153033-27-3

Basic information

• Product Name: Benzene, 1,4-diethynyl-2,5-bis(octyloxy)-
• Synonyms: Benzene, 1,4-diethynyl-2,5-bis(octyloxy)-
• CAS NO: 153033-27-3
• Molecular Formula: C₂₆H₃₈O₂
• Molecular Weight: 383
• Mol File: 153033-27-3.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1,4-diethynyl-2,5-bis(octyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,4-diethynyl-2,5-bis(octyloxy)-(153033-27-3)
• EPA Substance Registry System: Benzene, 1,4-diethynyl-2,5-bis(octyloxy)-(153033-27-3)

Safety Data

• Hazardous Substances Data: 153033-27-3(Hazardous Substances Data)

Usage

General Description

Benzene, 1,4-diethynyl-2,5-bis(octyloxy)- is a chemical compound with the molecular formula C30H40O2. It is a highly symmetrical molecule that contains two ethynyl (acetylene) groups at positions 1 and 4 of a benzene ring, and two octyloxy (octyl ether) groups at positions 2 and 5. Benzene, 1,4-diethynyl-2,5-bis(octyloxy)- is used in organic chemistry as a building block for the synthesis of various functional materials, such as liquid crystals, organic semiconductors, and polymers. Its unique structure and properties make it a valuable tool for the development of advanced materials and technologies in the field of organic electronics and optoelectronics. Additionally, its long hydrophobic chains impart solubility in non-polar solvents, making it suitable for use in various applications in the chemical and materials industries.

Upstream product

• 145483-68-7 1,4-diiodo-2,5-dioctyloxybenzene 
• 1066-54-2 trimethylsilylacetylene 
• 51560-21-5 1,4-diiodo-2,5-dimethoxybenzene 
• 150-78-7 1,4-dimethoxybezene 
• 111-83-1 1-bromo-octane 
• 156028-40-9 1,4-dibromo-2,5-dioctyloxyphenylene 
• 123-31-9 hydroquinone 
• 67399-94-4 1,4-bis(octyloxy)benzene 
• 994-89-8 tributylethynyltin 
• 173428-81-4 1,4-bis[(trimethylsilyl)-ethynyl]-2,5-bis-(octoxy)benzene 

Downstream Products

• 133069-19-9 1,4-Bis-{(E)-2-[dimethyl-((E)-styryl)-silanyl]-vinyl}-2,5-bis-octyloxy-benzene 
• 530087-29-7 trans-[Pt(P(n-Bu)3)2(CC(C₆H₂(O-n-C₈H₁₇)2-2,5)CC)] 
• 1186589-62-7 C₄₀H₅₀O₄ 
• 1215068-99-7 [Ru(II)Cl(CO)(PMe3)3]2(μ-CH=CH-C6H2(O-n-C8H17)2-CH=CH) 
• 944245-14-1 C₇₈H₁₀₀N₆O₂S₂ 
• 1400937-71-4 5,5′-((2,5-dioctyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(2-hydroxy-3-(piperidin-1-ylmethyl))benzaldehyde 
• 1430403-87-4 2,5-dioctyloxy-1,4-bis(1-propynyl)benzene 
• 1240562-47-3 C₉₀H₁₀₈B₂N₄O₄ 
• 1300743-85-4 1-decyl-4-(4-(1-decyl-1H-1,2,3-triazol-4-yl)-2,5-bis(octyloxy)phenyl)-1H-1,2,3-triazole 
• 1233845-66-3 1,4-bis((6-methylpyridazin-3-yl)ethynyl)-2,5-dioctyloxybenzene 
• 431898-27-0 1,4-bis(4-formyl-2,5-dioctyloxyphenylethynyl)-2,5-dioctyloxybenzene 

Relevant articles and documents

A joint experimental and computational study on the electronic communication in diethynylaryl-bridged (η5-C5H 5)Fe(η2-dppe) and (η5-C 5H5)-Fe(CO)2 units

A family of bimetallic complexes [Cp(CO)2Fe-C≡C-Ar- C≡C-Fe(CO)2Cp] {Cp = C5H5; 6a-g: Ar = C4H2S (a), 3-(C4H9)-C4HS (b), 3-(C16H33)-C4HS (c), C6H 4 (d), 2,5-bis-(OC4H9)-C6H 2 (e), 2,5-bis(OC8H17)-C6H 2 (f), (C6H4)2 (g)} was prepared by the three-step Pd-catalysed extended one-pot (EOP) synthetic protocol from Bu3Sn-C≡CH, X-Ar-X (X = I, Br) and Cp(CO)2FeI. Complexes 6a,d,g were then exposed to ultraviolet irradiation in the presence of an equivalent amount of 1,2-bis(diphenylphosphanyl)ethane (dppe) to form the corresponding bimetallic complexes [Cp(dppe)Fe-C≡C-Ar-C≡C-Fe(dppe) Cp] (7a,d,g). Compounds 6a-g and 7a,d,g were characterised by cyclic voltammetry (CV). The most significant electrochemical information comes from the oxidation of the dppe derivatives. The ΔE° separations between the subsequent reversible waves suggest that the efficiency of the metal-metal electronic coupling decreases in the order 7a > 7d > 7g. Complexes 7a and 7g were also chemically oxidised with [Fe(Cp*]2[BF4] {Cp* = C5(CH3)5} and [Fe(Cp)] 2[BF4] respectively, and the near infrared (NIR) spectra of the mixed-valence species 7a+ and 7g+ were recorded. A strong intervalence transition (IT) band was observed only for the radical cation 7a+. While this finding confirms the existence of an electronic interaction between the two termini when a 2,5-thiophene group is present in the spacer, the NIR spectrum of 7g+ reveals a reduced efficiency in conveying electrons when the C4H2S moiety is replaced by a 4,4′-biphenyl. In order to rationalise and quantify the extent of electronic communication, ruled by geometrical and electronic factors, density functional computational results on selected [Cp (PH3) 2Fe] and [Cp(CO)2Fe] binuclear model complexes are reported. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

White light emission from fluorene-EDOT and phenothiazine-hydroquinone based D-π-A conjugated systems in solution, gel and film forms

Two conjugated D-π-A organic molecules, one fluorene-ethylene dioxythiophene (FL-E) based and another phenothiazine-hydroquinone (PT-Hq) based, were synthesized and observed to form 1-dimensional microstructures in the solid state. These two molecules whe

Boron ketoiminate-based conjugated polymers with tunable AIE behaviours and their applications for cell imaging

Three new boron ketoiminate-based conjugated polymers P1, P2, and P3 were designed and synthesized through the Sonogashira coupling reaction of 4,6-bis(4-bromophenyl)-2,2-difluoro-3-phenyl-2H-1,3,2-oxazaborinin-3-ium-2-uide (M1) with 1,4-diethynyl-2,5-bis