10522-18-6 Usage
Description
Methyl 2-undecynoate has a powerful, waxy, green, floral odor
with a sweet flavor reminiscent of violet. May be prepared by
methylation of the corresponding acid at the boil in the presence
of HCL or at room temperature in the presence of H2S04; the acid
can be prepared from methyl nonyl ketone by reaction with phosphorous
pentachloride, which yields the acetylenic compound;
treatment of this with potassium carbonate yields undecyne, which
is then converted to the acid by treatment with Na and methyl
chlorocarbonate.
Chemical Properties
Methyl 2-undecynoate has a powerful, waxy, green, floral odor. It has a sweet flavor reminiscent of violet
Preparation
By methylation of the corresponding acid at the boil in the presence of HCl or at room temperature in the presence of
H2SO4; the acid can be prepared from methyl nonyl ketone by reaction with phosphorus pentachloride, which yields the acetylenic
compound; treatment of this with potassium carbonate yields undecyne, which is then converted to the acid by treatment with sodium
and methyl chlorocarboante.
Taste threshold values
Taste characteristics at 20 ppm: green, fruity, oily, fatty, chicken- and tallow-like.
Check Digit Verification of cas no
The CAS Registry Mumber 10522-18-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,5,2 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 10522-18:
(7*1)+(6*0)+(5*5)+(4*2)+(3*2)+(2*1)+(1*8)=56
56 % 10 = 6
So 10522-18-6 is a valid CAS Registry Number.
10522-18-6Relevant articles and documents
Efficient preparative-scale procedures for the Pd-catalyzed methoxycarbonylation of acetylenes
Vasilevsky,Trofimov,Mal'kina,Brandsma
, p. 85 - 88 (1994)
A number of acetylenic esters RC≡C-COOCH3 have been prepared in good yields on a preparative scale by Pd-catalyzed methoxycarbonylation of acetylenes RC≡CH.
Synthesis of 2-acetylenic carboxylic acids, 1-sulfinyl and 1-sulfonyl- 2-ketones from 2-acetylenic phenyl sulfides
Fortes, Carlos C.,Garrote, Clevia F.D.
, p. 2993 - 3026 (2007/10/03)
Monochlorination at the 1-position with sulfuryl chloride, followed by methanolysis converted 2-acetylenic phenyl sulfides into 1-methoxy-2- acetylenic phenyl sulfides. Oxidation with chromic acid gave 2-acetylenic carboxylic acids. Oxidation of 2-acetylenic phenyl sulfides with Oxone and hydrogen peroxide in acetic acid gave the corresponding sulfoxides and sulfones respectively. Diethylamine addition to the triple bond produced enamines which were hydrolyzed with aqueous hydrochloric acid to the corresponding 1-sulfinyl and 1-sulfonyl-2-ketones.
