827598-67-4

Basic information

• Product Name: 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, acetate, (2E)-
• CAS NO: 827598-67-4
• Molecular Formula: C22H42O2
• Molecular Weight: 338.574
• Mol File: 827598-67-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, acetate, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, acetate, (2E)-(827598-67-4)
• EPA Substance Registry System: 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, acetate, (2E)-(827598-67-4)

Safety Data

• Hazardous Substances Data: 827598-67-4(Hazardous Substances Data)

Upstream product

• 253686-88-3 (E)-3,7,11,15-tetramethylhexadec-2-en-1-ol 
• 854039-21-7 cis-phytol 
• 108-24-7 acetic anhydride 
• 7541-49-3 3,7,11,15-tetramethyl-2-hexadecen-1-ol 
• 110109-83-6 7,11,15-trichloro-3,7,11,15-tetramethyl-2E-hexadecen-1-yl acetate 

Downstream Products

• 59-02-9 vitamin E 
• 253686-88-3 (E)-3,7,11,15-tetramethylhexadec-2-en-1-ol 

Relevant articles and documents

A new route to vitamin E Key-intermediates by olefin cross-metathesis

Ru-Catalyzed olefin cross-metathesis (CM) has been successfully applied to the synthesis of several phytyl derivatives (2b, 2d-f, 3b) with a trisubstituted C=C bond, as useful intermediates for an alternative route to α-tocopheryl acetate (vitamin E acetate; 1b) (Scheme 1). Using the second-generation Grubbs catalyst RuCl2(C21H 26N2)(CHPh)PCy3, (Cy = cyclohexyl; 4a) and Hoveyda-Grubbs catalyst RuCl2(C21H26N 2){CH-C6H4(O-iPr)-2} (4b), the reactions were performed with various C-allyl (5a-f, 7a,b) and O-allyl (8a-d) derivatives of trimethylhydroquinone-1-acetate as substrates. 2,6,10,14-Tetramethylpentadec-1-ene (6a) and derivatives 6c-e of phytol (6b) as well as phytal (6f) were employed as olefin partners for the CM reactions (Schemes 2 and 5). The vitamin E precursors could be prepared in up to 83% isolated yield as (E/Z)-mixtures.

SELECTIVE REDUCTION OF THE DISTANT DOUBLE BOND(S) IN GERANYL, FARNESYL AND GERANYL GERANYL DERIVATIVES.

Selective addition of hydrogen chloride on the non-proximal double bond(s) of the title compounds followed by hydrogenolysis led to selective hydrogenation of these double bond(s).