111-12-6 Usage
Description
Different sources of media describe the Description of 111-12-6 differently. You can refer to the following data:
1. Methyl 2-octynoate (also known as methyl 2-caprylate) is a kind of
fatty acid ester formed by the esterfication between methanol and 2
-octynoate. It is a kind of useful flavor and fragrance agent.
2. Methyl 2-octynoate has an odor similar to violets on dilution, and
if concentrated, a powerful and unpleasant odor. It has a wineberry
flavor (muscatel). It may be prepared from heptaldehyde via
heptyne and heptyne carboxylic acid; the acid is subsequently
esterified.
References
Barbieri, Germana, et al. "Flavor compounds of dry-cured
ham." Journal of Agricultural and Food Chemistry 40.12 (1992): 2389
-2394.
Maga, Joseph A. "Egg and egg product flavor." Journal of
Agricultural and Food Chemistry 30.1 (1982): 9-14.
Chemical Properties
Different sources of media describe the Chemical Properties of 111-12-6 differently. You can refer to the following data:
1. Methyl-2-octynoate has an odor similar to violets on dilution. If concentrated, it has a powerful and unpleasant odor.
This compound has a wine-berry flavor (muscatel).
2. Colorless liquid; strong violet-type odor. Sol-uble in most fixed oils and mineral oil; soluble infive parts of 70% alcohol. Combustible.
Uses
Different sources of media describe the Uses of 111-12-6 differently. You can refer to the following data:
1. Perfumery, flavoring.
2. Methyl 2-octynoate may be used as a fragrance allergen standard for the quantification of the analyte in cosmetics using chromatography techniques.
Preparation
From heptaldehyde via heptyne and heptyne carboxylic acid; the acid is subsequently
Taste threshold values
Taste characteristics at 15.0 ppm: green, vegetative, fatty, fruity, rindy, melon and cucumber with mushroom
and dairy nuances
General Description
Methyl 2-octynoate has been quantitated as suspected allergen in cosmetic products by headspace-programmed temperature vaporization-fast gas chromatography-quadrupole mass spectrometry. It participates in nickel-catalyzed carbocyclization of 2-iodoacetophenone to yield a 2,3-disubstituted indenol.
Trade name
Folione? (Givaudan).
Contact allergens
This perfumed molecule belongs to the list of 26 allergens that have to be indicated by name on the ingredients list of cosmetics in the EU
Safety Profile
Moderately toxic by
ingestion and skin contact. A moderate skin
and eye irritant. A combustible liquid. When
heated to decomposition it emits acrid
smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 111-12-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 111-12:
(5*1)+(4*1)+(3*1)+(2*1)+(1*2)=16
16 % 10 = 6
So 111-12-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H14O2/c1-3-4-5-6-7-8-9(10)11-2/h3-6H2,1-2H3
111-12-6Relevant articles and documents
Lead(IV) Acetate Oxidations of 3-Substituted and 3,4-Disubstituted 2-Pyrazoline-5-ones: A Facile Synthesis of 2-Alkynoic and 2,3-Alkadienoic (Allenic) Esters
Myrboh, B.,Ila, H.,Junjappa, H.
, p. 1100 - 1102 (1982)
-
Palladium-catalyzed carbonylation of terminal acetylenes: A new method for synthesis of acetylenecarboxylates
Li,Jiang,Chen
, p. 199 - 202 (2001)
Acetylenecarboxylates were easily prepared via palladium bromide-catalyzed carbonylation of terminal acetylenes in fair to good yields.
Synthesis of the ω6 (5z,8z)-tetradecadienoic and (7z,10z)-hexadecadienoic polyene fatty acids
Golovanov,Ganina,Groza,Eremin,Myagkova
, p. 26 - 30 (2015)
An approach using acetylenes was used and optimized to synthesize rare natural ω6 polyene fatty acids. The key synthetic step was cross-coupling of a propargyl derivative with a terminal acetylene in the presence of equimolar amounts of Cu(I).
Palladium-catalyzed oxidative carbonylation of 1-alkynes into 2-alkynoates with molecular oxygen as oxidant
Izawa, Yusuke,Shimizu, Isao,Yamamoto, Akio
, p. 2033 - 2045 (2007/10/03)
A new preparative method to produce alkyl 2-alkynoates from 1-alkynes in alcohol under atmospheric pressure of CO at room temperature was developed with palladium-phosphine catalysts, using molecular oxygen as an oxidant. On the basis of the behavior of model complexes such as methoxycarbonylpalladium and alkynylpalladium complexes, we propose a mechanism accounting for the catalytic carbonylation of alkynes through an intermediate having the both methoxycarbonyl and alkynyl ligands that liberates methyl 2-alkynoates and a Pd(0) species on reductive elimination. The oxidation of Pd(0) to Pd(II) species in the presence of a halide ion was confirmed to proceed cleanly with molecular oxygen as the oxidant. On the basis of the findings on homogeneous catalysts, a heterogeneous catalytic system using Pd/C has also been developed.
