22744-12-3

Basic information

• Product Name: 2-(4-(methoxycarbonyl)phenyl)acetic acid
• Synonyms: 2-(4-(Methoxycarbonyl)phenyl)-2,2-difluoroacetic acid;2-(4-(methoxycarbonyl)phenyl)acetic acid;4-(Methoxycarbonyl)phenylacetic acid;4-Carboxymethylbenzoic acid methyl ester
• CAS NO: 22744-12-3
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.184
• Mol File: 22744-12-3.mol
• Article Data: 41

Chemical Properties

• Melting Point: 112-115℃
• Boiling Point: 350℃
• Flash Point: 140℃
• Appearance: /
• Density: 1.254
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.06±0.10(Predicted)
• CAS DataBase Reference: 2-(4-(methoxycarbonyl)phenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-(methoxycarbonyl)phenyl)acetic acid(22744-12-3)
• EPA Substance Registry System: 2-(4-(methoxycarbonyl)phenyl)acetic acid(22744-12-3)

Safety Data

• Hazardous Substances Data: 22744-12-3(Hazardous Substances Data)

Usage

General Description

2-(4-(Methoxycarbonyl)phenyl)acetic acid is a chemical compound with the molecular formula C11H12O4. It is a derivative of phenylacetic acid and contains a methoxycarbonyl group attached to the phenyl ring. 2-(4-(Methoxycarbonyl)phenyl)acetic acid is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various drugs, including nonsteroidal anti-inflammatory drugs (NSAIDs) and analgesics. It acts as a non-steroidal anti-inflammatory agent and has potential application in the treatment of pain and inflammation. Additionally, the compound has been studied for its potential as a prodrug, which can be metabolized into an active form in the body, enhancing its therapeutic effects.

Upstream product

• 22744-13-4 4-(2-diazoacetyl)benzoic acid methyl ester 
• 52787-14-1 methyl 4-(2-methoxy-2-oxoethyl)benzoate 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 201230-82-2 carbon monoxide 
• 1679-64-7 Monomethyl terephthalate 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 76469-88-0 methyl 4-(cyanomethyl)benzoate 
• 501-89-3 4-(carboxymethyl)benzoic acid 
• 106918-32-5 4-carbomethoxyphenylacetaldehyde 
• 106918-31-4 1-methoxy-2-(4-carbomethoxyphenyl)ethylene 
• 67-56-1 methanol 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 64-18-6 formic acid 

Downstream Products

• 101092-80-2 4-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl)-benzoic acid 
• 119435-91-5 2-(4-Carbomethoxyphenyl)-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)propionic acid 
• 83894-67-1 methyl 4-<2-<<1-<5-chloro-2-dimethylamino-phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 83894-71-7 methyl 4-<2-<<1-<5-chloro-2-(1-pyrrolidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 83894-72-8 methyl 4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>methyl>amino>-2-oxoethyl>-benzoate 
• 83894-73-9 methyl 4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 83894-74-0 methyl 4-<2-<<1-<5-chloro-2-(3-methyl-1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 84285-45-0 methyl 4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>-2-methyl-propyl>amino>-2-oxoethyl>-benzoate 
• 83894-80-8 methyl 4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>2-propyl>amino>-2-oxoethyl>-benzoate 
• 83901-16-0 methyl 4-<2-<<1-<5-chloro-2-hexamethyleneiminophenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 219922-14-2 methyl 4-<2-<<1-<5-chloro-2-(3,5-cis-dimethyl-1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 83894-79-5 methyl 4-<2-<<1-<5-chloro-2-heptametyleneiminophenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 84285-46-1 methyl 4-<2-<<1-<5-chloro-2-octametyleneiminophenyl>ethyl>amino>-2-oxoethyl>-benzoate 
• 219320-15-7 methyl 4-[(tert-butoxycarbonyl)methyl]benzoate 

Relevant articles and documents

Endohedral Hydrogen Bonding Templates the Formation of a Highly Strained Covalent Organic Cage Compound**

A highly strained covalent organic cage compound was synthesized from hexahydroxy tribenzotriquinacene (TBTQ) and a meta-terphenyl-based diboronic acid with an additional benzoic acid substituent in 2’-position. Usually, a 120° bite angle in the unsubstituted ditopic linker favors the formation of a [4+6] cage assembly. Here, the introduction of the benzoic acid group is shown to lead to a perfectly preorganized circular hydrogen-bonding array in the cavity of a trigonal-bipyramidal [2+3] cage, which energetically overcompensates the additional strain energy caused by the larger mismatch in bite angles for the smaller assembly. The strained cage compound was analyzed by mass spectrometry and 1H, 13C and DOSY NMR spectroscopy. DFT calculations revealed the energetic contribution of the hydrogen-bonding template to the cage stability. Furthermore, molecular dynamics simulations on early intermediates indicate an additional kinetic effect, as hydrogen bonding also preorganizes and rigidifies small oligomers to facilitate the exclusive formation of smaller and more strained macrocycles and cages.

Visible-Light-Enabled Carboxylation of Benzyl Alcohol Derivatives with CO2 Using a Palladium/Iridium Dual Catalyst

A highly efficient carboxylation of benzyl alcohol derivatives with CO2 using a palladium/iridium dual catalyst under visible-light irradiation was developed. A wide range of benzyl alcohol derivatives could be employed to provide benzylic carboxylic acids in moderate to high yields. Mechanistic studies indicated that the oxidative addition of benzyl alcohol derivatives was possibly the rate-determining-step. It was also found that a switchable site-selective carboxylation between benzylic C?O and aryl C?Cl moieties could be achieved simply by changing the palladium catalyst.

Desulfonylative Electrocarboxylation with Carbon Dioxide

Electrocarboxylation of organic halides is one of the most investigated electrochemical approaches for converting thermodynamically inert carbon dioxide (CO2) into value-added carboxylic acids. By converting organic halides into their sulfone derivatives, we have developed a highly efficient electrochemical desulfonylative carboxylation protocol. Such a strategy takes advantage of CO2as the abundant C1 building block for the facile preparation of multifunctionalized carboxylic acids, including the nonsteroidal anti-inflammatory drug ibuprofen, under mild reaction conditions.