6051-43-0

Basic information

• Product Name: Terephthalic acid monoamide
• Synonyms: 4-CARBOXAMIDOBENZOIC ACID;P-CARBOXYLIC ACID BENZAMIDE;RARECHEM AL BO 0290;TEREPHTHALIC ACID MONOAMIDE;4-(AMINOCARBONYL)BENZOIC ACID;4-CARBOXYLIC ACID BENZAMIDE;4-carbamoylbenzoic acid;4-Carboxybenzamide, Terephthalic acid monoamide, Terephthalamic acid
• CAS NO: 6051-43-0
• Molecular Formula: C₈H₇NO₃
• Molecular Weight: 165.15
• Mol File: 6051-43-0.mol

Chemical Properties

• Melting Point: 248 °C
• Boiling Point: 292.97°C (rough estimate)
• Flash Point: 196 °C
• Appearance: /
• Density: 1.3450 (rough estimate)
• Refractive Index: 1.5468 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.84±0.10(Predicted)
• CAS DataBase Reference: Terephthalic acid monoamide(CAS DataBase Reference)
• NIST Chemistry Reference: Terephthalic acid monoamide(6051-43-0)
• EPA Substance Registry System: Terephthalic acid monoamide(6051-43-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 6051-43-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
Terephthalic acid monoamide is utilized as a key intermediate in the production of various polymers, including polyesters and polyamides. Its high melting point and stability at high temperatures contribute to the creation of high-performance plastics and fibers with enhanced properties.
Used in Specialty Chemicals and Pharmaceuticals:
Terephthalic acid monoamide also serves as a precursor in the synthesis of specialty chemicals and pharmaceuticals, where its unique properties can be leveraged to develop novel applications and improve existing products.
Used in High-Performance Plastics and Fibers:
Terephthalic acid monoamide is employed in the production of high-performance plastics and fibers due to its ability to withstand high temperatures and its contribution to the overall performance of the end products.
Used in Environmentally Friendly Applications:
Given its non-toxic nature and low environmental impact, terephthalic acid monoamide is favored for use in applications that prioritize eco-friendliness and sustainability.

Upstream product

• 619-65-8 4-cyanobenzoic Acid 
• 860563-53-7 4-trichloroacetyl-benzoic acid 
• 623-26-7 terephthalonitrile 
• 7722-84-1 dihydrogen peroxide 
• 18708-46-8 terephthaloyl chloride 
• 6051-41-8 4-formylbenzamide 
• 619-55-6 para-methylbenzamide 
• 106-42-3 para-xylene 
• 1137-99-1 mono(2-hydroxyethyl) terephthalic acid 
• 20576-83-4 4-(phenoxycarbonyl)benzoic acid 
• 104-85-8 para-methylbenzonitrile 
• 117260-07-8 4-carboxybenzaldehyde N,N-dimethylhydrazone 
• 7153-22-2 ethyl 4-cyanobenzoate 

Downstream Products

• 824-75-9 p-fluorobenzamide 

Relevant articles and documents

A PROCESS FOR THE PREPARATION OF 4-CYANOBENZOYL CHLORIDES

The present invention relates to a process for the preparation of 4-cyanobenzoyl chlorides of formula I through reaction of compounds of formula II with a chlorinating agent.

Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?

While polystyrene is widely used in daily life as a synthetic plastic, the subsequently selective degradation is still very challenging and highly required. Herein, we disclose a highly practical and selective reaction for the catalytically efficient oxidation of alkyl aromatics (including 1°, 2°, and 3° alkyl aromatics) to carboxylic acids. While dioxygen was used as the sole terminal oxidant, this protocol was catalyzed by the inexpensive and readily available ferric compound (FeCl3) with irradiation of visible light (blue LEDs) under only 1 atmosphere of O2 at room temperature. This system could further facilitate the selective degradation of polystyrene to benzoic acid, providing an important and practical tool to generate high-value chemical from abundant polystyrene wastes.

Arene-ruthenium(II)-phosphine complexes: Green catalysts for hydration of nitriles under mild conditions

Three new arene-ruthenium(II) complexes were prepared by treating [{RuCl(μ-Cl)(η6-arene)}2] (η6-arene = p-cymene) dimer with tri(2-furyl)phosphine (PFu3) and 1,3,5-triaza-7-phosphaadamantane (PTA), respectively to obtain [RuCl2(η6-arene)PFu3] [Ru]-1, [RuCl(η6-arene)(PFu3)(PTA)]BF4 [Ru]-2 and [RuCl(η6-arene)(PFu3)2]BF4 [Ru]-3. All the complexes were structurally identified using analytical and spectroscopic methods including single-crystal X-ray studies. The effectiveness of resulting complexes as potential homogeneous catalysts for selective hydration of different nitriles into corresponding amides in aqueous medium and air atmosphere was explored. There was a remarkable difference in catalytic activity of the catalysts depending on the nature and number of phosphorus-donor ligands and sites available for catalysis. Experimental studies performed using structural analogues of efficient catalyst concluded a structural-activity relationship for the higher catalytic activity of [Ru]-1, being able to convert huge variety of aromatic, heteroaromatic and aliphatic nitriles. The use of eco-friendly water as a solvent, open atmosphere and avoidance of any organic solvent during the catalytic reactions prove the reported process to be truly green and sustainable.

Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds

Visible light-induced organic reactions are important chemical transformations in organic chemistry, and their efficiency highly depends on suitable photocatalysts. However, the commonly used photocatalysts are precious transition-metal complexes and elaborate organic dyes, which hamper large-scale production due to high cost. Here, for the first time, we report a novel strategy: light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds, allowing high-value-added aromatic ketones and carboxylic acids to be easily prepared in high-to-excellent yields using readily available alkyl arenes, methyl arenes and aldehydes as materials. The mechanistic investigations showed that the treatment of inexpensive and readily available sodium trifluoromethanesulfinate with oxygen under irradiation of light could in situ form a pentacoordinate sulfide intermediate as an efficient photosensitizer. The method represents a highly efficient, economical and environmentally friendly strategy, and the light and oxygen-enabled sodium trifluoromethanesulfinate photocatalytic system represents a breakthrough in photochemistry. This journal is

Magnetic Nanoparticle-Supported Cu–NHC Complex as an Efficient and Recoverable Catalyst for Nitrile Hydration

Magnetic nanoparticles supported N-heterocyclic carbene–Cu complex was prepared and authenticated by FT-IR, SEM, EDX, VSM, powder-XRD. The catalytic activity of these magnetically retrievable NPs was investigated for hydration of nitriles as the simplest route for the synthesis of amides in an atom-economical manner. A wide range of nitriles containing various functional groups such as olefin, aldehyde, nitro, carboxylic acid was examined in this transformation to generate their corresponding amides in the aqueous medium. The immobilized catalyst was easily recovered using an external magnet and reused for six times without significant loss of its catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].

Tert-Butyl Nitrite-Mediated Synthesis of N-Nitrosoamides, Carboxylic Acids, Benzocoumarins, and Isocoumarins from Amides

This work reports tert-butyl nitrite (TBN) as a multitask reagent for (1) the controlled synthesis of N-nitrosoamide from N-alkyl amides, (2) hydrolysis of N-methoxyamides to carboxylic acids, (3) metal- and oxidant-free benzocoumarin synthesis from ortho-aryl-N-methoxyamides via N-H, C-N, and C-H bond activation, and (4) isocoumarin synthesis using Ru(II)/PEG as a recyclable catalytic system via ortho-C-H activation and TBN as an oxygen source. The sequential functional group interconversion of amide to acid has also been examined using IR spectroscopic analysis. Additionally, this methodology is highly advantageous due to short reaction time, gram scale synthesis, and broad substrate scope.

Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate

The reactions of hydrazones, derived from various aromatic aldehydes bound to Rink resin and hydrazines, with trimethylsilanolate have been studied. In this process, the aldehydes were oxidized to the corresponding carboxylic acids. The reaction was also tested with success in solution, with various aromatic aldehydes easily being oxidized in one pot via hydrazone formation and trimethylsilanolate treatment. A mechanism for the hydrazone cleavage is proposed. The reaction may be used as an alternative method for aldehyde oxidation with the selectivity complementary to that of currently used reactions.

Selective aerobic hydrolysis of nitriles to amides using cobalt(II)/zinc

A novel protocol has been developed for the aerobic hydrolysis of nitriles to amides using cobalt(II)/zinc without using any strong acids and bases under solvent-free conditions. The reaction showed good performance for benzonitriles with sensitive groups such as ester and carboxylic acid.

PROCESS FOR REMOVING AMIDE IMPURITIES IN AROMATIC CARBOXYLIC ACIDS

A process for oxidizing alkyl aromatic compounds is described. The alkyl aromatic compound is oxidized producing an aromatic carboxylic acid, and an aromatic amide compound. The aromatic amide compound is then hydrolyzed with a hydrolyzing agent to the aromatic carboxylic acid.

ACTIVE IONIC LIQUID MIXTURES FOR OXIDIZING ALKYLAROMATIC COMPOUNDS

Ionic liquid compositions derived from imidazolium based ionic liquids that have been thermally treated or thermally and oxidatively treated are disclosed. These compositions can be utilized as the medium for oxidation of alkylaromatic compounds and their oxidized derivatives or as a medium for purification of aromatic carboxylic acids. Processes for forming thermally treated A, B-imidazolium ionic liquid solvent composition are also described.