72657-56-8

Basic information

• Product Name: α-tocopherolquinone
• CAS NO: 72657-56-8
• Molecular Weight: 446.714
• Mol File: 72657-56-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: α-tocopherolquinone(CAS DataBase Reference)
• NIST Chemistry Reference: α-tocopherolquinone(72657-56-8)
• EPA Substance Registry System: α-tocopherolquinone(72657-56-8)

Safety Data

• Hazardous Substances Data: 72657-56-8(Hazardous Substances Data)

Upstream product

• 10191-41-0 (+/-)-α-tocopherol 
• 69371-88-6 dimethyl 2-hydroxy-4-methyl-6-(3-hydroxy-3,7,11,15-tetramethylhexadecanyl)benzene-1,3-dicarboxylate 
• 69371-89-7 1,2-epoxy-2,6,10,14-tetramethylpentadecane 
• 69371-90-0 7-hydroxy-7,11,15,19-tetramethyleicosane-2,4-dione 
• 502-69-2 6,10,14-Trimethyl-2-pentadecanon 
• 59-02-9 vitamin E 
• 66074-00-8 3,4-bis(phenylsulfonyl)-1,2,5-oxadiazole 2-oxide 
• 59-02-9 Tocopherol 
• 71-43-2 benzene 
• 94-36-0 dibenzoyl peroxide 
• 845-30-7 m-chlorobenzoyl peroxide 
• 121-44-8 triethylamine 
• 187806-29-7 [6-Hydroxy-2,7,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-5-yl]methyl bromide 
• 110-86-1 pyridine 

Downstream Products

• 107781-11-3 C₈H₁₂NiC₆(CH₃)3(C₂₀H₄₁O)O₂ 
• 129658-44-2 3-((3R,7R,11R)-3-Hydroxy-3,7,11,15-tetramethyl-hexadecyl)-2,4,5,6-tetramethyl-phenol 
• 10191-41-0 (+/-)-α-tocopherol 

Relevant articles and documents

Design, synthesis, and biological characterization of potential antiatherogenic nitric oxide releasing tocopherol analogs

Synthesis and biological characterization of a series of α-tocopherol analogs with NO-releasing capacity are reported. The selected NO-donor moieties were nitrooxy and furoxan. All products were tested for their in vitro NO-releasing capacities, vasodilat

Reaction of 5a-bromo-α-tocopherol with nucleophiles

The synthesis of different classes of 5a-substituted tocopherols is described. These compounds are potent antioxidants and highly interesting as vitamin E carriers. The reaction of the readily available 5a-bromo-α-tocopherol with alcohols and phenols is shown to produce 5a-alkoxy-α-tocopherols (3-5, 8, 9) and 5a-aryloxy-α-tocopherols (6, 7), respectively, with high yields. 5a-α-Tocopheryl esters (10, 11) are prepared by reaction with metal carboxylates. 5a-Bromo-α-tocopherol is used as well to introduce tocopheryl groups into tertiary amines by quaternization, that renders these compounds (13, 14) soluble in water and in common organic solvents. 5a-Bromo-α-tocopherol also reacts as an alkylating agent with sterically hindered phenols in a Friedel-Crafts reaction. Phenols not highly substituted are exclusively alkylated in the para position at room temperature or below, whereas at higher temperature the para- as well as the orthoalkylated product is observed.

A New Synthesis of α-Tocopherol

α-Tocopherol (vitamin E,1) has been synthesized in racemic form following a new strategy in which the aromatic ring of the chroman is constructed by addition of the dianion of 2,4-pentanedione to 1,2-epoxy-2,6,10,14-tetramethylpentadecane (5) as a side-ch