2270-60-2 Usage
Chemical Description
Methyl citronellate is a derivative of citronellol, a natural acyclic monoterpenoid alcohol found in citronella oil.
Description
METHYL CITRONELLATE, also known as methyl 3,7-dimethyl-2,6-octadienoate, is a naturally occurring ester compound that can be found in the oil from the leaves of Calytrix tetragona, pepper, and lemon balm (Melissa officinalis). It possesses a fruity (apple), brandy-like odor and is widely used in various industries due to its distinct fragrance and properties.
Uses
Used in Fragrance Industry:
METHYL CITRONELLATE is used as a fragrance ingredient for its fruity (apple), brandy-like odor, which adds a pleasant and refreshing scent to various products such as perfumes, colognes, and other personal care items.
Used in Flavor Industry:
METHYL CITRONELLATE is used as a flavoring agent for its unique fruity (apple), brandy-like taste, enhancing the flavor profile of food and beverages, particularly those with apple or fruity notes.
Used in Cosmetics Industry:
METHYL CITRONELLATE is used as an additive in the cosmetics industry for its pleasant and refreshing scent, making it a popular choice for products such as lotions, creams, and other skincare items.
Used in Pharmaceutical Industry:
METHYL CITRONELLATE is used as a component in the development of pharmaceutical products, particularly those requiring a fruity (apple), brandy-like odor for improved patient compliance and experience.
Preparation
From citronellic acid, methanol and sulfuric acid; from citronellic acid treated with diazomethane in ether solutuion
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 8649, 1994 DOI: 10.1016/S0040-4039(00)78461-9
Check Digit Verification of cas no
The CAS Registry Mumber 2270-60-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,7 and 0 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2270-60:
(6*2)+(5*2)+(4*7)+(3*0)+(2*6)+(1*0)=62
62 % 10 = 2
So 2270-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H20O2/c1-9(2)6-5-7-10(3)8-11(12)13-4/h6,10H,5,7-8H2,1-4H3/t10-/m0/s1
2270-60-2Relevant articles and documents
Direct Amidation of Esters by Ball Milling**
Barreteau, Fabien,Battilocchio, Claudio,Browne, Duncan L.,Godineau, Edouard,Leitch, Jamie A.,Nicholson, William I.,Payne, Riley,Priestley, Ian
supporting information, p. 21868 - 21874 (2021/09/02)
The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.
Aerobic Photooxidative Synthesis of β-Alkoxy Monohydroperoxides Using an Organo Photoredox Catalyst Controlled by a Base
Asano, Yuya,Nagasawa, Yoshitomo,Yamaguchi, Eiji,Itoh, Akichika
supporting information, p. 409 - 412 (2018/02/21)
Transition-metal-free synthesis of β-alkoxy monohydroperoxides via aerobic photooxidation using an acridinium photocatalyst was developed. This method enables the synthesis of some novel hydroperoxides. The peroxide source is molecular oxygen, which is cost-effective and atomically efficient. Magnesium oxide plays an important role as a base in the catalytic system.
Nickel-catalyzed dehydrogenative cross-coupling: Direct transformation of aldehydes into esters and amides
Whittaker, Aaron M.,Dong, Vy M.
supporting information, p. 1312 - 1315 (2015/01/30)
By exploring a new mode of nickel-catalyzed cross-coupling, a method to directly transform both aromatic and aliphatic aldehydes into either esters or amides has been developed. The success of this oxidative coupling depends on the appropriate choice of catalyst and organic oxidant, including the use of either α,α,α-trifluoroacetophenone or excess aldehyde. Mechanistic data that supports a catalytic cycle involving oxidative addition into the aldehyde C-H bond is also presented.
