delta-Tocopherol

Base Information

• Chemical Name: delta-Tocopherol
• CAS No.: 119-13-1
• Deprecated CAS: 16698-36-5,37816-35-6,78656-14-1,78656-14-1
• Molecular Formula: C27H46O2
• Molecular Weight: 402.661
• Hs Code.: 29329990
• European Community (EC) Number: 204-299-0
• UNII: JU84X1II0N
• DSSTox Substance ID: DTXSID1046263
• Nikkaji Number: J5.309K
• Wikipedia: %CE%94-Tocopherol
• Wikidata: Q155751
• NCI Thesaurus Code: C63645
• Metabolomics Workbench ID: 29107
• ChEMBL ID: CHEMBL1451395
• Mol file: 119-13-1.mol

Synonyms:delta-tocopherol

Chemical Property of delta-Tocopherol

Chemical Property:

• Appearance/Colour: clear yellow to brownish viscous liquid
• Vapor Pressure: 8.54E-11mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.494
• Boiling Point: 504.3 °C at 760 mmHg
• PKA: 10.70±0.40(Predicted)
• Flash Point: 200.1 °C
• PSA: 29.46000
• Density: 0.935 g/cm³
• LogP: 8.22340
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Sparingly), Ethanol (Slightly, Sonicated), Ethyl Acetate (Slightly),
• XLogP3: 10
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 402.349780706
• Heavy Atom Count: 29
• Complexity: 448

Purity/Quality:

more than 98% ^*data from raw suppliers

δ-Tocopherol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1OC(CC2)(C)CCCC(C)CCCC(C)CCCC(C)C)O
• Isomeric SMILES: CC1=CC(=CC2=C1O[C@](CC2)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O
• Recent EU Clinical Trials: Open-label randomized controlled trial for the effects of continuous ethinylestradiol/levonorgestrel (30/150 μg/day) compared with vitamin E (400 IU/day) in the treatment of menstrually-related migraine and migraine during perimenopause
• Uses: One of the naturally occurring forms of Vitamin E. Isolated from soybean oil. (+)-δ-Tocopherol has been used as a reference material for its extraction from oil using high performance liquid chromatography (HPLC). It has also been used as a standard to quantify δ-tocopherol in soybean using reverse-phase high performance liquid chromatography.

Technology Process of delta-Tocopherol

There total 18 articles about delta-Tocopherol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 7,8-dimethyltocol (7616-22-0) + delta tocopherol (119-13-1,78656-14-1)

Guidance literature:

Purification / work up;

Reference yield:

cyclohexane (110-82-7,25012-93-5) + dl-δ-tocopherol (119-13-1,5488-58-4,78656-15-2,78656-14-1) → cyclohexyl hydroperoxide (766-07-4) + (R)-2,8-Dimethyl-2-((4R,8R)-4,8,12-trimethyl-tridecyl)-chroman-6-ol (119-13-1,5488-58-4,78656-15-2,78656-14-1)

Guidance literature:

With oxygen; at 20 ℃; Rate constant; Thermodynamic data; Irradiation; pulse radiolysis; ΔH⁺, ΔS⁺;

DOI:10.1021/ja00049a037

Reference yield:

dehydroxy-(+)-δ-tocopherol (1360783-10-3) → C27H46O2 (1447973-41-2) + C27H46O2 (1447973-42-3) + delta tocopherol (119-13-1,78656-14-1)

Guidance literature:

dehydroxy-(+)-δ-tocopherol; With phthaloyl peroxide; Heating;

With water; sodium hydrogencarbonate; In methanol; at 40 ℃; Overall yield = 47 %;

DOI:10.1038/nature12284

upstream raw materials:

2-methyl-3-phytylquinol

6-phytyltoluquinol

dehydroxy-(+)-δ-tocopherol

6-hydroxy-7-methyl-benz[1,4]oxathiin-2-one

Downstream raw materials:

2-methyl-3-phytylquinol

gamma-tocopherol

Tocopherol

cyclohexyl hydroperoxide

Refernces

• 1、 Yuan, Changxia,Liang, Yong,Hernandez, Taylor,Berriochoa, Adrian,Houk, Kendall N.,Siegel, Dionicio. "Metal-free oxidation of aromatic carbon-hydrogen bonds through a reverse-rebound mechanism". . p. 192 - 196. Retrieved 2013/08/23.
• 2、 Stocker, Achim,Fretz, Heinz,Frick, Haroun,Ruettimann, August,Woggon, Wolf-Dietrich. "The substrate specificity of tocopherol cyclase". . p. 1129 - 1134. Retrieved 2007/10/03.