245116-57-8

Basic information

• Product Name: 1,4-Benzenedicarboxaldehyde, 2,5-dipropoxy-
• CAS NO: 245116-57-8
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Mol File: 245116-57-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenedicarboxaldehyde, 2,5-dipropoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenedicarboxaldehyde, 2,5-dipropoxy-(245116-57-8)
• EPA Substance Registry System: 1,4-Benzenedicarboxaldehyde, 2,5-dipropoxy-(245116-57-8)

Safety Data

• Hazardous Substances Data: 245116-57-8(Hazardous Substances Data)

Usage

Physical State

Pale yellow solid

Odor

Strong, unpleasant

Family

Aromatic aldehydes

Uses

Intermediate in the synthesis of organic compounds
Pharmaceutical production
Dye production
Polymer production
Fragrance production
Flavoring agent

Applications

Reagent in organic chemistry reactions
Building block in the creation of new materials

Upstream product

• 123-31-9 hydroquinone 
• 3898-41-7 1,4-dipropoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 243970-07-2 1,4-dibromo-2,5-bispropyloxybenzene 

Downstream Products

• 245116-66-9 (E,E)-1-(2,5-Dipropoxyphenyl)-3-{2,5-dipropoxy-4-[3-(2,5-dipropoxyphenyl)-3-oxopropenyl]phenyl}-2-propen-1-on 
• 245116-68-1 H(C₆H₂(OC₃H₇)2COCHCHC₆H₂(OC₃H₇)2CHCHCO)3C₆H₃(OC₃H₇)2 

Relevant articles and documents

The synthesis and conformation of oxygenated trianglimine macrocycles

The synthesis of series of D2h and C2v symmetric oxygenated aromatic dicarboxaldehydes, using dilithiation methodology, is described along with their reactivity in the [3 + 3] cyclocondensation reaction with (1R,2R)-diaminocyclohexane to give oxygenated trianglimine macrocycles. Macrocycles derived from C2v symmetric dialdehydes give macrocycles with a stereogenic aromatic plane with complete diastereocontrol, as a mixture of retainers.

Oligomers of Alternately Arranged Chalcone Building Blocks

The cross-conjugated oligomers 1a-d, which contain up to eight alternately arranged chalcone building blocks, were prepared by stereoselective condensation reactions of formyl and acetyl components. The synthetic sequence started with 1,4-dibromo-2,5-dipropoxybenzene (2). Bouveault reactions with DMF and DMA yielded the aldehydes 3 and 6 and the ketones 7 and 10. After the protection of the carbonyl group (3 → 4 and 7 → 8), a further Bouveault reaction led to monoprotected dialdehyd 5 and dike-tone 9, respectively. Repetitive condensation reactions starting with the acetophenone derivative 11 and 5 furnished the aldehyde 12, the ketone 13 and the aldehyde 14. In the final step the target compounds 1 were obtained again by condensation reactions: 6 + 11 → 1a, 10 + 12 → 1b, 6 + 13 → 1c, 10 + 14 → 1d. Thus a convergent and coupled synthesis was achieved in order to generate constitutionally and configurationally pure oligochalcones.