494859-11-9

Basic information

• Product Name: Benzenamine, 4,4'-[(3Z)-3,4-bis[[tris(1-methylethyl)silyl]ethynyl]-3-hexene-1,5-diyne-1,6 -diyl]bis[N,N-dimethyl-
• CAS NO: 494859-11-9
• Molecular Formula: C44H62N2Si2
• Molecular Weight: 675.161
• Mol File: 494859-11-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4,4'-[(3Z)-3,4-bis[[tris(1-methylethyl)silyl]ethynyl]-3-hexene-1,5-diyne-1,6 -diyl]bis[N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4,4'-[(3Z)-3,4-bis[[tris(1-methylethyl)silyl]ethynyl]-3-hexene-1,5-diyne-1,6 -diyl]bis[N,N-dimethyl-(494859-11-9)
• EPA Substance Registry System: Benzenamine, 4,4'-[(3Z)-3,4-bis[[tris(1-methylethyl)silyl]ethynyl]-3-hexene-1,5-diyne-1,6 -diyl]bis[N,N-dimethyl-(494859-11-9)

Safety Data

• Hazardous Substances Data: 494859-11-9(Hazardous Substances Data)

Upstream product

• 177500-67-3 N,N-dimethyl-4-{(3E)-6-[4-(dimethylamino)phenyl]-3,4-bis[(triisopropylsilyl)ethynyl]hex-3-ene-1,5-diyn-1-yl}benzenamine 

Downstream Products

• 177500-67-3 N,N-dimethyl-4-{(3E)-6-[4-(dimethylamino)phenyl]-3,4-bis[(triisopropylsilyl)ethynyl]hex-3-ene-1,5-diyn-1-yl}benzenamine 
• 601488-61-3 C₂₆H₂₂N₂ 

Relevant articles and documents

Donor-substituted perethynylated dehydroannulenes and radiaannulenes: Acetylenic carbon sheets featuring intense intramolecular charge transfer

In this article, we report the preparation of unprecedented φ-conjugated macrocycles (Fig. 1) by acetylenic scaffolding using modular tetraethynylethene (TEE, 3,4-diethynylhex-3-ene-1,5-diyne) building blocks. A novel photochemical access to (Z)-bisdeprot

Photochemical trans-cis isomerisation of donor/acceptor-substituted (E)-hex-3-ene-1,5-diynes (1,2-diethynylethenes, DEEs) and 3,4-diethynylhex-3-ene-1,5-diynes (tetraethynylethenes, TEEs)

The photochemically reversible trans-cis isomerisation of (E)-hex-3-ene-1,5-diynes (1,2-diethynylethenes, DEEs) and 3,4-diethynylhex-3-ene-1,5-diynes (tetraethynylethenes, TEEs) substituted with electron-donating (p-dialkylaminophenyl) and/or electron-accepting (p-nitrophenyl) groups has been examined. The type and degree of donor/acceptor (D/A) functionalisation has been found to drastically affect the partial quantum yields of isomerisation Φt→c and Φc→t. Total quantum yields in n-hexane vary from Φtotal = 0.72 for a bis-acceptor substituted TEE to Φtotal, = 0.015 for a four-fold, bis-donor, bis-acceptor substituted TEE derivative. A strong relationship between Φtotal and solvent polarity as well as a strong dependence of Φt→c and Φc→t on the wavelength of excitation λexc has been observed. The temperature dependence of the photoisomerisation has been investigated for a bis-acceptor-substituted DEE and shows no changes in Φtotal over the temperature range 6.5-65 °C. None of the compounds studied undergoes thermal isomerisation at 27 °C in n-hexane. Further analysis of these compounds by theoretical investigations at the semiempirical level of theory reveals a significant reduction of the bond order of the central olefinic double bond in the D-D, D-A and A-A TEEs upon electronic excitation, thus ultimately facilitating photoisomerisation.