857579-51-2

Basic information

• Product Name: Benzene, 1,4-bis(undecyloxy)-
• CAS NO: 857579-51-2
• Molecular Formula: C28H50O2
• Molecular Weight: 418.704
• Mol File: 857579-51-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzene, 1,4-bis(undecyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,4-bis(undecyloxy)-(857579-51-2)
• EPA Substance Registry System: Benzene, 1,4-bis(undecyloxy)-(857579-51-2)

Safety Data

• Hazardous Substances Data: 857579-51-2(Hazardous Substances Data)

Upstream product

• 693-67-4 bromoundecane 
• 123-31-9 hydroquinone 

Downstream Products

• 1379868-73-1 C₆₆H₁₀₆O₄ 
• 1379868-71-9 C₃₈H₇₂O₈P₂ 
• 1379868-69-5 1,4-bis(bromomethyl)-2,5-bis(undecyloxy)benzene 
• 128424-39-5 1,4-dibromo-2,5-bis-undecyloxy-benzene 

Relevant articles and documents

C-H/π-interaction-guided self-assembly in π-conjugated oligomers

We report CH/π hydrogen-bond-driven self-assembly in π-conjugated skeletons based on oligophenylenevinylenes (OPVs) and trace the origin of interactions at the molecular level by using single-crystal structures. OPVs were designed with appropriate pendants in the aromatic core and varied by hydrocarbon or fluorocarbon tails along the molecular axis. The roles of aromatic π-stack, van der Waals forces, fluorophobic effect and CH/π interactions were investigated on the theromotropic liquid crystallinity of OPV molecules. Single-crystal structures of hydrocarbon OPVs provided direct evidence for the existence of CH/π interactions between the π-ring (H-bond acceptor) and alkyl C-H (H-bond donor). The four important crystallographic parameters, dc-x=3.79 A, θ=21.49°, =150.25° and dHp-x=0.73 A, matched in accordance with typical CH/π interactions. The CH/π interactions facilitate the close-packing of mesogens in x-y planes, which were further protruded along the c axis producing a lamellar structure. In the absence of CH/π interactions, van der Waals interactions drove the assembly towards a Schlieren nematic texture. Fluorocarbon OPVs exhibited smectic liquid-crystalline textures that further underwent Smectic A (SmA) to Smectic C (SmC) phase transitions with shrinkage up to 11 %. The orientation and translational ordering of mesogens in the liquid-crystalline (LC) phases induced H- and J-type molecular arrangements in fluorocarbon and hydrocarbon OPVs, respectively. Upon photoexcitation, the H- and J-type molecular arrangements were found to emit a blue or yellowish/green colour. Time-resolved fluorescence decay measurements confirmed longer lifetimes for H-type smectic OPVs relative to that of loosely packed one-dimensional nematic hydrocarbon-tailed OPVs. Weak-force-driven self-assembly: CH/π hydrogen-bonding-driven diverse molecular self-assembly in π-conjugated molecules is reported (see figure). The self-organisation of π-conjugated mesogens in three-dimensional crystal lattices is proven to be vital for tuning the thermotropic liquid-crystalline phases and their emission colour. Copyright