16260-59-6

Usage

Uses

Used in Organic Synthesis:
2,4-Hexadiyne,1,6-dichlorois utilized as a key building block in the synthesis of a wide range of organic compounds. Its unique structure and reactivity make it a valuable precursor for creating complex molecules and advanced materials in the chemical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2,4-Hexadiyne,1,6-dichloroserves as an intermediate in the production of certain pharmaceuticals. Its ability to be modified and incorporated into larger molecular structures contributes to the development of new drugs and therapeutic agents.
Used in Chemical Research:
2,4-Hexadiyne,1,6-dichlorois also employed in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic pathways. Its use in research aids in advancing the understanding of chemical reactions and the discovery of novel chemical entities.
Used in Specialty Chemicals Production:
2,4-Hexadiyne,1,6-dichlorofinds application in the production of specialty chemicals, where its unique properties can be leveraged to create high-value products for specific industries, such as agrochemicals, dyes, and coatings.

Upstream product

• 3031-68-3 Hexa-2,4-diyne-1,6-diol 
• 624-65-7 2-propynyl chloride 

Downstream Products

• 1072-20-4 Octatriin-(2,4,6) 
• 52167-42-7 hexa-1,5-dien-3-yne-2,5-diyldibenzene 
• 22557-06-8 1,8-bis(phenyl)-3,5-octadiyne 
• 67562-16-7 di-cyclohex-1-enyl-hexatriyne 
• 126863-94-3 1,2-Dichloro-4-[(Z)-1-(4-chloro-benzenesulfonylmethyl)-pent-1-en-3-ynylsulfanyl]-benzene 
• 126863-88-5 1,2-Dichloro-4-[(E)-1-(4-chloro-benzenesulfonylmethyl)-pent-1-en-3-ynylsulfanyl]-benzene 
• 126863-92-1 C₁₈H₁₄BrClO₂S₂ 
• 126884-25-1 C₁₈H₁₄BrClO₂S₂ 
• 126863-87-4 C₁₈H₁₄Cl₂O₂S₂ 
• 126863-89-6 4-[(E)-1-(4-Chloro-benzenesulfonylmethyl)-pent-1-en-3-ynyl]-morpholine 
• 126863-91-0 1-chloro-6-(4'-chlorobenzenesulfonyl)-2,4-hexadiyne 
• 126863-86-3 1-(4'-chlorobenzensulfonyl)-2,4-hexadiyne 

Relevant academic research and scientific papers

Cu(II)-promoted oxidative homocoupling reaction of terminal alkynes in supercritical carbon dioxide

Oxidative homocoupling reaction of various terminal alkynes in supercritical carbon dioxide (scCO2) has been reported. The final optimized reaction conditions for the reaction in ScCO2 were determined to be cupric chloride (2 mmol), sodium acetate (2 mmol), methanol (1 mL) and CO2 (14 MPa) at 40 °C. Sodium acetate was superior to pyridine in the present reaction system. Methanol, as a co-solvent of ScCO 2, was necessary to help dissolve the inorganic salt and facilitated the reaction. Higher solubility of cupric chloride in the scCO 2-methanol medium than other cupric salts, e.g. CuSO4, Cu(NO3)2, Cu(OAc)2 and cupric bromide, guaranteed its high catalytic ability. Variations of the pressure of ScCO 2 and temperature in a certain range have almost little impact on the reaction efficiency. A mechanism involving copper(II)-acetylide complex was supposed in which AcO- or Cl- instead of N-containing compounds acted as ligands. The reaction system in ScCO2 is an effective and environmental-friendly alternative to the previous methods of homocoupling of terminal alkynes involving volatile organic compounds. Georg Thieme Verlag Stuttgart.

Synthesis of ene-yne-enes by nickel-catalyzed double SN2′ substitution of 1,6-dichlorohexa-2,4-diyne

1,6-Dichlorohexa-2,4-diyne undergoes nickel-catalyzed double substitution with aryl and alkenyl Grignard reagents to provide substituted ene-yne-enes. The reaction is formally an extension of the well-described SN2′-allylic and -propargylic substitution reactions but the mechanism is considerably more complex. The products might function as building blocks for conjugated polymers.

The Mass Spectral Rearrangements of 1,6-Bis(arylsulfenyl)-2,4-hexadiynes and 1,6-Bis(arylsulfonyl)-2,4-Hexadiynes

The mass spectral behavior of 1,6-bis(arylsulfenyl)-2,4-hexadiynes and 1,6-bis(arylsulfonyl)-2,4-hexadiynes were examined.The sulfenyl derivatives extruded the hexadiynyl moiety with the formation of Ar-S-S-Ar fragments.The sulfonyl derivatives, on the other hand, showed no extrusion of the hexadiyne fragment but an expulsion of SO2 and even two SO2 units.

68Ga-Labelled Tropane Analogues for the Visualization of the Dopaminergic System

The development of radiometal-labelled pharmaceuticals for neuroimaging could offer great potential due to easier handling during labelling and availability through radionuclide generator systems. Nonetheless, to date, no such tracers are available for positron emission tomography, primarily owing to the challenge of crossing the blood–brain barrier (BBB) and loss of affinity through chelator attachment. We have prepared a variety of 68Ga-labelled phenyltropanes showing that, through a simple hydrocarbon-linker, it is possible to introduce a chelator onto the lead structure while maintaining its high affinity for hDAT (human dopamine transporter) and simultaneously achieving adequate lipophilicity. One of the candidates, [68Ga]Ga-HBED-hexadiyne-tropane, showed an IC50 value of 66 nM, together with a log D7.4 of 0.96. A μPET study in a hemi-parkinsonian rat model showed a fast wash-out of the tracer, and no specific uptake in the brain, thus implying an inability to penetrate the BBB.

Iron/copper promoted oxidative homo-coupling reaction of terminal alkynes using air as the oxidant

An inexpensive catalytic system, which used a readily available Fe(acac)3 and trace quantity of Cu(acac)2 as the co-catalyst and air as the oxidant for the homo-coupling of terminal alkynes, has been developed. The catalytic system could also apply to the cross-coupling reaction of two different terminal alkynes.

Free Radicals. XXV. Triarylimidazolyl Radicals Containing Triple Bonds in the Side Chain

2,4,5-Triarylimidazoles containing mono- and diacetylene residues in the para position of the benzene ring at C2 were synthesized. Oxidation of these compounds yielded corresponding radicals which were isolated as dimers. The rate constants of

ORGANIC-INORGANIC MOLECULAR COMPOSITES AS POSSIBLE LOW-DIMENSIONAL CONDUCTORS: PHOTO-POLYMERIZATION OF ORGANIC MOIETIES INTERCALATED IN INORGANIC LAYER COMPOUNDS.

It is possible to prepare tetrachlorocadmate salts (RNH//3)//2CdCl//4 and (H//3NR prime NH//3)CdCl//4 with the layer perovskite structure in which the groups R and R prime contain functional groups potentially capable of intermolecular photochemical reaction, and possible polymerization. Whether the photochemical reaction occurs or not depends on fine details of molecular packing which can only be examined by preparing a much wider range of compounds.