2789-88-0

Basic information

• Product Name: DI-P-TOLYLACETYLENE
• Synonyms: DI-P-TOLYLACETYLENE;1,2-di-p-tolylethyne
• CAS NO: 2789-88-0
• Molecular Formula: C₁₆H₁₄
• Molecular Weight: 206.28236
• Mol File: 2789-88-0.mol
• Article Data: 191

Chemical Properties

• Melting Point: 118-134 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 130-145 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1.03±0.1 g/cm3(Predicted)
• CAS DataBase Reference: DI-P-TOLYLACETYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: DI-P-TOLYLACETYLENE(2789-88-0)
• EPA Substance Registry System: DI-P-TOLYLACETYLENE(2789-88-0)

Safety Data

• Hazardous Substances Data: 2789-88-0(Hazardous Substances Data)

Usage

General Description

DI-P-TOLYLACETYLENE is a chemical compound with the molecular formula C16H14. It is a colorless to pale yellow liquid with a strong aromatic odor. DI-P-TOLYLACETYLENE is used as a precursor in the production of various organic compounds, including pharmaceuticals, dyes, and pesticides. It is also used as a building block in the synthesis of complex molecules in organic chemistry. Additionally, DI-P-TOLYLACETYLENE is used as an intermediate in the manufacture of specialty chemicals and in research and development. However, it should be handled with care as it can be harmful if inhaled or ingested, and may cause skin and eye irritation.

Upstream product

• 26204-06-8 1,1-dibromo-2,2-di-p-tolyl-ethane 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 25411-73-8 diethyl diazomethylphosphonate 
• 67-56-1 methanol 
• 7208-11-9 4,4'-(2-bromoethene-1,1-diyl)bis(methylbenzene) 
• 624-31-7 4-tolyl iodide 
• 31638-66-1 (p-tolylethynyl)copper 
• 68185-94-4 trimethyl-4-methylbenzoylsilane 
• 150017-33-7 1-Azido-2,3-di-p-tolyl-cycloprop-2-enecarboxylic acid ethyl ester 
• 74-86-2 acetylene 
• 38424-23-6 (E)-4,4'-dimethylstilbene 
• 2749-93-1 1-methyl-4-(1-propyn-1-yl)benzene 
• 4186-14-5 1-(2-(trimethylsilyl)ethynyl)toluene 
• 106-43-4 para-chlorotoluene 

Downstream Products

• 23798-84-7 trans-1,2-Bis-(4'-chlor-stilben-4-yl)-acetylen 
• 18816-08-5 1,1,4,4-tetramethyl-2,3,5,6-tetra-p-tolyl-1,4-dihydro-[1,4]disiline 
• 41309-48-2 1,1-diphenyl-2,3,4,5-tetra-p-tolyl-1H-silole 
• 23833-47-8 trans-1,2-Bis-(4'-diaethylamino-stilben-4-yl)-acetylen 
• 72487-29-7 (Z)-1,2,3,4-tetrakis(4-methylphenyl)-2-butene-1,4-dione 
• 123248-21-5 (E)-n-butyl 3-(p-tolyl)acrylate 
• 345659-43-0 (6E)-6,7-bis(4-methylphenyl)-5-methyl-5-phenyl-5-siladeca-1,6,9-triene 

Relevant articles and documents

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Magnetic chitosan-functionalized cobalt-NHC: Synthesis, characterization and catalytic activity toward Suzuki and Sonogashira cross-coupling reactions of aryl chlorides

Aryl chlorides are one of the most stable and available electrophiles, however, their coupling with nucleophiles remains a challenge in organic synthesis. Herein, we prepared a Cobalt-NHC (N-Heterocyclic carbene) complex anchored on magnetic chitosan nanoparticles and assayed its catalytic activity for the reactions of substituted phenylboronic acid and also phenlacetylene with derivatives of aryl chlorides. These reactions are of great importance since they are employed for the synthesis of unsymmetrical diarylethynes and biphenyls, which belong to a prime class of building blocks. The synthesized nanocatalyst was found to be highly efficient in Suzuki and Sonogashira coupling in terms of their activity and recyclability in polyethylene glycol (PEG) as a green reaction media under conditions of temperatures (70 and 100 °C) and Co loading (3 and 6 mol%). To the best of our knowledge, this is the first attempt of using cobalt-NHC complex for catalyzing the abovementioned reactions. Moreover, replacing the earth-abundant Cobalt-based catalyst as an alternative to high cost palladium make this approach promising from sustainable chemistry view.

A Waste-Minimized Approach to Cassar-Heck Reaction Based on POLITAG-Pd0 Heterogeneous Catalyst and Recoverable Acetonitrile Azeotrope

Three different Pd0-based heterogeneous catalysts were developed and tested in the Cassar–Heck reaction (i. e., copper-free Sonogashira reaction) aiming at the definition of a waste minimized protocol. The cross-linked polymeric supports used in this investigation were designed to be adequate for different reaction media and were decorated with different pincer-type ionic ligands having the role of stabilizing the formation and dimension of palladium nanoparticles. Among the ionic tags tested, bis-imidazolium showed the best performances in terms of efficiency and durability of the metal catalytic system. Eventually, aqueous acetonitrile azeotrope was selected as the reaction medium as it allowed the best catalytic efficiency combined with easy recovery and reuse. Finally, the synergy between the selected catalyst and reaction medium allowed to obtain highly satisfactory isolated yields of a variety of substrates while using a low amount of metal catalyst. The high performance of the designed POLymeric Ionic TAG (POLITAG)-Pd0, along with its good selectivity achieved in a copper-free process, also led to a simplified purification procedure allowing the minimization of the waste generated as also proven by the very low E-factor values (1.4–5) associated.