1367877-78-8

Basic information

• Product Name: (3-allyloxy-5-bromo-phenyl)methanol
• Synonyms: (3-allyloxy-5-bromo-phenyl)methanol
• CAS NO: 1367877-78-8
• Molecular Weight: 243.1
• Mol File: 1367877-78-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3-allyloxy-5-bromo-phenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3-allyloxy-5-bromo-phenyl)methanol(1367877-78-8)
• EPA Substance Registry System: (3-allyloxy-5-bromo-phenyl)methanol(1367877-78-8)

Safety Data

• Hazardous Substances Data: 1367877-78-8(Hazardous Substances Data)

Upstream product

• 140472-69-1 3-bromo-5-hydroxy-benzoic acid 
• 1421351-62-3 C₁₃H₁₃BrO₃ 
• 1435-51-4 1,3-dibromo-5-fluorobenzene 
• 1367877-77-7 3-allyloxy-5-bromo-benzaldehyde 

Downstream Products

• 1367877-79-9 1-alyloxy-3-bromo-5-chloromethyl-benzene 
• 1421351-65-6 C₃₈H₃₀O₄ 

Relevant articles and documents

Versatile bottom-up approach to stapled π-conjugated helical scaffolds: Synthesis and chiroptical properties of cyclic o-phenylene ethynylene oligomers

Carbon nanocoils (CNCs) are carbon allotropes with tubular diameters as small as 20 nm, and present interesting technological applications.[1] They have been used to generate magnetic fields through chiral electric currents, thus emulating the behavior of a solenoid,[2] and have shown pseudoelastic properties allowing elongations of up to 42% without permanent deformation.[3] Although in a broad sense [n]- helicenes and o-phenylenes can be considered CNCs, they feature extremely rigid backbones in the axial direction (helix propagation)[4] and densely packed π systems. This fact hinders the expected chiral electron transport (ET) because of competitive ET through theπ-stacked aromatic rings, thus limiting their use as a nanocoil.[5] Considering the structural features of these CNCs, we were interested in the conformationally flexible open-chain o-phenylene ethynylene oligomers (o-PEOs), which were mainly developed by Tew and coworkers[ 6] and can adopt helical arrangements by supramolecular interactions.[7] Nevertheless, such arrangements are solvent dependent and may not be suitable for applications demanding a permanent shape.[8] Within this context, the covalent stapling[9] of conformationally dynamic o-PEOs would lead to the corresponding less-tight helical compounds. These loops would have a helical conductive backbone, but the potential ET through theπ-stacked aromatic rings could be avoided by tuning the space defined by the staple (spacer group). This is essential to emulate the behavior of a macroscopic solenoid. Moreover, if the spacer group is conformationally flexible, the structure could be either compressed or stretched mechanically without significant energy variation. The stretching process of a very flexible chain could lead to a long-range pseudoelastic behavior. Additionally, the introduction of chiral spacers could lead to flexible, optically active structures adopting a helical shape, in which chiral currents could be potentially induced.[10] Moore and co-workers have reported a family of chiral m-PEOs using diastereoselective complexation with chiral guests[11, 12] or by introducing a chiral moiety as substituent within the oligomer chain.[13] The introduction of chirality into o-PEOs has been considerably less studied.[6] To the best of our knowledge, o-PEOs and m- PEOs with cyclic structures closed by a chiral unit have not been reported up to date.