127653-16-1

Basic information

• Product Name: Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-
• CAS NO: 127653-16-1
• Molecular Formula: C18H10O2
• Molecular Weight: 258.276
• Mol File: 127653-16-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-(127653-16-1)
• EPA Substance Registry System: Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-(127653-16-1)

Safety Data

• Hazardous Substances Data: 127653-16-1(Hazardous Substances Data)

Usage

General Description

Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis- is a chemical compound that consists of two benzaldehyde groups linked by a 1,3-butadiyne spacer. It is used as a building block in organic synthesis and is often employed in the construction of complex molecules. The presence of the 1,3-butadiyne spacer imparts unique chemical and physical properties to the compound, making it useful in a variety of applications, including in pharmaceuticals, polymers, and materials science. Additionally, the compound's structure allows for potential applications in electronics and optoelectronics due to its conjugated system. However, it is important to handle and use this compound with caution, as it can be hazardous if handled improperly.

Upstream product

• 910056-56-3 {[4-bromo-2,5-bis(hexyloxy)phenyl]ethynyl}trimethylsilane 
• 63697-96-1 4-Ethynylbenzaldehyde 
• 77123-57-0 4-[(trimethylsilyl)ethynyl]bezaldehyde 
• 1086430-07-0 4-(iodoethynyl)benzaldehyde 
• 863098-31-1 4-(bromoethynyl)benzaldehyde 
• 127653-08-1 (4,4'-(buta-1,3-diyne-1,4-diyl)bis(4,1-phenylene))dimethanol 
• 138853-09-5 4-ethynylbenzaldehyde ethylene acetal 
• 127653-00-3 C₂₂H₂₂O₄ 
• 127653-30-9 (4-methoxymethoxymethylphenyl)-methanal 
• 127653-33-2 1-(2,2-Dibromo-vinyl)-4-methoxymethoxymethyl-benzene 
• 127653-36-5 1-Ethynyl-4-methoxymethoxymethyl-benzene 

Downstream Products

• 124774-76-1 2-(4-{4-[4-(1-oxyl-3-oxo-4,4,5,5-tetramethyl-4H,5H-imidazolin-2-yl)-phenyl]buta-1,3-diyn-1-yl}phenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxo 
• 1616462-08-8 (2E,2'E)-bis(2-ethylhexyl) 3,3'-(buta-1,3-diyne-1,4-diylbis(4,1-phenylene))bis(2-cyanoacrylate) 
• 127810-91-7 C₅₀H₅₀N₄O₈ 
• 127810-87-1 C₆₆H₈₂N₄O₈ 
• 127810-81-5 C₅₈H₆₆N₄O₈ 

Relevant articles and documents

Construction of Interlayer Conjugated Links in 2D Covalent Organic Frameworks via Topological Polymerization

Two-dimensional covalent organic frameworks (2D COFs) are well-defined polymeric sheets that usually stack in an eclipsed mode via van der Waals forces. Extensive efforts have been made to manipulate interlayer interactions, yet there still lack a way to

Subnanometer gold clusters on amino-functionalized silica: An efficient catalyst for the synthesis of 1,3-diynes by oxidative alkyne coupling

Subnanometer (d = 0.8 ± 0.2 nm) gold particles homogeneously dispersed on amino-functionalized silica catalyze Glaser-type alkyne coupling, providing corresponding 1,3-diynes under mild conditions. Readily available λ3-iodane PhI(OAc)2 is used as an oxidant and 1,10-phenanthroline is used as an additive. Ten symmetrical 1,3-diynes and three products of heterocoupling containing various functionalities are isolated in high yields. The catalyst can be recycled at least five times, giving consistently high isolated yields and maintaining the size and distribution of gold clusters. This unique combination of stable subnanometer gold clusters and hypervalent iodine thus paves a hitherto unexplored avenue in organic synthesis employing heterogeneous gold catalysis. (Chemical Equation Presented).

P-phenyleneethynylene molecular wires: Influence of structure on photoinduced electron-transfer properties

A series of donor-acceptor arrays (exTTF-oPPE-C60) containing π-conjugated oligo(phenyleneethynylene) wires (oPPE) of different length between π-extended tetrathiafulvalene (exTTF) as electron donor and fullerene (C60) as electron acceptor has been prepared by following a convergent synthesis. The key reaction in these approaches is the bromo-iodo selectivity of the Hagihara-Sonogashira reaction and the deprotecting of acetylenes with different silyl groups to afford the corresponding donor-acceptor conjugates in moderate yields. The electronic interactions between the three electroactive species were determined by using UV-visible spectroscopy and cyclic voltammetry. Our studies clearly confirm that, although the C60 units are connected to the exTTF donor through π-conjugated oPPE frameworks, no significant electronic interactions are observed in the ground state. Theoretical calculations predict how a simple exchange from C=C double bonds (i.e., oligo(p-phenylenevinylene) to C≡C triple bonds (i.e., oPPE) in the electron donor-acceptor conjugates considerably alters long-range electron transfer. Photoexcitation of exTTF-oPPE-C 60 leads to the following features: a transient photoproduct with maxima at 660 and 1000 nm, which are unambiguously attributed to the photolytically generated radical-ion-pair state, [exTTF+-oPPE- C60-]. Both charge-separation and charge-recombination processes give rise to a molecular-wire behaviour of the oPPE moiety with an attenuation factor (β) of (0.2 ±0.05) A-1.