20℃; for 1.75h;
Stage #2: L-Pyroglutamic acid With triethylamine In tetrahydrofuran; DMF (N,N-dimethyl-formamide); water at 0 - 20℃;
Stage #3: With hydrogenchloride In dichloromethane; water
A 87%
B n/a
vitamin E succinate
4345-03-3

vitamin E succinate

2'-O-(4''-O-tocopherylsuccinoyl)paclitaxel
850655-07-1

2'-O-(4''-O-tocopherylsuccinoyl)paclitaxel

Conditions
ConditionsYield
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃;
Stage #2: taxol With triethylamine In tetrahydrofuran at 20℃;
84.6%
With dmap; diisopropyl-carbodiimide In chloroform at 20℃;
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride
bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

vitamin E succinate
4345-03-3

vitamin E succinate

3-(D-α-tocopheryloxycarbonyl)propionyloxyacetic acid
1384115-80-3

3-(D-α-tocopheryloxycarbonyl)propionyloxyacetic acid

Conditions
ConditionsYield
Stage #1: vitamin E succinate With tetra(n-butyl)ammonium hydroxide In water
Stage #2: bromoacetic acid tert-butyl ester In 1-methyl-pyrrolidin-2-one at 0℃; for 1h; Inert atmosphere;
Stage #3: With triethylsilane; trifluoroacetic acid In 1-methyl-pyrrolidin-2-one; dichloromethane at 23℃; for 1.2h; Inert atmosphere;
84%
7-ethyl-10-hydroxycamptothecin
86639-52-3, 110714-48-2, 130144-34-2

7-ethyl-10-hydroxycamptothecin

vitamin E succinate
4345-03-3

vitamin E succinate

tocopherol succinate 7-ethyl-10-hydroxycamptothecin

tocopherol succinate 7-ethyl-10-hydroxycamptothecin

Conditions
ConditionsYield
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20℃; for 24h;
Stage #2: 7-ethyl-10-hydroxycamptothecin With triethylamine In methylene chloride; N,N-dimethyl acetamide at 20℃; for 1470h; Product distribution / selectivity;
83.9%
Stage #1: 7-ethyl-10-hydroxycamptothecin; vitamin E succinate In 1-methyl-pyrrolidin-2-one; dichloromethane for 0.0833333h; Sonication; Cooling with ice;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate at 20℃; for 2.16667h;
80%
With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃;70%
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃;
Stage #2: 7-ethyl-10-hydroxycamptothecin With triethylamine In tetrahydrofuran at 20℃; Product distribution / selectivity;
57.2%
vitamin E succinate
4345-03-3

vitamin E succinate

5,6-O-isopropylidene-L-ascorbic acid
15042-01-0

5,6-O-isopropylidene-L-ascorbic acid

tocopheryl ascorbyl succinate

tocopheryl ascorbyl succinate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide; dmap In tetrahydrofuran; ethyl acetate at 25℃; for 8h;81%
17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol
86770-69-6

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol

vitamin E succinate
4345-03-3

vitamin E succinate

17-azido-3,6,9,12,15-pentaoxaheptadecyl ((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

17-azido-3,6,9,12,15-pentaoxaheptadecyl ((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;78%
2-((2-hydroxyethyl)disulfanyl) ethyl methacrylate
1205532-50-8

2-((2-hydroxyethyl)disulfanyl) ethyl methacrylate

vitamin E succinate
4345-03-3

vitamin E succinate

C41H66O7S2

C41H66O7S2

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Darkness;73%
vitamin E succinate
4345-03-3

vitamin E succinate

succinic acid 3,4-dihydro-5-nitromethyl-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl monoester

succinic acid 3,4-dihydro-5-nitromethyl-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-yl monoester

Conditions
ConditionsYield
With nitric acid; acetic acid at 20℃; for 0.5h;68%
vitamin E succinate
4345-03-3

vitamin E succinate

resquimod
144875-48-9

resquimod

C50H74N4O6

C50H74N4O6

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;67%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;67%
vitamin E succinate
4345-03-3

vitamin E succinate

glycine-phenylananine-leucine-glycine
104845-49-0

glycine-phenylananine-leucine-glycine

C52H80N4O9

C52H80N4O9

Conditions
ConditionsYield
Stage #1: vitamin E succinate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide for 2h;
Stage #2: glycine-phenylananine-leucine-glycine In dimethyl sulfoxide at 20℃; for 24h;
63%
ethylenediamine
107-15-3

ethylenediamine

vitamin E succinate
4345-03-3

vitamin E succinate

C35H60N2O4

C35H60N2O4

Conditions
ConditionsYield
Stage #1: vitamin E succinate With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In dimethyl sulfoxide at 20℃; for 20h;
Stage #2: ethylenediamine In dimethyl sulfoxide at 20℃; for 24h;
60%
camptothecin
7689-03-4

camptothecin

vitamin E succinate
4345-03-3

vitamin E succinate

tocopherol succinate camptothecin

tocopherol succinate camptothecin

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide In N,N-dimethyl acetamide at 20 - 50℃; for 28h;55.2%
(S)-10-hydroxycamptothecin
19685-09-7

(S)-10-hydroxycamptothecin

vitamin E succinate
4345-03-3

vitamin E succinate

tocopherol succinate 10-hydroxycamptothecin

tocopherol succinate 10-hydroxycamptothecin

Conditions
ConditionsYield
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃; for 24h;
Stage #2: (S)-10-hydroxycamptothecin With triethylamine In methylene chloride; N,N-dimethyl acetamide at 20℃; for 24.0833h; Product distribution / selectivity;
52.5%
Stage #1: vitamin E succinate With thionyl chloride In toluene at 20 - 50℃;
Stage #2: (S)-10-hydroxycamptothecin With triethylamine In tetrahydrofuran at 20℃; Product distribution / selectivity;
48.4%
etoposide
33419-42-0

etoposide

vitamin E succinate
4345-03-3

vitamin E succinate

C62H84O17
1514918-68-3

C62H84O17

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(dimethylamino)pyridinium tosylate In 1-methyl-pyrrolidin-2-one; dichloromethane at 20℃; for 2.83333h; Cooling with ice;52%
N-succinimydyl 3-(2-pyridyldithio)propionate
68181-17-9

N-succinimydyl 3-(2-pyridyldithio)propionate

vitamin E succinate
4345-03-3

vitamin E succinate

C40H62N2O4S2

C40H62N2O4S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform49%
vitamin E succinate
4345-03-3

vitamin E succinate

α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene)
352439-36-2

α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene)

23-azido-3,6,9,12,15,18,21-heptaoxatricosyl ((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

23-azido-3,6,9,12,15,18,21-heptaoxatricosyl ((R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman-6-yl)succinate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;45%
tocopherol succinate 7-ethyl-10-hydroxycamptothecin

tocopherol succinate 7-ethyl-10-hydroxycamptothecin

vitamin E succinate
4345-03-3

vitamin E succinate

10,20-di(tocopherol succinate) 7-ethyl-10-hydroxycamptothecin

10,20-di(tocopherol succinate) 7-ethyl-10-hydroxycamptothecin

Conditions
ConditionsYield
With dmap; 2-chloro-1-methyl-pyridinium iodide In 1,4-dioxane at 20℃; for 24h;44.82%
heptacyclo<6.6.0.02,6.03,13.04,11.05,9.010,14>tetradecane-7,12-diol
89302-19-2

heptacyclo<6.6.0.02,6.03,13.04,11.05,9.010,14>tetradecane-7,12-diol

vitamin E succinate
4345-03-3

vitamin E succinate

C47H68O6

C47H68O6

Conditions
ConditionsYield
Stage #1: vitamin E succinate With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: heptacyclo<6.6.0.02,6.03,13.04,11.05,9.010,14>tetradecane-7,12-diol In N,N-dimethyl-formamide for 18h; Inert atmosphere;
38%
vitamin D3
67-97-0

vitamin D3

vitamin E succinate
4345-03-3

vitamin E succinate

tocopheryl calciferyl succinate

tocopheryl calciferyl succinate

Conditions
ConditionsYield
Stage #1: vitamin E succinate With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 0.333333h;
Stage #2: vitamin D3 In dichloromethane at 20℃; for 18h; Absence of light;
35%

Vitamin E succinate Specification

The Vitamin E succinate, with the CAS registry number 4345-03-3 and EINECS registry number 224-403-8, has the systematic name of 4-oxo-4-({(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-yl}oxy)butanoic acid. And the molecular formula of this chemical is C33H54O5.This white powder belongs to the following product categories: Vitamins and derivatives; Vitamin Ingredients.

The Vitamin E succinate is an ester, and insoluble in water. Reacts with acids, it will liberate heat along with alcohols and acids. And it should be stored at 2-8°C. What's more, it is s kind of food additive, and used as nutritional supplementfor various of food.
 
The physical properties of Vitamin E succinate are as following: (1)ACD/LogP: 11.88; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 10.7; (4)ACD/LogD (pH 7.4): 8.91; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 673096.5; (7)ACD/KOC (pH 5.5): 4596779.5; (8)ACD/KOC (pH 7.4): 74034.62; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 17; (12)Polar Surface Area: 61.83 Å2; (13)Index of Refraction: 1.498; (14)Molar Refractivity: 155.35 cm3; (15)Molar Volume: 529.6 cm3; (16)Polarizability: 61.58×10-24cm3; (17)Surface Tension: 37.5 dyne/cm; (18)Density: 1.002 g/cm3; (19)Flash Point: 187 °C; (20)Enthalpy of Vaporization: 97.39 kJ/mol; (21)Boiling Point: 625.8 °C at 760 mmHg; (22)Vapour Pressure: 1.58E-16 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CCC(=O)Oc2c(c(c1O[C@](CCc1c2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C)C
(2)InChI: InChI=1/C33H54O5/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-20-33(8)21-19-28-27(7)31(25(5)26(6)32(28)38-33)37-30(36)18-17-29(34)35/h22-24H,9-21H2,1-8H3,(H,34,35)/t23-,24-,33-/m1/s1
(3)InChIKey: IELOKBJPULMYRW-NJQVLOCABQ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 7gm/kg (7000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 25, Pg. 273, 1977.

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