Name: D-gamma-Tocopherol
SKU: 54-28-4

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Basic Information

Molecular Structure:
CAS No.:	54-28-4
Name:	D-gamma-Tocopherol
Article Data:	8

Formula:	C28H48 O2
Molecular Weight:	416.688
Synonyms:	2H-1-Benzopyran-6-ol,3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-,[2R-[2R(4R,8R*)]]-; 6-Chromanol,2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-, (+)- (8CI); (+)-g-Tocopherol; (2R,4'R,8'R)-g-Tocopherol; (R,R,R)-g-Tocopherol; D-g-Tocopherol; all-(R)-g-Tocopherol; d-g-Tocopherol; g-Tocopherol
EINECS:	200-201-5
Density:	0.933g/cm³
Boiling Point:	200 ºC (0.1 mmHg)
Flash Point:	206°C
Appearance:	clear light brown viscous liquid
Hazard Symbols:	93072
Risk Codes:	11-23/24/25-39/23/24/25
Safety:	93072
PSA:	29.46000
LogP:	8.53180

Synthetic route

: 187677-37-8
(2R,4'R,8'R)-γ-tocopherol-5-carboxylic acid

: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
at 170℃; for 3h;	91%

: 96480-20-5
phytylplastoquinol

: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
With 2,6-di-O-methyl-β-cyclodextrin; ascorbic acid In water at 35℃; for 15h; tocopherol-cyclase enzyme;	90%
With tocopherol cyclase from spheroplasts of Anabaena variabilis In acetone

: (3R,7R,11R)-(E)-3,7,11,15-tetramethyl-1-(2,5-dimethoxy-3,4-dimethylphenyl)hexadecan-3-ol

: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
Stage #1: (3R,7R,11R)-(E)-3,7,11,15-tetramethyl-1-(2,5-dimethoxy-3,4-dimethylphenyl)hexadecan-3-ol With ammonium cerium (IV) nitrate In water; acetonitrile at 0℃; for 2h; Stage #2: With sodium dithionite In water; acetone at 20℃; for 0.5h; Stage #3: With toluene-4-sulfonic acid In toluene at 65℃; for 0.5h;	72%

: 8a-hydroperoxy γ-tocopherone

A: 8a-hydroxy γ-tocopherone

B: 54-28-4
gamma-tocopherol

C: 8a-ethoxy γ-tocopherone

Conditions

Conditions	Yield
With ethanol; ascorbic acid at 37℃; Product distribution;

...Expand

: 34816-26-7
2-methyl-6-phythyl-1,4-benzoquinone

A: 96480-20-5
phytylplastoquinol

B: 54-28-4
gamma-tocopherol

C: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With SAM; chloroplast suspension In ethanol; sulfuric acid at 20℃; for 0.5h; Mechanism; Irradiation;

...Expand

: 75513-85-8
6-phytyltoluquinol

A: 96480-20-5
phytylplastoquinol

B: 54-28-4
gamma-tocopherol

C: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With SAM; chloroplast suspension In ethanol; sulfuric acid at 20℃; for 0.5h; Mechanism; Irradiation;

...Expand

: 119-13-1
delta tocopherol

A: 54-28-4
gamma-tocopherol

B: 59-02-9
Tocopherol

Conditions

Conditions	Yield
With SAM; chloroplast suspension In ethanol; sulfuric acid at 20℃; for 0.5h; Mechanism; Irradiation;

: 2,3-Dimethyl-5-((E)-3,7,11,15-tetramethyl-hexadec-2-enyl)-benzene-1,4-diol

A: (R)-2,7,8-Trimethyl-2-((4R,8S)-4,8,12-trimethyl-tridecyl)-chroman-6-ol

B: (R)-2,7,8-Trimethyl-2-((4S,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-ol

C: γ-tocopherol

D: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
With tocopherol cyclase from spheroplasts of Anabaena variabilis In acetone Title compound not separated from byproducts;	A 16 % Chromat. B 13 % Chromat. C 23 % Chromat. D 48 % Chromat.

...Expand

: d-γ-tocopheroxyl radical

: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
With sodium L-ascorbate In ethanol; water at 25℃; Kinetics;

: 2140-91-2
5-bromomethyl-3,4-dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-chromen-6-ol

: 54-28-4
gamma-tocopherol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: AcOH; H2SO4 / CH2Cl2 / 20 °C 2: N-methylmorpholine N-oxide / acetonitrile / 5 h / 20 °C 3: NH2SO3H; NaClO2 / dioxane; H2O / 0.83 h / 20 °C 4: KOH / methanol / 2 h / 50 °C 5: 91 percent / 3 h / 170 °C View Scheme

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Chemistry

Molecular structure of D-gamma-Tocopherol (CAS NO.54-28-4) is:

Product Name: D-gamma-Tocopherol
CAS Registry Number: 54-28-4
IUPAC Name: (2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-ol
Molecular Weight: 416.67952 [g/mol]
Molecular Formula: C₂₈H₄₈O₂
XLogP3-AA: 10.3
H-Bond Donor: 1
H-Bond Acceptor: 2
EINECS: 200-201-5
Alpha: 30 °(C=2.0 IN ISOOCTANE 25 °C)
Refractive index: n20/D 1.505
Storage temp.: 2-8 °C
Index of Refraction: 1.495
Molar Refractivity: 130.24 cm³
Molar Volume: 446.5 cm³
Surface Tension: 34.9 dyne/cm
Density: 0.933 g/cm³
Flash Point: 206 °C
Enthalpy of Vaporization: 82.04 kJ/mol
Boiling Point: 518.1 °C at 760 mmHg
Vapour Pressure: 2.35E-11 mmHg at 25 °C
Canonical SMILES: CC1=C(C=C2CCC(OC2=C1C)(C)CCCC(C)CCCC(C)CCCC(C)C)O
Isomeric SMILES: CC1=C(C=C2CC[C@@](OC2=C1C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O
InChI: InChI=1S/C28H48O2/c1-20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1
InChIKey: QUEDXNHFTDJVIY-DQCZWYHMSA-N

Safety Profile

Safty information about D-gamma-Tocopherol (CAS NO.54-28-4) is:
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 8-10-23

Specification

D-gamma-Tocopherol , its cas register number is 54-28-4. It also can be called gamma-Tocopherol ; gamma-Tocopherol, d- ; (2R(2R*(4R*,8R*)))-3,4-Dihydro-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol ; 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,7,8-trimethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)-, (2R)- .It is a clear light brown viscous liquid.