61871-67-8

Basic information

• Product Name: 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE
• Synonyms: 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE;Benzenepropanal, 3,4-diMethoxy-
• CAS NO: 61871-67-8
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.22706
• Mol File: 61871-67-8.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 283.622°C at 760 mmHg
• Flash Point: 116.087°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(61871-67-8)
• EPA Substance Registry System: 3-(3,4-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(61871-67-8)

Safety Data

• Hazardous Substances Data: 61871-67-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H14O3/c1-13-10-6-5-9(4-3-7-12)8-11(10)14-2/h5-8H,3-4H2,1-2H3

Upstream product

• 4497-40-9 3,4-dimethoxy-cinnamaldehyde 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 107-18-6 allyl alcohol 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 27798-73-8 methyl 3-(3,4-dimethoxyphenyl)propionate 
• 20583-78-2 3,4-dimethoxy-cinnamic acid ethyl ester 
• 5462-13-5 ethyl 3-(3,4-dimethoxyphenyl)propionate 
• 93-16-3 Methylisoeugenol 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 6380-23-0 3,4-dimethoxystyrene 
• 201230-82-2 carbon monoxide 
• 154317-78-9 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 100157-46-8 3-(3,4-dimethoxyphenyl)-1,1-ethylendioxy-2-propene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 87543-06-4 1-<4,4-(1,2-Benzenediyldithio)but-3-enyl>-4-dimethoxybenzene 
• 78376-20-2 5-[3-(3,4-Dimethoxy-phenyl)-1-hydroxy-propyl]-4-methoxy-5H-furan-2-one 
• 3929-47-3 3-(3,4-dimethoxyphenyl)-1-propanol 
• 100157-36-6 3-(3,4-dimethoxy-phenyl)-propionaldehyde-oxime 
• 184357-91-3 5-(3,4-dimethoxyphenyl)-4-formylpentanenitrile 
• 811418-84-5 2-[3-(3,4-dimethoxy-phenyl)-propylidene]-malonic acid diethyl ester 
• 160360-59-8 (R)-5-(3,4-Dimethoxy-phenyl)-pent-1-yn-3-ol 
• 1067227-76-2 2-bromo-3-(3,4-dimethoxyphenyl)propanal 
• 1147862-92-7 N,N-diisopropyl-3-(3,4-dimethoxyphenyl)propan-1-amine 
• 85185-33-7 (Z)-1,2-dimethoxy-4-(4-phenyl-but-3-enyl)benzene 
• 1191292-34-8 1,2-dimethoxy-4-(4-(p-methylphenyl)but-3-enyl)benzene 
• 1194509-73-3 N-[3-(3,4-dimethoxyphenyl)propylidene]-[(S)-2-methoxymethylpyrrolidin-1-yl]amine 

Relevant articles and documents

The first one-pot metathesis-hydroformylation procedure: a straight synthesis of 2-arylpropanals from renewable 1-propenylbenzenes

Hydroformylation is a consolidated synthetic tool in the chemical industry, both in commodity and in the fine chemicals industry. Olefin metathesis has been largely employed in the petrochemical sector, and, more recently, in the synthesis of specialty chemicals. Although these reactions may be involved in the same synthetic route for various industrial chemicals, to the best of our knowledge, they have never been combined in a one-pot procedure. As a proof of concept, we have demonstrated in the present work that the ruthenium-catalyzed ethenolysis of renewable 1-propenylbenzenes followed by the rhodium-catalyzed hydroformylation of functionalized styrenes formed in the first step could be done in one pot. The integration of these reactions was not straightforward once the catalyst of the first step interfered with the catalyst of the second step. Under optimized conditions, it was possible to synthesize 2-arylpropanals, a class of compounds valuable as synthetic intermediates to access non-steroidal anti-inflammatory drugs, in overall yields of 85-90%, at low catalyst loadings.

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

BIOISPIRED PROTEASOME ACTIVATORS WITH ANTIAGEING ACTIVITY

The present invention relates to novel bio-inspired hybrid compounds of formula I which act as proteasome activators and exhibit anti-ageing activity, as well as methods for their synthesis. These hybrid compounds combine the structural features of hydroxytyrosol and the natural antioxidant vitamin E or its bioisosteres in one molecular scaffold. The compounds of formula I, which include structural proteasome activators (activation by stereochemical interaction), can be used in the production of anti-ageing products, such as cosmetic preparations. Additionally, they can be used in conditions and diseases where the proteasome is down-regulated, as well as proteasome-activation control compounds.