159838-38-7

Basic information

• Product Name: 1,4-bis(ethynyl)-2,5-di(hexadecyloxy)benzene
• Synonyms: 1,4-bis(ethynyl)-2,5-di(hexadecyloxy)benzene
• CAS NO: 159838-38-7
• Molecular Weight: 607.017
• Mol File: 159838-38-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,4-bis(ethynyl)-2,5-di(hexadecyloxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(ethynyl)-2,5-di(hexadecyloxy)benzene(159838-38-7)
• EPA Substance Registry System: 1,4-bis(ethynyl)-2,5-di(hexadecyloxy)benzene(159838-38-7)

Safety Data

• Hazardous Substances Data: 159838-38-7(Hazardous Substances Data)

Upstream product

• 152270-19-4 ((2,5-bis(dodecyloxy)-1,4-phenylene)bis(ethyne-2,1-diyl))bis(trimethylsilane) 
• 143-15-7 1-dodecylbromide 
• 3230-09-9 1,4-bis-dodecyloxy-benzene 
• 123-31-9 hydroquinone 
• 137436-24-9 4,4'-di-n-hexadecyloxybenzene 
• 112-82-3 hexadecanyl bromide 
• 13064-64-7 2,5-diiodo-1,4-hydroquinone 
• 145483-64-3 1,4-diodo-2,5-bis(n-hexadecyloxy)benzene 
• 994-89-8 tributylethynyltin 

Relevant articles and documents

Molecular spoked wheels: Synthesis and self-assembly studies on rigid nanoscale 2D objects

We present the efficient synthesis of a new molecular spoked-wheel structure (MSW-3). Two derivatives with diameters of approximately 4 nm have been prepared. By highlighting the importance of pseudo-high-dilution conditions during cyclization, we were able to access the compounds on a several hundred milligram scale. In addition to the standard characterization (NMR spectroscopy, MS), we describe a detailed investigation of the optical properties of the fluorescent MSWs by comparison with appropriate model chromophores. Furthermore, a comprehensive study of the structure in solution by means of light- and X-ray scattering experiments has been conducted. Scanning tunneling microscopy (STM) revealed the two-dimensional organization of the molecules on highly oriented pyrolytic graphite and emphasized the spoked-wheel structure. The diameter of these molecules measured by small-angle X-ray scattering is in very good agreement with that obtained from STM and matches the results of molecular modeling. This confirms the rigidifying effect of the spokes, which results in highly shape-persistent nanometer-sized oblate organic compounds. Copyright

The CA.M lattice revisited. Gel formation from a linear bis-isocyanuric acid and 2-amino-4,6-bis-(4-tert-butylphenylamino)-1,3,5-triazine

Five bis(isocyanuric) acid dimers have been prepared and characterised. The introduction of flexible alkyl chains was necessary to aid solubility. On mixing with N,N-bis(4-tert-butyphenyl)melamine in THF followed by slow evaporation, a viscous gel can form which is interpreted as evidence for the assembly of an infinite 2-D hydrogen bonded network.

A convenient short cut from aromatic iodides to alkynylstannanes and their use for the straightforward preparation of polyacetylene and polymetallaacetylene polymers

The palladium-catalyzed cross-coupling reaction (Stille coupling) of aromatic iodides Ar-I and tributyl(ethynyl)tin Bu3SnC≡CH form the aromatic acetylides Ar-C≡CH and the side product tributyltin iodide Bu3SnI in equimolar amount. In situ addition of lithium diisopropylamide (LDA) to this crude mixture directly affords the tributyl(ethynyl)tin aromatics Ar-C≡C-SnBu3 in high yield. In the case of the bis(iodoaromatic) I-Ar-I (Ar = phenyl, thiophene), this straightforward transformation affords the corresponding bis[tributyl(ethynyl)tin]derivative Bu3Sn-C≡C-Ar-C≡C-SnBu3. In the presence of Pd this latter species can be directly reacted with a second bis(iodoaromatic) or a bis(metaliodide) unit to form acetylenic and metallaacetylenic polymers with tailored monomer units inserted in a stereoregular polymer chain.