7567-63-7

Basic information

• Product Name: 1,3,5-TRIETHYNYLBENZENE
• Synonyms: 1,3,5-TRIETHYNYLBENZENE;Benzene, 1,3,5-triethynyl- (8CI, 9CI);NISTC7567637;1,3,5-Triethynylbenzene 97%;3,5,-Triethynylbenzene
• CAS NO: 7567-63-7
• Molecular Formula: C₁₂H₆
• Molecular Weight: 150.18
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 7567-63-7.mol
• Article Data: 68

Chemical Properties

• Melting Point: 105-107°C
• Boiling Point: 272.258 °C at 760 mmHg
• Flash Point: 107.62 °C
• Appearance: /
• Density: 1.054 g/cm³
• Vapor Pressure: 0.0102mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Soluble in methanol. Insoluble in water.
• CAS DataBase Reference: 1,3,5-TRIETHYNYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-TRIETHYNYLBENZENE(7567-63-7)
• EPA Substance Registry System: 1,3,5-TRIETHYNYLBENZENE(7567-63-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-20/21-36/37/38-65-36
• Safety Statements: 16-26-36/37/39-60-43-37-33-7
• RIDADR: 1325
• WGK Germany: 3
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 7567-63-7(Hazardous Substances Data)

Usage

Description

1,3,5-Triethynylbenzene, also known as 1,3,5-triethynylbenzene, is an organic compound with the molecular formula C10H6. It is a light yellow to brown solid and is characterized by its unique structure, which consists of a benzene ring with three ethynyl groups attached to the 1, 3, and 5 positions. 1,3,5-TRIETHYNYLBENZENE is known for its chemical reactivity and versatility, making it a valuable building block in various applications.

Uses

Used in Graphene Synthesis:
1,3,5-Triethynylbenzene is used as a carbon precursor for the synthesis of graphene on rhodium. Graphene, a single layer of carbon atoms arranged in a two-dimensional honeycomb lattice, is a highly sought-after material due to its exceptional electronic, mechanical, and thermal properties. The use of 1,3,5-triethynylbenzene as a precursor allows for the controlled growth of graphene on rhodium substrates, enabling the development of advanced electronic devices and sensors.
Used in Transition Metal Chemistry:
1,3,5-Triethynylbenzene is also used as a connecting unit for various transition metal building blocks. Transition metals, such as iron, cobalt, and nickel, are essential components in numerous catalytic processes and materials science applications. The ethynyl groups in 1,3,5-triethynylbenzene can form strong bonds with transition metals, creating stable complexes that can be used as catalysts, pigments, or in the development of new materials with unique properties.

InChI:InChI=1/C12H6/c1-4-10-7-11(5-2)9-12(6-3)8-10/h1-3,7-9H

Upstream product

• 91492-90-9 1,3,5-Tris-(1-chlor-vinyl)-benzol 
• 626-39-1 1,3,5-trisbromobenzene 
• 74-86-2 acetylene 
• 191846-86-3 1,3-dibromo-5-ethynylbenzene 
• 626-44-8 1,3,5-Triiodobenzene 
• 313691-72-4 4-(3',5'-dibromophenyl)-2-methyl-3-butyn-2-ol 
• 599187-51-6 3,5-bis(trimethylsilylethynyl)-1-(3-hydroxy-3-methyl-1-butynyl)benzene 
• 1066-54-2 trimethylsilylacetylene 
• 105405-52-5 2,2',2-(benzene-1,3,5-triyltris(ethyne-2,1-diyl))tris(propan-2-ol) 
• 18772-58-2 1,3,5-tris-(1-trimethylsilylethynyl)benzene 
• 18823-04-6 1,3,5-tris((trimethylsilyl)ethynyl)-2,4,6-tris(trimethylsilyl)benzene 
• 41009-73-8 1,3,5-Tris(1,2-dibromaethyl)benzol 

Downstream Products

• 29079-12-7 C₉₆H₆₀ 
• 29079-13-8 C₇₂H₆₆ 
• 118688-59-8 1,3,5-Tris-(4-nitro-phenylethynyl)-benzene 
• 118688-58-7 1,3,5-Tris-(2-methoxy-phenylethynyl)-benzene 
• 118688-57-6 1,3,5-tris(4-methoxyphenylethynyl)-benzene 
• 118688-60-1 1,3,5-tris([1,1'-biphenyl]-4-ylethynyl)benzene 
• 168289-78-9 1,3,5-tris(4-pyridylethynyl)benzene 
• 177738-25-9 1,3,5-Tris-((Z)-8-triisopropylsilanyl-oct-5-ene-1,3,7-triynyl)-benzene 
• 177738-26-0 1,3,5-tris(bromoethynyl)benzene 
• 188640-67-7 4,4',4''-(1,3,5-Benzene-triyltri-2,1-ethynediyl)tris-L-phenylalanine> trimethyl ester 
• 220870-30-4 1,3,5-tris[4-{{(trimethylsilyl)ethynyl}phenyl}ethynyl]benzene 
• 210905-13-8 [1,3,5-benzenetriyltris(2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl-4,1-phenylene-2,1-ethynediyl)]tris(trimethylsilane) 
• 246247-33-6 1,3,5-tris(4-butadiynylbenzonitrile)benzene 
• 263012-65-3 1,3,5-tris(5-ethynyl-2-chloropyridyl)benzene 

Relevant articles and documents

Atomic-scale visualization of stepwise growth mechanism of metal-alkynyl networks on surfaces

One of the most appealing topics in the study of metal?organic networks is the growth mechanism. However, its study is still considered a significant challenge. Herein, using scanning tunneling microscopy, the growth mechanisms of metal? alkynyl networks

Synthesis and luminescence properties of Ru2/Cu, Ru2/Ni, and Ru2/Os mixed metal polypyridine complexes bound by 1,3,5-triethynylenebenzene

Novel polypyridine metal complexes have been prepared, wherein two (terpy)2Ru units and one (bipy)3M (M=Cu, Os) or (bipy)Ni(H2O)4 unit (terpy= 2,2':6,6'-terpyridine, bipy= 2,2'-bipyridine) are bonded to 1,3,5-po

PHOSPHINE OXIDE COMPOUND, RARE EARTH COMPLEX, AND LIGHT-EMITTING MATERIAL

A phosphine oxide compound represented by the following formula (I) and a rare earth complex containing the same are disclosed: wherein n represents an integer of 3 or more, Ar1 represents an n-valent aromatic group, L represents a divalent linker group, and Ar2 and Ar3 each independently represent a monovalent aromatic groups.

Layered supramolecular network of cyclodextrin triplets with azobenzene-grafting polyoxometalate for dye degradation and partner-enhancement

A tri-β-cyclodextrin-armed host compound is synthesized to construct layered supramolecular network co-assembly with a doubly azobenzene-decorated polyoxometalate cluster through host-guest interaction. The porous hybrid assembly displays automatic degrad

Thermogravimetric Analysis and Mass Spectrometry Allow for Determination of Chemisorbed Reaction Products on Metal Organic Frameworks

Thermogravimetric analysis (TGA) is a technique which can probe chemisorption of substrates onto metal organic frameworks. A TGA method was developed to examine the catalytic oxidation of S-nitrosoglutathione (GSNO) by the MOF H3[(Cu4Cl)3(BTTri)8] (abbr. Cu-BTTri; H3BTTri = 1,3,5-tris(1H-1,2,3-triazol-5-yl)benzene), yielding glutathione disulfide (GSSG) and nitric oxide (NO). Thermal analysis of reduced glutathione (GSH), GSSG, GSNO, and Cu-BTTri revealed thermal resolution of all four analytes through different thermal onset temperatures and weight percent changes. Two reaction systems were probed: an aerobic column flow reaction and an anaerobic solution batch reaction with gas agitation. In both systems, Cu-BTTri was reacted with a 1 mM GSH, GSSG, or GSNO solution, copiously rinsed with distilled-deionized water (dd-H2O), dried (25 °C, 1 Torr), and assessed by TGA. Additionally, stock, effluent or supernatant, and rinse solutions for each glutathione derivative within each reaction system were assessed by mass spectrometry (MS) to inform on chemical transformations promoted by Cu-BTTri as well as relative analyte concentrations. Both reaction systems exhibited chemisorption of glutathione derivatives to the MOF by TGA. Mass spectrometry analyses revealed that in both systems, GSH was oxidized to GSSG, which chemisorbed to the MOF whereas GSSG remained unchanged during chemisorption. For GSNO, chemisorption to the MOF without reaction was observed in the aerobic column setup, whereas conversion to GSSG and subsequent chemisorption was observed in the anaerobic batch setup. These findings suggest that within this reaction system, GSSG is the primary adsorbent of concern with regards to strong binding to Cu-BTTri. Development of similar thermal methods could allow for the probing of MOF reactivity for a wide range of systems, informing on important considerations such as reduced catalytic efficiency from poisoning, recyclability, and loading capacities of contaminants or toxins with MOFs.