61440-86-6

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethynediyl)bis[4-(1,1-dimethylethyl)-
• CAS NO: 61440-86-6
• Molecular Formula: C22H26
• Molecular Weight: 290.448
• Mol File: 61440-86-6.mol
• Article Data: 38

Chemical Properties

• Melting Point: 173-174 °C(Solv: heptane (142-82-5))
• Boiling Point: 389.2±31.0 °C(Predicted)
• Density: 0.97±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethynediyl)bis[4-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethynediyl)bis[4-(1,1-dimethylethyl)-(61440-86-6)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethynediyl)bis[4-(1,1-dimethylethyl)-(61440-86-6)

Safety Data

• Hazardous Substances Data: 61440-86-6(Hazardous Substances Data)

Upstream product

• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 772-38-3 4-tert-Butylphenylacetylene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 471-25-0 Propiolic acid 
• 142-45-0 Acetylenedicarboxylic acid 
• 79135-56-1 1,2-Dichloro-1,2-bis(p-tert-butylphenyl)ethane 
• 28480-27-5 cyclopropenon 
• 220006-53-1 3-(4-(tert-butyl)phenyl)propiolic acid 
• 52436-75-6 (4-tert-butylphenyl)diazonium tetrafluoroborate 
• 75-20-7 calcium carbide 
• 5963-39-3 hex-3-yne-1,6-dioic acid 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 74-86-2 acetylene 
• 253185-03-4 tert-butylbenzene 

Downstream Products

• 22927-07-7 1,2-bis(4-tert-butylphenyl)ethane 
• 79135-62-9 1,2-bis(4-(tert-butyl)phenyl)ethan-1-one 
• 117953-25-0 6-t-butyl-1,2,3-tris-(4-t-butylphenyl)azulene 
• 179244-37-2 (Z)-1,2,3,4-Tetrakis-(4-tert-butyl-phenyl)-but-2-ene-1,4-dione 
• 606925-26-2 6,7-bis-(4-tert-butyl-phenyl)-5,8-bis-(3,5-di-tert-butyl-phenyl)-1,2-dihydro-cyclopenta[cd]fluoranthene 
• 737756-10-4 2,7-di-tert-butyl-9,10,11,12-tetrakis(4-tert-butylphenyl)-benzo[e]pyrene 
• 945773-26-2 6,7-bis-(4-tert-butyl-phenyl)-5,8-bis-(3,5-di-tert-butyl-phenyl)-cyclopenta[cd]fluoranthene-1,2-dione 
• 945773-27-3 C₈₁H₈₀I₂O 
• 117953-25-0 6-t-butyl-1,2,3-tris-(4-t-butylphenyl)azulene radical cation 
• 1064663-78-0 6,7-dimethyl-1,2,3,4-tetra(4-tert-butylphenyl)naphthalene 
• 1064663-75-7 5,6-dimethyl-1,2,3,4-tetra(4-tert-butylphenyl)naphthalene 
• 1064663-61-1 1,2,3,4-tetra(4-tert-butylphenyl)-5,8-dimethylnaphthalene 

Relevant articles and documents

Synthesis and structural characterization of hexa-tert-butyl-hexa-peri- hexabenzocoronene, its radical cation salt and its tricarbonylchromium complex

The hexa-tert-butyl substituted hexa-peri-hexabenzocoronene was synthesized in an overall yield of 83% from 4-tert-butylphenylacetylene. The key step was the oxidative cyclodehydrogenation of hexa(4-tert- butylphenyl)benzene with anhydrous FeCl3 in CH2Cl2. The high solubility of hexa-tertbutyl-hexa-peri-hexabenzocoronene in common organic solvents allowed a comprehensive spectroscopic characterization of this compound in solution. Electrochemical oxidation at -30 °C in the presence of tetrabutylammonium hexafluoroarsenate led to the formation of a stable radical cation salt. Reaction of hexa-tert-butyl-hexa-peri-hexabenzocoronene with an excess of tricarbonyl(naphthalene)chromium in THF/dioxane afforded a mixture of mono- and bis-tricarbonylchromium complexes which could be separated by chromatography. The molecular structures of the parent compound, its radical cation salt and its mono- tricarbonylchromium complex were determined by X- ray analysis and discussed in detail. Remarkably, the crystal structures of these compounds are mainly dominated by the formation of dimers of the aromatic cores.

Selective Synthesis of Non-Aromatic Five-Membered Sulfur Heterocycles from Alkynes by using a Proton Acid/N-Chlorophthalimide System

A multicomponent strategy to achieve two different regioselectivities from alkynes, isothiocyanates and H2O with a proton acid/N-chlorophthalimide (NCPI) system is described to selectively obtain non-aromatic five-membered sulfur heterocycles (1,3-oxathiol-2-imines/thiazol-2(3H)-one derivatives) through multiple bond formations. The process features readily available starting materials, mild reaction conditions, broad substrate scope, good functional-group tolerance, high regio- and chemo- selectivities, gram-scale synthesis and late-stage modifications. Mechanistic studies support the proposal that the transformation process includes a combination of H2O and isothiocyanate, free-radical formation, carbonation and intramolecular cyclization to give the products. Furthermore, the 1,3-oxathiol-2-imine derivatives possess unique fluorescence characteristics and can be used as Pd2+ sensors with a “turn-off” response, demonstrating potential applications in environmental and biological fields.

Palladium-Catalyzed Cascade Dearomative Spirocyclization and C?H Annulation of Aromatic Halides with Alkynes

Described herein is a palladium-catalyzed intermolecular dearomative annulation of aryl halides with alkynes, which provides a rapid approach to a class of structurally unique spiroembedded polycyclic aromatic compounds. The cascade process is accomplished by a sequential alkyne migratory insertion, Heck-type dearomatization, and C-H bond annulation. Further optoelectronic study indicated this fused spirocyclic scaffold could be a potential host material for OLEDs, as exemplified by a fabricated red PhOLED device with a maximum external quantum efficiency of 23.0%.

Synthesis of Unprotected and Highly Substituted Indoles by the Ruthenium(II)-Catalyzed Reaction of Phenyl Isocyanates with Diaryl/Diheteroaryl Alkynes/Ethyl-3-phenyl Propiolates

A one-pot transformation has been developed for the synthesis of unprotected and highly substituted indoles by an in situ installed carbamide-directed Ru(II)-catalyzed intermolecular oxidative annulation of phenyl isocyanates with diaryl/diheteroaryl alkynes/ethyl phenyl propiolates in the presence of Cu(OAc)2·H2O as an oxidant and AgSbF6 as an additive at 120 °C within 3 h.