4686-99-1

Upstream product

• 4885-02-3 Dichloromethyl methyl ether 
• 3898-41-7 1,4-dipropoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 216306-43-3 1-bromo-2,5-dipropoxybenzene 
• 123-31-9 hydroquinone 
• 50-00-0 formaldehyd 

Downstream Products

• 181711-81-9 (E)-4-Bromo-2,5,2',5'-tetrapropoxystilbene 
• 243970-16-3 (E)-1,3-bis(2,5-dipropoxyphenyl)-2-propen-1-one 
• 243970-13-0 (E)-2,5-Dipropoxy-4-<3-(2,5-dipropoxyphenyl)propenoyl>benzaldehyd 
• 181711-89-7 [1-(4-{(E)-2-[4-((E)-2-{4-[(E)-2-(2,5-Dipropoxy-phenyl)-vinyl]-2,5-dipropoxy-phenyl}-vinyl)-2,5-dipropoxy-phenyl]-vinyl}-2,5-dipropoxy-phenyl)-meth-(E)-ylidene]-phenyl-amine 
• 181711-88-6 4-{(E)-2-[4-((E)-2-{4-[(E)-2-(2,5-Dipropoxy-phenyl)-vinyl]-2,5-dipropoxy-phenyl}-vinyl)-2,5-dipropoxy-phenyl]-vinyl}-2,5-dipropoxy-benzaldehyde 
• 181711-86-4 (E,E)-4-[4-(2,5-Dipropoxystyryl)-2,5-dipropoxystyryl]-2,5-dipropoxybenzaldehyde 
• 181711-87-5 [1-{4-[(E)-2-(2,5-Dipropoxy-phenyl)-vinyl]-2,5-dipropoxy-phenyl}-meth-(E)-ylidene]-phenyl-amine 
• 181711-82-0 (E)-4-(2,5-Dipropoxystyryl)-2,5-dipropoxybenzaldehyde 
• 181711-90-0 4-((E)-2-{4-[(E)-2-(4-{(E)-2-[4-((E)-2-{4-[(E)-2-(2,5-Dipropoxy-phenyl)-vinyl]-2,5-dipropoxy-phenyl}-vinyl)-2,5-dipropoxy-phenyl]-vinyl}-2,5-dipropoxy-phenyl)-vinyl]-2,5-dipropoxy-phenyl}-vinyl)-2,5-dipropoxy-benzaldehyde 
• 243970-15-2 (E,E,E)-2,5-Dipropoxy-4-<3-<2,5-dipropoxy-4-<3-<2,5-dipropoxy-4-<3-(2,5-dipropoxyphenyl)propenoyl>phenyl>propenoyl>phenyl>propenoyl>benzaldehyd 
• 243970-14-1 (E,E)-2,5-Dipropoxy-4-<3-<2,5-dipropoxy-4-<3-(2,5-dipropoxyphenyl)propenoyl>phenyl>propenoyl>benzaldehyd 
• 243970-17-4 (E,E)-1-(2,5-Dipropoxyphenyl)-3-<2,5-dipropoxy-4-<3-(2,5-dipropoxyphenyl)propenoyl>phenyl>-2-propen-1-on 
• 181711-78-4 [1-(2,5-Dipropoxy-phenyl)-meth-(E)-ylidene]-phenyl-amine 

Relevant academic research and scientific papers

Role of polar solvents for the synthesis of pillar[6]arenes

An efficient procedure for the synthesis of pillar[6]arenes has been developed. The procedure involves the condensation of 1,4-dialkoxybenzenes and paraformaldehyde in the presence of a catalytic amount of H2SO4 or BF3·OEt2 in polar solvent media (acetonitrile, ethyl alcohol, acetone etc.). In all cases the interaction afforded pillar[6]arenes in high yields.

Oligomers of uniformly arranged chalcone building blocks

A convergent and coupled synthesis was developed for the cross-conjugated oligomers 1a-d which contain one to four chalcone building blocks arranged in the same direction. The preparation started with 1,4-dipropoxybenzene (2) and led via bromination (2 → 3, 6) and Bouveault reactions to the carbonyl components 4, 5 and 7. Protection of the formyl group (7 → 8) and a further Bouveault reaction yielded the bifunctional compound 9 which played a central role for the extension of the chain. The substituted benzaldehyde 4 was transformed by this means to the aldehydes 10, 11 and 12. The compounds 4 and 10-12 reacted in the final step with the acetophenone 5 to the desired oligomers 1a - d. WILEY-VCH Verlag GmbH, 1999.

Monodisperse dialkoxy-substituted oligo(phenyleneethenylene)s

Individual but connected synthetic routes for the preparation of the all-E-configured 2,5-dipropoxy-substituted oligo(1,4-phenyleneethenylene)s 1a-g were developed. An increasing number of conjugated stilbene units from n = 1 to n = 11 led to a convergent bathochromic shift (Δλ = λz - λ1 = 127 nm) in the UV/Vis absorption. An exponential function for the convergence of the absorption energies (wavelengths) in conjugated systems is proposed. By a simple extrapolation of this function the effective chain length may be determined. VCH Verlagsgesellschaft mbH, 1996.