153295-62-6

Basic information

• Product Name: BIS(4-ETHYNYLPHENYL)ACETYLENE
• Synonyms: BIS(4-ETHYNYLPHENYL)ACETYLENE
• CAS NO: 153295-62-6
• Molecular Formula: C₁₈H₁₀
• Molecular Weight: 226.27
• Mol File: 153295-62-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 186-190
• Boiling Point: 355.7 °C at 760 mmHg
• Flash Point: 162.5 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 6.29E-05mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: BIS(4-ETHYNYLPHENYL)ACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-ETHYNYLPHENYL)ACETYLENE(153295-62-6)
• EPA Substance Registry System: BIS(4-ETHYNYLPHENYL)ACETYLENE(153295-62-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 153295-62-6(Hazardous Substances Data)

Usage

General Description

BIS(4-ETHYNYLPHENYL)ACETYLENE is a chemical compound with the molecular formula C26H18. It is a dimer of 4-ethynylphenylacetylene, meaning it consists of two units of the compound linked together. This chemical is commonly used in organic synthesis and as a building block in the production of polymers and other complex molecules. It is a yellowish crystalline solid with a melting point of around 215-219°C. BIS(4-ETHYNYLPHENYL)ACETYLENE is primarily used in research and industrial applications for its unique chemical properties and ability to facilitate the formation of various types of organic compounds.

InChI:InChI=1/C18H10/c1-3-15-5-9-17(10-6-15)13-14-18-11-7-16(4-2)8-12-18/h1-2,5-12H

Upstream product

• 29619-42-9 1,1'-[ethyne-1,2-diylbis(4,1-phenylene)]diethanone 
• 2789-89-1 1,2-bis(4-bromophenyl)acetylene 
• 190143-09-0 C₂₄H₂₂O₂ 
• 589-87-7 1,4-bromoiodobenzene 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 134856-58-9 1-iodo-4-(trimethylsilylethynyl)benzene 
• 66228-76-0 4-(trimethylsilylethynyl)phenylacetylene 
• 120517-37-5 4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene 
• 624-38-4 para-diiodobenzene 
• 886989-34-0 4-[(trimethylsilyl)ethynyl]-1-(3-hydroxyl-3-methylbutynyl)benzene 

Downstream Products

• 1031820-48-0 C₄₂H₂₆N₈ 
• 1190592-46-1 5,5'-[ethyn-1,2-diyl-bis(benzene-4,1-diyl-ethyn-2,1-diyl)]diuracil 
• 1215069-05-8 [Ru(II)Cl(CO)(PMe3)3]2(μ-CH=CH-C6H4CCC6H4-CH=CH) 
• 1196994-42-9 4,4'-bis((E)-dimesitylborylethenyl)tolan 

Relevant articles and documents

Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity

The sequence of a glycan and its topology of presentation team up to determine the specificity and selectivity of recognition by saccharide receptors (lectins). Structure–activity analysis would be furthered if the glycan part of a glycocluster could be efficiently elaborated in situ while keeping all other parameters constant. By using a bacterial α2,6-sialyltransferase and a small library of bi- to tetravalent glycoclusters, we illustrate the complete conversion of scaffold-presented lactoside units into two different sialylated ligands based on N-acetyl/glycolyl-neuraminic acid incorporation. We assess the ensuing effect on their bioactivity for a plant toxin, and present an analysis of the noncovalent substrate binding contacts that the added sialic acid moiety makes to the lectin. Enzymatic diversification of a scaffold-presented glycan can thus be brought to completion in situ, offering a versatile perspective for rational glycocluster engineering.

Rigid rod and tetrahedral hybrid compounds featuring nucleobase and nucleoside End-capped structures

Being aimed at a new type of porous solids, a moduled design strategy of molecular tectons, making use of the conjugation between a shape defined artificial backbone and the bioinspired molecular fragments of nucleobases or nucleobase derivatives as functional end-caps, has been developed. This led to the formation of the new hybrid compounds 1-13 of linear and tetrahedral geometry, containing uracil, adenine, adenosine, guanosine and its acylated analogs as the sticky end-cap sites. The compounds were synthesized from a halogen or ethynyl substituted nucleobase component and the corresponding ethynylated spacer unit following a metal assisted coupling process as the key reaction step. X-Ray crystal structure analysis demonstrates that the parent compound 1 is a solvent complex with DMSO (1:2), showing the DMSO molecules incorporated in a hydrogen bonded layer structure. Specific dependencies of the fluorescence properties of the new compounds in solution on the structure of the molecules are reported. A selection of solid compounds has been studied in respect of their ability to adsorb organic vapours. They revealed significant differences both in the sorption capacity and the selectivity towards particular solvent vapours.

Synthesis of a giant 222 carbon graphite sheet

In this paper we present the synthesis and characterization of the so far largest polycyclic aromatic hydrocarbon (PAH), containing 222 carbon atoms or 37 separate benzene units. First a suitable three-dimensional oligophenylene precursor molecule is buil