1384480-00-5

Basic information

• Product Name: dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate
• Synonyms: dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate
• CAS NO: 1384480-00-5
• Molecular Weight: 408.453
• Mol File: 1384480-00-5.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate(1384480-00-5)
• EPA Substance Registry System: dimethyl 2,2-bis(5-phenylpenta-2,4-diyn-1-yl)malonate(1384480-00-5)

Safety Data

• Hazardous Substances Data: 1384480-00-5(Hazardous Substances Data)

Upstream product

• 63104-44-9 dimethyl 2,2-di(prop-2-ynyl)malonate 
• 13146-23-1 copper(I) phenylacetylenide 
• 536-74-3 phenylacetylene 
• 18773-54-1 4-methyl-N,N-diprop-2-ynylbenzenesulfonamide 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 108-59-8 malonic acid dimethyl ester 

Downstream Products

• 1384479-72-4 C₂₉H₂₄O₄ 
• 1577232-34-8 dimethyl 7-bromo-5-phenyl-4-(phenylethynyl)-1H-indene-2,2(3H)-dicarboxylate 

Relevant articles and documents

Reactions of HDDA-Derived Benzynes with Perylenes: Rapid Construction of Polycyclic Aromatic Compounds

Benzynes produced by the thermal cycloisomerization of tetrayne substrates [i.e., by the hexadehydro-Diels-Alder (HDDA) reaction] react with perylenes to produce novel naphthoperylene derivatives. Cyclic voltammetry and absorption and emission properties of these compounds are described. DFT studies shed additional light on the dearomatization that accompanies the reaction as well as some of the spectroscopic behavior.

Fully Substituted Conjugate Benzofuran Core: Multiyne Cascade Coupling and Oxidation of Cyclopropenone

An unprecedented C═C double bond cleavage of cyclopropenone and dioxygen activation by multiyne cascade coupling has been developed. This chemistry provides a novel, simple, and efficient approach to synthesize fully substituted conjugate benzofuran derivatives from simple substrates under mild conditions. The density functional theory (DFT) calculations reveal that the unique homolytic cleavages of cyclopropenone and molecular oxygen are crucial to the success of this reaction.

Access to Benzoxazepines and Fully Substituted Indoles via HDDA Coupling

The HDDA-derived benzyne intermediate was captured by oxazolines based on the addition reaction of benzyne to the Ca?N double bond. Benzoxazepine derivatives, fused benzoxazepine derivatives, and fully substituted indoles are synthesized in one step. The reaction does not require any catalyst or additives. Possible reaction mechanisms are presented.

Silver-Catalyzed Annulation of Arynes with Nitriles for Synthesis of Structurally Diverse Quinazolines

An efficient silver catalyzed annulation reaction of aryne with nitriles to generate quinazolines is described. Arynes generated from triynes or tetraynes through a hexadehydro Diels-Alder reaction readily participated in an [A + 2B] mode of annulation with nitriles in the presence of AgSbF6 catalyst. The mechanism was explored by DFT calculations, which supports the silver-catalyzed formation of nitrilium ion as a key intermediate. This annulation generates an array of polysubstituted novel quinazoline derivatives with excellent regioselectivity.