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Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-, is a unique chemical compound characterized by two benzaldehyde groups connected through a 1,3-butadiyne spacer. This structure endows the compound with distinctive chemical and physical properties, making it a valuable building block in organic synthesis for constructing complex molecules. Its conjugated system also suggests potential applications in electronics and optoelectronics.

127653-16-1

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127653-16-1 Usage

Uses

Used in Organic Synthesis:
Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bisis utilized as a key building block in organic synthesis for the creation of intricate molecular structures. Its 1,3-butadiyne spacer provides a versatile platform for further chemical reactions and modifications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis- is employed as a precursor in the synthesis of various pharmaceutical agents. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Polymer Science:
Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-, is also used in polymer science to create novel polymers with tailored properties. The 1,3-butadiyne spacer can influence the polymer's physical characteristics, such as flexibility and stability.
Used in Materials Science:
Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bisfinds applications in materials science, where its unique structure contributes to the development of advanced materials with specific properties, such as conductivity or optical characteristics.
Used in Electronics and Optoelectronics:
Due to its conjugated system, Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-, has potential uses in the electronics and optoelectronics industries. It can be incorporated into devices to enhance their performance or to create new types of electronic components.
It is crucial to handle and use Benzaldehyde, 4,4'-(1,3-butadiyne-1,4-diyl)bis-, with care due to its potential hazards if mishandled. Proper safety measures should be taken during its synthesis, storage, and application to ensure safe and effective use.

Check Digit Verification of cas no

The CAS Registry Mumber 127653-16-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,7,6,5 and 3 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 127653-16:
(8*1)+(7*2)+(6*7)+(5*6)+(4*5)+(3*3)+(2*1)+(1*6)=131
131 % 10 = 1
So 127653-16-1 is a valid CAS Registry Number.

127653-16-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-[4-(4-formylphenyl)buta-1,3-diynyl]benzaldehyde

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:127653-16-1 SDS

127653-16-1Relevant academic research and scientific papers

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

Zhu, Yuhao,Shao, Pengpeng,Hu, Linyu,Sun, Chao,Li, Jie,Feng, Xiao,Wang, Bo

, p. 7897 - 7902 (2021)

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

Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics

Li, Kang,Wu, Kai,Lu, Yu-Lin,Guo, Jing,Hu, Peng,Su, Cheng-Yong

supporting information, (2021/12/14)

Herein we demonstrate that, based on the creation of dynamic nanospaces in solution by highly charged positive coordination cage of [Pd6(RuL3)8]28+, multirole and multi-way cage-confined catalysis is accomplisha

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

Vilhanová, Beáta,Václavík, Ji?í,Artiglia, Luca,Ranocchiari, Marco,Togni, Antonio,Van Bokhoven, Jeroen A.

, p. 3414 - 3418 (2017/05/08)

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).

Interacting networks of purely organic spin-1/2 dimers

Borozdina, Yulia B.,Mostovich, Evgeny,Enkelmann, Volker,Wolf, Bernd,Cong, Pham T.,Tutsch, Ulrich,Lang, Michael,Baumgarten, Martin

, p. 6618 - 6629 (2014/08/18)

In the present study we report the synthesis of some novel nitronyl nitroxide biradical systems 1-4c with various π-bridges between the radical centres. UV-Vis, IR, EPR and X-ray diffraction studies, along with MS and NMR data where appropriate, are described. Magnetic measurements revealed that the biradicals 1c, 3c and 4c exhibit a moderately strong antiferromagnetic intra-molecular exchange, whereas nitroxide 2c shows a significantly higher exchange coupling, which can only be explained by the presence of strong inter-molecular interactions. From DFT calculations performed on the basis of the X-ray crystal structure of compound 4c, a theoretical value of the intra-dimer coupling constant Jintra = -8.6 K is obtained. Direct proof also for inter-molecular arrangement with Jinter ~ -2 K was provided by the low temperature AC studies of biradical 4c. According to the magnetic characterization, the nitronyl biradical 4c is a promising candidate for a purely organic-based low-dimensional quantum magnet. This journal is the Partner Organisations 2014.

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

Wielopolski, Mateusz,Atienza, Carmen,Clark, Timothy,Guldi, Dirk M.,Martin, Nazario

supporting information; scheme or table, p. 6379 - 6390 (2009/06/18)

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.

Protection/deprotection-free syntheses and structural analysis of (keto-aryl)diynes

Osowska, Karolina,Lis, Tadeusz,Szafert, Slawomir

experimental part, p. 4598 - 4606 (2009/05/11)

The reactions of precursors 4-BrC6H4COR with TMSC≡CH (Sonogashira coupling) followed by in situ deprotection and subsequent dimerization gave thermally stable dimeric ketodiynes RCOC 6H4(C≡C)2C6

Effect of varying the anionic component of a copper(I) catalyst on homologation of arylacetylenes to allenes by the Mannich reaction

Kumar, Vipan,Chipeleme, Alex,Chibale, Kelly

, p. 43 - 46 (2008/09/17)

The effect of varying the anionic component of a copper(I) catalyst in the homologation of terminal arylacetylenes to allenes by the Mannich reaction was investigated. Varying amounts of allenes, Mannich bases and dimers were obtained depending on the nature of the anionic component of the copper catalyst. On the other hand, Eglinton-Glaser dimerizations were achieved in high yields with 0.5 equiv. of triethylamine. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Orientation and substituent effects on the properties of the diacetylene-group connected octaethylporphyrin-dihexylbithiophene derivatives (OEP-DHBTh-X) carrying electron-withdrawing groups

Hayashi, Naoto,Nishihara, Takashi,Matsukihira, Takuya,Nakashima, Hiroki,Miyabayashi, Keiko,Miyake, Mikio,Higuchi, Hiroyuki

, p. 371 - 386 (2008/02/11)

Orientational isomers of the octaethylporphyrin-dihexylbithiophene (OEP-DHBTh) derivatives connected with a diacetylene linkage were synthesized, with various electron-withdrawing substituents X attached at the ends. The effects of DHBTh orientation and X substituent on the properties of OEP-DHBTh-X (X = H, Br, CN, CHO, and NO2) were studied and compared with those of related OEP derivatives.

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