51686-49-8

Basic information

• Product Name: methyl 4-(3,4-dimethoxyphenyl)butanoate
• CAS NO: 51686-49-8
• Molecular Formula: C₁₃H₁₈O₄
• Molecular Weight: 238.2796
• Mol File: 51686-49-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 331.8°C at 760 mmHg
• Flash Point: 143.7°C
• Density: 1.067g/cm³
• Vapor Pressure: 0.000152mmHg at 25°C
• Refractive Index: 1.492
• CAS DataBase Reference: methyl 4-(3,4-dimethoxyphenyl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(3,4-dimethoxyphenyl)butanoate(51686-49-8)
• EPA Substance Registry System: methyl 4-(3,4-dimethoxyphenyl)butanoate(51686-49-8)

Safety Data

• Hazardous Substances Data: 51686-49-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 107-93-7 (E)-but-2-enoic acid 
• 2859-78-1 4-Bromoveratrole 
• 95152-22-0 (2E)-N-(4-methoxyphenyl)-2-butenamide 
• 201230-82-2 carbon monoxide 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 5333-34-6 3-(3,4-dimethoxybenzoyl)propionic acid 
• 14563-40-7 methyl 4-(3,4-dimethoxyphenyl)-4-oxobutanoate 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 436155-34-9 4-(3,4-dimethoxyphenyl)butanoylhydrazine 
• 436155-48-5 methyl 2-[4-(3,4-dimethoxyphenyl)butanoyl]hydrazinecarboxylate 

Relevant articles and documents

Synthesis of Medium-Ring-Sized Benzolactams by Using Strong Electrophiles and Quantitative Evaluation of Ring-Size Dependency of the Cyclization Reaction Rate

Benzolactams with medium-sized rings were synthesized via the electrophilic aromatic substitution reaction of carbamoyl cations (R1R2N+═C═O) in good to high yields without dilution. These reactions were utilized to quantitatively examine the extent of retardation of medium-sized ring formation, compared to five- or six-membered ring formation. The order of reaction rates of formation of cyclic benzolactams is six- > five- > seven- > eight- > nine-membered ring at 25 °C. The present reaction provides a route to eight- A nd nine-membered benzolactams.

Reaction of 2-Butenoic Acid Dianion and Its N-(4-Methoxyphenyl)amide with Methoxy-Substituted Arynes

N-(4-Methoxyphenyl)-1-butenamide dianion (6), generated by the reaction of N-(4-methoxyphenyl)-2-butenamide (3) with LDA or LTMP, undergoes exclusive 4-arylation with various methoxy-substituted arynes 2a-e yielding mixtures consisting of a N-(4-methoxyphenyl)-(E)-4-aryl-3-butenamide (9) (85-90percent) and a N-(4-methoxyphenyl)-(E)-4-aryl-2-butenamide 9' (10-15percent).Under certain conditions, 4,4-diarylated products 12 are also obtained. 2-Butenoic acid dianion (14) also reacts with methoxy-substituted arynes affording predominantly 4-aryl-3-butenoic acids 15 and minor amountsof 4-aryl-2-butenoic acids 15'.The exclusive low temperature (-30 to -40 deg C) 4-addition of arynes to dianion 14 is in contrast to the predominant 2-addition that 14 undergoes with certain aldehydes and ketones at comparable temperatures.The mixtures of 4-arylbutenoic acids 15 and 15' and 4-arylbutenamides 9 and 9' were readily hydrogenated (Pd/C) and esterified (MeOH/H2SO4) to synthetically valuable methyl 4-arylbutanoates 17.