539-70-8 Usage
Description
2-methyl-6-methylideneocta-2,7-dien-4-one is a member of the class of monoterpene ketones, characterized by its unique structure with a carbonyl group and a methylidene group at positions 2 and 6, respectively. This organic compound is derived from the larger family of monoterpenes, which are known for their diverse range of applications and properties.
Uses
Used in Flavor and Fragrance Industry:
2-methyl-6-methylideneocta-2,7-dien-4-one is used as a key compound in the flavor and fragrance industry for its distinctive aroma and taste. Its unique chemical structure contributes to the creation of various scents and flavors, making it a valuable ingredient in the development of perfumes, colognes, and other scented products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-methyl-6-methylideneocta-2,7-dien-4-one is utilized as an intermediate in the synthesis of various drugs and medicinal compounds. Its versatile chemical properties allow for its use in the development of new medications, potentially leading to advancements in the treatment of various diseases and conditions.
Used in Chemical Synthesis:
2-methyl-6-methylideneocta-2,7-dien-4-one serves as a valuable building block in the synthesis of a wide range of organic compounds. Its unique structure makes it a useful starting material for the production of various chemicals, including dyes, plastics, and other specialty chemicals.
Used in Research and Development:
Due to its unique chemical properties, 2-methyl-6-methylideneocta-2,7-dien-4-one is often employed in research and development settings. Scientists and researchers use this compound to study its reactivity, explore new synthetic pathways, and develop novel applications in various industries.
Synthesis Reference(s)
Tetrahedron Letters, 20, p. 429, 1979 DOI: 10.1016/S0040-4039(01)93524-5
Check Digit Verification of cas no
The CAS Registry Mumber 539-70-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 9 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 539-70:
(5*5)+(4*3)+(3*9)+(2*7)+(1*0)=78
78 % 10 = 8
So 539-70-8 is a valid CAS Registry Number.
539-70-8Relevant articles and documents
METHOD FOR PRODUCING MONOTERPENE AND MONOTERPINOID COMPOUNDS AND USE THEREOF
-
Page/Page column 1; 2; 4; 5, (2012/05/07)
In various embodiments, the present disclosure provides a method and enzyme for forming various compounds, such as monoterpenes and monoterpenoid compounds. In a specific example, the present disclosure provides a method for producing one or more of (?)-ipsdienol, (?)-ipsenol, ipsenone, and ipsdienone. The present disclosure also provides methods of using compounds formed from the disclosed method and enzyme.
Claisen Rearrangements with Mesityl Oxide Dimethyl Ketal. Synthesis of Ipsdienone, E- and E-Ocimenone, 2,6-Dimethyl-2,7-octadien-4-one and 2,6-Dimethyl-2,7-octadien-4-ol
Baekstroem, Peter,Stridh, Kjell,Li, Lanna,Norin, Torbjoern
, p. 442 - 447 (2007/10/02)
4-Methyl-3-penten-2-one (mesityl oxide) dimethyl ketal was synthesized and utilizied in Claisen rearrangements with 2,3-butadien-1-ol and 2-buten-1-ol to form ipsdienone and 2,6-dimethyl-2,7-octadien-4-one, from which the ocimenones and 2,6-dimethyl-2,7-octadien-4-ol were prepared.
New Three-Step Syntheses of Racemic and Optically Active Ipsdienol from Myrcene
Baeckstroem, P.,Bjoerkling, F.,Hoegberg, H.-E.,Norin, T.
, p. 1 - 6 (2007/10/02)
2-Methyl-6-methylene-3,7-octatriene-2-ol(6), which is readily available from photooxidation of myrcene (5), was transformed into racemic and optically active ipsdienol (2).Treatment of the trienol 6 with perchloric acid in acetic acid yielded ipsdienyl acetate which on hydrolysis gave racemic ipsdienol (2) in 83percent overall yield.Oxidation of the trienol 6 with pyridinium chlorochromate in the presence of pyridine hydrochloride furnished 2-methyl-6-methylene-2,7-octadien-4-one (8) in 43percent yield.Reduction of this ketone with lithium aluminium hydride partially decomposed by one molar eg. each of ethanol and either (R)-(+)- or (S)-(-)- 2,2'-dihydroxy-1,1'-binaphthyl gave (R)-(-)- or (S)-(+)-ipsdienol (2' or 2", respectively) in 70percent yield and 60-65percent ee.
