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Basic Information

Molecular Structure:
CAS No.:	4345-03-3
Name:	Vitamin E succinate
Article Data:	12

Formula:	C₃₃H₅₄O₅
Molecular Weight:	530.789
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-;
EINECS:	224-403-8
Density:	1.002 g/cm³
Melting Point:	~76°C(lit.)
Boiling Point:	625.8 °C at 760 mmHg
Flash Point:	187 °C
Solubility:	Insoluble in water
Appearance:	White powder.
PSA:	72.83000
LogP:	8.90480

Synthetic route

: 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%

: 110-15-6
succinic acid

: 59-02-9
Tocopherol

: 4345-03-3
vitamin E succinate

Conditions

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

: 119-13-1
delta tocopherol

: 4345-03-3
vitamin E succinate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: durch Chlormethylierung und Reduktion 2: pyridine View Scheme

: 16698-35-4
5,8-dimethyltocol

: 4345-03-3
vitamin E succinate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: durch Chlormethylierung und Reduktion 2: pyridine View Scheme

: 148759-41-5
1-azido-5-aminopentane

: 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

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%

: 86770-67-4
2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol

: 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

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	99%

: 111-42-2
2,2'-iminobis[ethanol]

: 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

Conditions

Conditions	Yield
In tetrahydrofuran; ethyl acetate at 20 - 25℃;	98%

: 32086-89-8
8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione

: 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

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h;	96%

: 371935-74-9
3-(4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl)phenol

: 4345-03-3
vitamin E succinate

: 1514918-69-4
α-tocopheryl hemisuccinate

Conditions

Conditions	Yield
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%

: 4345-03-3
vitamin E succinate

: d-α-tocopherol succinic acid calcium salt

Conditions

Conditions	Yield
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;

Raw Materials

119-13-1

59-02-9

108-30-5

16698-35-4

110-15-6

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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.