125187-47-5

Basic information

• Product Name: 3-(3,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE
• Synonyms: 3-(3,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE;Benzenepropanal, 3,5-diMethoxy-;3-(3,5-dimethoxyphenyl)propanal
• CAS NO: 125187-47-5
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.22706
• Mol File: 125187-47-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 301.605°C at 760 mmHg
• Flash Point: 127.093°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.498
• CAS DataBase Reference: 3-(3,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(125187-47-5)
• EPA Substance Registry System: 3-(3,5-DIMETHOXY-PHENYL)-PROPIONALDEHYDE(125187-47-5)

Safety Data

• Hazardous Substances Data: 125187-47-5(Hazardous Substances Data)

Usage

General Description

3-(3,5-Dimethoxy-phenyl)-propionaldehyde is a chemical compound that belongs to the family of aldehydes. It is commonly used as a fragrance ingredient in various personal care and household products. It has a floral and woody odor and is often utilized in perfumes, soaps, and lotions to add a pleasant and long-lasting scent. Additionally, it has been reported to have potential antibacterial properties and may be used in the development of new antimicrobial agents. However, it is important to handle this chemical with caution as it may cause skin and eye irritation and should be used in well-ventilated areas.

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

Upstream product

• 147663-61-4 trans-3-(3,5-dimethoxyphenyl)-2-propen-1-ol 
• 1080-05-3 3-(3,5-dimethoxyphenyl)-1-propanol 
• 29584-64-3 ethyl 3,5-dimethoxycinnamate 
• 54901-09-6 3-(3,5-dimethoxyphenyl)propionic acid ethyl ester 
• 42174-79-8 (E)-ethyl 3-(3,5-dimethoxyphenyl)acrylate 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 717-94-2 3-(3,5-dimethoxyphenyl)propionic acid 

Downstream Products

• 153037-07-1 (+/-)-5-(3,5-Dimethoxyphenyl)-2-methyl-1-penten-3-ol 
• 220169-88-0 (S)-1-(3,5-Dimethoxy-phenyl)-5-methyl-heptan-3-ol 
• 504396-90-1 1,3-dimethoxy-5-(3'-hydroxypentyl)benzene 
• 504396-84-3 1,3-dimethoxy-5-[3'-(hydroxy)-4'-(2H₂)-5'-(2H₃)-pentyl]benzene 
• 504396-89-8 1,3-dimethoxy-5-[3'-hydroxy-5'-(2H₃)-pentyl]benzene 
• 22976-40-5 1,3-dimethoxy-5-pentylbenzene 
• 58545-61-2 1,3-dihydroxy-5-[5'-(2H₃)-pentyl]benzene 
• 58738-65-1 1,3-dimethoxy-5-[5'-(2H₃)-pentyl]benzene 
• 504396-86-5 1,3-dimethoxy-5-[4'-(2H₂)-5'-(2H₃)-pentyl]benzene 
• 504396-92-3 1,3-dimethoxy-5-[3'-(methanesulfonyloxy)pentyl]benzene 
• 504396-87-6 1,3-dihydroxy-5-[4'-(2H₂)-5'-(2H₃)-pentyl]benzene 
• 504396-91-2 1,3-dimethoxy-5-[3'-(methanesulfonyloxy)-5'-(2H₃)-pentyl]benzene 
• 504396-85-4 1,3-dimethoxy-5-[3'-(methanesulfonyloxy)-4'-(2H₂)-5'-(2H₃)-pentyl]benzene 
• 220169-90-4 (S)-1-(3,5,-dimethoxyphenyl)-5-methylheptane 

Relevant articles and documents

Strain-Release-Driven Friedel–Crafts Spirocyclization of Azabicyclo[1.1.0]butanes

The identification of spiro N-heterocycles as scaffolds that display structural novelty, three-dimensionality, beneficial physicochemical properties, and enable the controlled spatial disposition of substituents has led to a surge of interest in utilizing these compounds in drug discovery programs. Herein, we report the strain-release-driven Friedel–Crafts spirocyclization of azabicyclo[1.1.0]butane-tethered (hetero)aryls for the synthesis of a unique library of azetidine spiro-tetralins. The reaction was discovered to proceed through an unexpected interrupted Friedel–Crafts mechanism, generating a highly complex azabicyclo[2.1.1]hexane scaffold. This dearomatized intermediate, formed exclusively as a single diastereomer, can be subsequently converted to the Friedel–Crafts product upon electrophilic activation of the tertiary amine, or trapped as a Diels–Alder adduct in one-pot. The rapid assembly of molecular complexity demonstrated in these reactions highlights the potential of the strain-release-driven spirocyclization strategy to be utilized in the synthesis of medicinally relevant scaffolds.

Selective formation of six-membered oxa- and carbocycles by the In(III)-activated ring closure of acetylenic substrates

Fifteen examples are disclosed of efficient In(III)-catalyzed six-membered ring closure leading to bi-, tri-, and tetracyclic products.

Synthesis and pharmacology of the isomeric methylheptyl-Δ8-tetrahydrocannabinols

The synthesis of the 3-heptyl, and the eleven isomeric 3-methylheptyl-Δ8-tetrahydrocannabinols (3-7, R and S methyl epimers, and 8) has been carried out. The synthetic approach entailed the synthesis of substituted resorcinols, which were subjected to acid catalyzed condensation with trans-para-menthadienol to provide the Δ8-THC analogue. The 1'-, 2'- and 3'-methylheptyl analogues (3-5) are considerably more potent than Δ8-THC. The 4'-, 5'- and 6'-methylheptyl isomers (6-8) are approximately equal in potency to Δ8-THC. Copyright (C) 1998 Elsevier Science Ltd.