502-61-4 Usage
Description
Farnesene, also known as α-farnesene, is a naturally occurring organic compound with a chemical structure of 1,3,6,10-tetraene substituted by methyl groups at positions 3, 7, and 11 respectively. It is characterized by its fruity, herbaceous odor and is found in various natural oils and plants.
Uses
Used in Pheromone Production:
Farnesene is used as an alarm pheromone in termites, playing a crucial role in their communication and defense mechanisms.
Used in Pest Attraction:
It acts as a food attractant for the codling moth, an apple tree pest, making it useful in pest control strategies.
Used in Fragrance Industry:
Farnesene is used as a key compound in the scent of gardenia, contributing to approximately 65% of the headspace constituents. Its aroma characteristics include dry woody, green leafy, herbal, and vegetative notes with a floral nuance, as well as juniper berry and citrus nuances.
Used in Flavor Industry:
Farnesene is used to impart woody juniper berry and woody, berry-like taste characteristics with nuances of ginger and tropical mango in the flavor industry, with taste threshold values ranging from 10 to 20 ppm.
Used in Natural Oils:
Farnesene is found in various natural oils, including angelica root oil, corn mint oil, lemon peel oil, lime peel oil, and peppermint oil, contributing to their unique scents and flavors.
Used in Food Industry:
Farnesene is found in various fruits and spices such as apple, chamomile, grapefruit juice, ginger, lemon juice, lime juice, mandarin peel, nutmeg, pear, grape, pepper, quince, rosemary, basil, sage, tea, and thymus, enhancing their flavors and aromas.
Preparation
Isolation from natural coating of apples and oil of perilla.
Synthesis Reference(s)
The Journal of Organic Chemistry, 34, p. 3789, 1969 DOI: 10.1021/jo01264a011
Check Digit Verification of cas no
The CAS Registry Mumber 502-61-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 2 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 502-61:
(5*5)+(4*0)+(3*2)+(2*6)+(1*1)=44
44 % 10 = 4
So 502-61-4 is a valid CAS Registry Number.
InChI:InChI=1/C15H24/c1-6-14(4)10-8-12-15(5)11-7-9-13(2)3/h6,9-10,12H,1,7-8,11H2,2-5H3/b14-10+,15-12+
502-61-4Relevant articles and documents
PROCESS FOR MAKING A CONJUGATED DIENE FROM AN ALLYL ALCOHOL
-
Page/Page column 36, (2022/01/05)
An in-situ method for making a conjugated diene from an allyl alcohol comprising the conversion of the allyl alcohol to an allyl carbonate, allyl ester or allyl formate with concomitant or subsequent conversion of the allyl carbonate, allyl ester or allyl formate to the conjugated diene; the products obtained by said method, and the uses of said products.
Templating effects in aristolochene synthase catalysis: Elimination versus cyclisation
Faraldos, Juan A.,Gonzalez, Veronica,Senske, Michael,Allemann, Rudolf K.
supporting information; experimental part, p. 6920 - 6923 (2011/11/04)
Analysis of the products generated by mutants of aristolochene synthase from P. roqueforti (PR-AS) revealed the prominent structural role played by the aliphatic residue Leu 108 in maintaining the productive conformation of farnesyl diphosphate to ensure C1-C10 (σ-bond) ring-closure and hence (+)-aristolochene production.
Sesquiterpenes produced by truncated taxadiene synthase
Huang,Williams,Roessner,Scott
, p. 9701 - 9704 (2007/10/03)
Soluble, highly active N-terminal truncated taxadiene synthase catalyzes the formation of an isomeric mixture of taxadienes from geranylgeranyl diphosphate. Farnesyl diphosphate was also found to be a good substrate, producing four sesquiterpenes which were characterized. The dual activities of taxadiene synthase and product inhibition caused by sesquiterpene metabolites make it imperative that active GGDP synthase be present in order for multi-enzyme systems to follow the taxol pathway in vitro. (C) 2000 Published by Elsevier Science Ltd.