107399-42-8

Basic information

• Product Name: 3,3'-(1,4-phenylene)dipropanal
• Synonyms: 3,3'-(1,4-phenylene)dipropanal
• CAS NO: 107399-42-8
• Molecular Weight: 190.242
• Mol File: 107399-42-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3,3'-(1,4-phenylene)dipropanal(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-(1,4-phenylene)dipropanal(107399-42-8)
• EPA Substance Registry System: 3,3'-(1,4-phenylene)dipropanal(107399-42-8)

Safety Data

• Hazardous Substances Data: 107399-42-8(Hazardous Substances Data)

Upstream product

• 70364-29-3 3-[4-(2-ethoxycarbonyl-ethyl)-phenyl]-propionic acid ethyl ester 
• 60075-78-7 3-(p-iodophenyl)-propanol 
• 624-38-4 para-diiodobenzene 
• 107-18-6 allyl alcohol 
• 589-87-7 1,4-bromoiodobenzene 
• 626-00-6 1,3-Diiodobenzene 

Downstream Products

• 15201-41-9 3,3'-(1,4-phenylene)dipropanenitrile 
• 3049-37-4 1,4-bis(2-formylethenyl)benzene 

Relevant articles and documents

Synthesis of trans-Configured Enol Ethers by a Sequence of syn-Selective Glycolate Aldol Addition, Hydrolysis, and Grob Fragmentation

A trans-selective access to enol ethers with a disubstituted C=C bond was developed. It consists of a diastereoselective glycolate aldol addition, a hydrolysis, and a Grob fragmentation. Aldol additions of N-[(benzyloxy)acetyl]oxazolidinones furnished syn-aldols selectively. Hydrolytic removal of the auxiliaries gave α-benzyloxy-β-hydroxycarboxylic acids. Exposure to DMF dineopentylacetal induced Grob fragmentations, which delivered trans-configured enol ethers. Applying our 3-step sequence in a bidirectional synthesis led to bis(enol ethers) trans,trans-selectively, i.e., to a motif rarely encountered in the literature. A modified precursor synthesis allowed for the first time to access both the E- and the Z-isomer of an enol ether with a trisubstituted C=C bond stereoselectively using a Grob fragmentation route. The Ar–Br and C≡C–SiMe2tBu motifs of appropriate enol ethers engaged in follow-up reactions via organometallics. These provided more elaborated enol ethers.

Stereoselective organocatalytic oxidation of alcohols to enals: A homologation method to prepare polyenes

A novel method for organocatalytic oxidation through oxidative enamine catalysis was developed with excellent compatibility for the direct syntheses of enals from simple saturated alcohols. By using this amine-catalyzed IBX-oxidation, a wide range of aromatic and aliphatic substituted enals were successfully generated in high yields and exclusively stereoselective E-geometry. Moreover, varying the solvents and/or the loading amounts of IBX allowed for the selective oxidation of alcohols and aldehydes. Importantly, the homologous application of this method provided a selective and efficient way of preparing various highly sensitive conjugated polyene frameworks, which are enriched in natural products.