19780-84-8

Usage

Purification Methods

Purify the hexynol by fractionation in a vacuum. The carbamoyl derivative (prepared by reaction with COCl2/toluene followed by NH3) is crystallised by dissolving in the minimum volume of toluene and adding excess of pet ether (b 40-60o ) and has m 70-71o. [L.nger et al. Helv Chim Acta 42 2379 1959, Beilstein 1 IV 2235.]

InChI:InChI=1/C6H10O/c1-3-5-6(7)4-2/h1,6-7H,4-5H2,2H3

Upstream product

• 18295-60-8 propargyl magnesium bromide 
• 123-38-6 propionaldehyde 
• 106-96-7 propargyl bromide 
• 18295-60-8 allenylmagnesium bromide 
• 106-88-7 ethyloxirane 
• 519-73-3 triphenylmethane 

Downstream Products

• 2806-56-6 Hexen-(3)-in-(1) 
• 53723-19-6 Non-5-in-3-ol 
• 151370-43-3 C₁₆H₂₆OSi₂ 
• 96852-85-6 (S)-Methoxy-phenyl-acetic acid (R)-1-ethyl-but-3-ynyl ester 
• 96852-86-7 (S)-Methoxy-phenyl-acetic acid (S)-1-ethyl-but-3-ynyl ester 
• 123401-88-7 3-benzyloxyhex-5-yne 
• 20859-10-3 (3E)-6-methylhept-3-en-2-one 
• 120001-17-4 (R,R*)-α-hydroxy-N-<1-ethyl-4-(3-pyridinyl)butyl>benzeneacetamide 
• 122214-01-1 (S*,R)-α-hydroxy-N-<1-ethyl-4-(3-pyridinyl)butyl>benzeneacetamide 
• 1222520-30-0 toluene-4-sulfonic acid 1-ethyl-but-3-ynyl ester 

Relevant academic research and scientific papers

Generation of α,β-unsaturated platinum carbenes from homopropargylic alcohols: Rearrangements to polysubstituted furans

A number of diversely substituted furans are synthesized via a cycloisomerization process that goes through a unique metal carbene species. Both ligand structure and the nature of the leaving group are evaluated. The characteristics of the carbene intermediate can be modulated, resulting in highly selective hydrogen or silicon group migrations.

Synthesis of substituted α-methylene-γ-butyrolactones from chloroformates via palladium catalysed cyclisation-anion capture

Cyclisation of chloroformates onto proximate alkyne functionality in the presence of a Pd(0) catalyst followed by anion capture affords α-methylene-γ-butyrolactone derivatives in moderate to good yields.

Organoboranes for Synthesis. 15. B-Allenyl-9-BBN: A Highly Regiospecific and Chemoselective Reagent for Allenylboration of Representative Carbonyl Compounds, Leading to Homopropargylic Alcohols and Amines

Reactions of B-allenyl-9-BBN (11) with representative carbonyl compounds, such as aldehydes, ketones, acid chlorides, carboxylic acid esters, and imines, proceed cleanly with the allenyl moiety undergoing transfer to the carbonyl or imine carbon, with allenic to propargylic rearrangement, and the boron moiety to the carbonyl oxygen or imine nitrogen.A simple oxidation with alkaline hydrogen peroxide results in the formation of the corresponding homopropargylic alcohols and amines in excellent yields.Aldehydes, ketones, and imines react in a 1:1 stoichiometry, while acid chlorides and carboxylic acid esters react with 2 equiv of the reagent.The relative reactivities of representative aldehydes, ketones, and esters toward 11 were also explored.Besides being highly regiospecific, the reagent 11 also possesses a remarkable chemoselectivity.B-Allenyl-9-BBN can distinguish between less and more sterically hindered aldehydes, ketones, and esters, making possible the clean and selective propargylboration of a desired carbonyl group in complex organic molecules containing less reactive functional groups.

9-Allenyl-9-BBN: A new reagent for the efficient allenylboration of carbonyl compounds producing the homopropargylic alcohols in high purity and yield

A new reagent, 9-allenyl-9-BBN (1), has been developed for the convenient and efficient synthesis of a variety of homopropargylic alcohols.

SYNTHESIS OF HEPIALONE, A SEX-PHEROMONE OF HEPIALUS CALIFORNICUS B

A simple synthesis of (+/-)-hepialone, a sex pheromone of Hepialus californicus B is reported by employing a 1,3-dipolar cycloaddition as a key step.

The addition of electophiles on ester enolates containing an oxygen in the β-position. A stereoelctronically controlled reaction

The enolate anion derived from spiro ketal methyl esters (1,3, and 4) reacts with various electrophiles (PhSeBr, CH3I, O2, I2, (CH3S)2, and (PhS)2 to yield as the major product, the isomer resulting from an equatorial approach of the electrophilic reagent.This stereochemically controlled reaction is discusseed in terms of stereoelectronic effects that increase the electron density of the α face of the enolate anion.

Control of insects with 2-ethyl-1,6-dioxaspiro[4.4]nonane

The present invention relates to a composition for the control of insects of the order of Pityogenes chalcographus which comprises together with a carrier substance a compound of formula STR1 Method of attracting bark beetles of the said class. Process for the preparation of the spiro derivative of formula (I) starting from non-4-yn-1,7-diol.