60212-29-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Undecyne is used as a reactant in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex organic molecules that can have medicinal properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Undecyne is utilized as a reactant in the production of agrochemicals, playing a role in the development of compounds that can protect crops and enhance agricultural productivity.
Used in Polymeric Material Manufacturing:
2-Undecyne is employed as a reagent in the manufacturing of polymeric materials, where it aids in the creation of polymers with specific properties for various applications.
Used in Specialty Chemicals Production:
It is also used in the production of specialty chemicals, contributing to the synthesis of unique chemical compounds that serve niche purposes in different industries.
Given its low toxicity and minimal known health hazards, 2-Undecyne is considered a relatively safe compound to work with in controlled environments. However, it is advised to minimize occupational exposure to prevent potential irritant effects.

InChI:InChI=1/C11H20/c1-3-5-7-9-11-10-8-6-4-2/h3,5,7-11H2,1-2H3

Upstream product

• 71606-97-8 (1-methyl-decylidene)-nitro-amine 
• 764-93-2 1-decyne 
• 105090-58-2 B-methylborepane 
• 73642-94-1 2,2-dichloro-undecane 
• 73642-98-5 2-chloro-1-undecen 
• 18495-28-8 1-bromoundec-2-yne 
• 73642-96-3 (Z)-2-Chlor-2-undecen 
• 70063-88-6 (+/-)-undec-1-yn-3yl acetate 

Downstream Products

• 2216-87-7 undecan-3-one 
• 112-12-9 methyl nonyl ketone 
• 2243-98-3 1-undecyne 
• 19009-56-4 2-methyldecanal 
• 37596-40-0 3-formyldecane 
• 112-05-0 nonanoic acid 
• 64-19-7 acetic acid 
• 35365-59-4 octadeca-9-yne 
• 7493-59-6 undecane-2,3-dione 

Relevant academic research and scientific papers

Preparation of 1,2-Dienes by the Palladium-Catalyzed Hydrogenolysis of 3-Methoxycarbonyloxy-1-alkynes with Ammonium Formate

A useful preparative method for 1,2-dienes from 3-methoxycarbonyloxy-1-alkynes by the palladium-catalyzed hydrogenolysis with ammonium formate is described. 3-Methoxycarbonyloxy-1-alkynes are prepared by the addition of magnesium acetylide to ketones or aldehydes, followed by quenching with methyl chloroformate.

REDUCTION DE DERIVES D'ALCOOLS PROPARGYLIQUES CATALYSEE PAR UN COMPLEXE DE PALLADIUM ZEROVALENT

Catalysis by tetrakis(triphenylphosphine)palladium of the reaction of hydride donnors with secondary propargylic bromides, mesylates and phosphates increases markedly the amount of allene produced.The best results in that direction are obtained with mesylates and phosphates by using lithium triethylborohydride.The reaction then occurs with an ANTI introduction of the hydride with respect to the leaving group.A mechanism is proposed which explains the influence of the various parameters of the reaction.

Vinylic Organoboranes. 4. A General, One-Pot Synthesis of 6- and 7-Alkyn-1-ols via Boracyclanes. Influence of Steric Effects in the Iodination of Lithium Alkynyl "Ate" Complexes of Dialkylborinates

The iodination of the "ate" complexes derived from various B-alkoxyborinane derivatives and 1-alkynyllithium has been investigated.The results indicate the ate complex from B-methoxyborinane is converted into desired 6-alkyn-1-ol in a yield of only 22percent, with much larger amounts, 65percent, of the undesired 1-iodo-1-alkyne.Increases in the steric bulk of the alkoxy group on boron increase the yield of the required 6-alkyn-1-ol with the best results realized with B-(triphenylmethoxy)borinane.Treatment of B-(triphenylmethoxy)borinane with 1-alkynyllithium affords the corresponding "ate" complex.Subsequent iodination induces the migration of one end of the cycloalkyl chain from boron to the adjacent carbon, resulting in the formation of the one-carbon homologated borepane moiety.This then undergoes a rapid deiodoboronation to afford the corresponding (6-alkyn-1-yl)boronate ester.Oxidation of these esters produces the desired 6-alkyn-1-ols in excellent yields (85percent).An attempt to extend this reaction to di-n-alkylborinates to prepare the corresponding unsymmetrical alkynes did not achieve satisfactory results.Alternatively, the iodination of the "ate" complex from B-methylborinane and 1-alkynyllithium, followed by oxidation, provides the required 6-alkyn-1-ols in high yields.This procedure has been successfully extended to the seven-membered borepane moiety to provide the corresponding 7-alkyn-1-ols.Extension of this reaction to the di-n-alkylmethylboranes provides the corresponding unsymmetrical alkynes in good yields.Thus, these procedures constitute a simple, general and one-pot synthesis of the desired alkyn-1-ols, valuable synthons in organic synthesis.Insect pheromones, (Z)-7-tetradecenaland (Z)-7-hexadecenal, were readily prepared in excellent yields by utilizing this convenient procedure.

Application of Phase Transfer Catalysis, 14.- Preparation of Alkynes from Halides with Solid Potassium tert-Butoxide and Crown Ether

Preparatively very simple and mild HX eliminations with solid potassium tert-butoxide in petroleum ether in the presence of catalytic amounts of crown-6 are described. 1,2-Dihalides (from alkenes) and 1,1-dihalides (from aldehydes) yield 1-alkynes; internal geminal dihalides (from symmetric ketones) give internal alkynes in excellent yields. 2,2-Dihalides (from methyl ketones) yield homogeneous 1-alkynes only if the 3-position is blocked. (E)-Haloalkenes lead also to alkynes in a syn-elimination process.