18454-53-0

Basic information

• Product Name: 2-[(E)-2-Carboxyethenyl]benzoic acid
• Synonyms: 2-[(E)-2-Carboxyethenyl]benzoic acid;Benzoic acid, 2-[(1E)-2-carboxyethenyl]-
• CAS NO: 18454-53-0
• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 0
• Mol File: 18454-53-0.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[(E)-2-Carboxyethenyl]benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(E)-2-Carboxyethenyl]benzoic acid(18454-53-0)
• EPA Substance Registry System: 2-[(E)-2-Carboxyethenyl]benzoic acid(18454-53-0)

Safety Data

• Hazardous Substances Data: 18454-53-0(Hazardous Substances Data)

Usage

General Description

2-[(E)-2-Carboxyethenyl]benzoic acid is a chemical compound with the molecular formula C10H8O4. Also known as cinnamic acid, it is a naturally occurring organic compound that is found in many plants, particularly in the balsam of Peru and in the oil of cinnamon. 2-[(E)-2-Carboxyethenyl]benzoic acid is commonly used as a flavoring agent in food and beverages. It is also used in the production of certain perfumes and other aromatic compounds. Cinnamic acid has been shown to have anti-inflammatory, antiviral, and antifungal properties, and it has potential applications in the pharmaceutical industry.

Upstream product

• 93-04-9 2-Methoxynaphthalene 
• 91-20-3 naphthalene 
• 108-24-7 acetic anhydride 
• 64-18-6 formic acid 
• 135-19-3 β-naphthol 
• 83465-27-4 (3-oxo-1,3-dihydro-isobenzofuran-1-yl)acetic acid ethyl ester 
• 524-42-5 1,2-naphthoquinone 
• 88-67-5 2-Iodobenzoic acid 
• 79-10-7 acrylic acid 
• 941-98-0 1'-naphthacetophenone 
• 574-96-9 1-hydroxy-2-naphthaldehyde 
• 90-15-3 α-naphthol 
• 13504-46-6 1-naphtylaldehyde oxime 
• 50493-10-2 1-methoxy-2-naphthaldehyde 

Downstream Products

• 83465-27-4 (3-oxo-1,3-dihydro-isobenzofuran-1-yl)acetic acid ethyl ester 
• 18454-54-1 2-Chlorocarbonyl-trans-cinnamoyl chloride 
• 776-79-4 2-(2-carboxyethyl)benzoic acid 
• 13203-89-9 3-phenacylphthalide 
• 34288-40-9 2-(E)-[2-methoxycarbonylphenyl]acrylic acid methylester 
• 34288-40-9 methyl (Z)-3-(2-methoxycarbonylphenyl)-2-propenoate 
• 61650-52-0 (E)-2-(3-oxoprop-1-enyl)benzaldehyde 
• 33779-03-2 2-(2-methoxycarbonylethyl)benzoic acid 
• 204995-04-0 3-(2-Chlorocarbonyl-phenyl)-propionic acid methyl ester 
• 205056-02-6 3-(2-{5-[3,4-Dimethyl-5-oxo-1,5-dihydro-pyrrol-(2Z)-ylidenemethyl]-3,4-dimethyl-1H-pyrrol-2-ylmethyl}-phenyl)-propionic acid 
• 204994-94-5 3-(2-{5-[3,4-Dimethyl-5-oxo-1,5-dihydro-pyrrol-(2Z)-ylidenemethyl]-3,4-dimethyl-1H-pyrrole-2-carbonyl}-phenyl)-propionic acid methyl ester 
• 126080-73-7 (E)-3-(2-(hydroxymethyl)phenyl)prop-2-en-1-ol 
• 120694-96-4 6-(3-(2-hydroxymethylphenyl)-trans-prop-2-enyl)-5-hydroxy-2,3-dihydrobenzofuran 
• 126080-71-5 (E)-3-(2-Acetoxymethylphenyl)-2-propenyl acetate 

Relevant articles and documents

Superoxide Oxidation: A Novel Route to Aromatic 1,2-Dicarboxylic Acids

Potassium superoxide in aprotic media, in the presence of 18-crown-6 ether, effects a novel and mild oxidative cleavage of quinones, cyclic alcohols, and ketones fused to various aromatic hydrocarbons.Aromatic 1,2-dicarboxylic acids are obtained as major products, with highest yields in dimethylformamide, under oxygen or air.For example, the yield of pyrene-1,2-dicarboxylic acid is 82percent from 9,10-dihydrobenzopyren-7(8H)-one and 88percent from benzopyrene-7,8-dione.Minor side products include aromatic tetrones and 3-(2-carboxyaryl)propionic or 3-(2-carboxyaryl)propenoic acid, which provide mechanistic insights.

Oxime-derived palladacycle Immobilized in an Ionic Liquid Brush as an Efficient and Reusable Catalyst for Mozoroki-Heck Reaction in Neat Water

An efficient and reusable heterogeneous catalyst with oxime-derived palladacycle immobilized in an ionic liquid brush has been synthesized and an environmentally-friendly procedure have been developed for coupling aryl iodides and bromides with acrylic acid. These reactions were conducted in neat water under aerobic conditions with water-insoluble or even solid aryl halides and they proceeded smoothly and cleanly without any organic co-solvent or other additives. The ionic liquid brush could be easily recovered and reused at least five times without significant loss of activity. The protocol has the advantages of excellent yields, environmental friendliness, and catalyst recyclability.

IBS-catalyzed regioselective oxidation of phenols to 1,2-quinones with oxone

We have developed the first example of hypervalent iodine(V)-catalyzed regioselective oxidation of phenols to o-quinones. Various phenols could be oxidized to the corresponding o-quinones in good to excellent yields using catalytic amounts of sodium salts of 2-iodobenzenesulfonic acids (pre-IBSes) and stoichiometric amounts of Oxone as a co-oxidant under mild conditions. The reaction rate of IBS-catalyzed oxidation under nonaqueous conditions was further accelerated in the presence of an inorganic base such as potassium carbonate (K2CO3), a phase transfer catalyst such as tetrabutylammonium hydrogen sulfate (nBu4NHSO4), and a dehydrating agent such as anhydrous sodium sulfate (Na2SO4).