69526-90-5

Usage

Uses

Used in Pharmaceutical Production:
2-Formyl-1,4-benzenedicarboxylic acid serves as a key intermediate in the synthesis of various pharmaceuticals. Its presence in the molecular structure of certain drugs contributes to their therapeutic properties, making it an essential component in the development of new medications.
Used in Polymer Synthesis:
In the field of materials science, 2-Formyl-1,4-benzenedicarboxylic acid is utilized in the production of polymers. Its ability to form covalent bonds with other monomers allows for the creation of polymers with specific properties, such as enhanced strength, flexibility, or chemical resistance.
Used in Dye Manufacturing:
2-Formyl-1,4-benzenedicarboxylic acid is also employed in the manufacturing of dyes. Its chemical structure enables the production of dyes with unique color characteristics and improved stability, which are valuable in various industries, such as textiles, printing, and cosmetics.
Used in Organic Compound Synthesis:
As a key intermediate, 2-Formyl-1,4-benzenedicarboxylic acid plays a crucial role in the synthesis of a wide range of organic compounds. Its reactivity and functional groups make it a valuable building block for the creation of complex organic molecules with diverse applications in research and industry.

Synthetic route

dimethyl 2-(diacetoxymethyl)terephthalate → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
With hydrogenchloride In water at 100℃;	92%

2-dichloromethyl-4-trichloromethyl-benzoyl chloride → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
With water; calcium carbonate

2-dichloromethyl-4-trichloromethyl-benzoyl chloride + water (7732-18-5) + calcium carbonate → 2-formylterephthalic acid (69526-90-5)

m-xylene (108-38-3) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 5 steps 1: iron chloride; carbon disulfide 2: sodium hypobromite / 0 °C 3: thionyl chloride 5: calcium carbonate; water View Scheme

2,4-dimethylbenzoyl chloride (21900-42-5) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 2 steps 2: calcium carbonate; water View Scheme

2,4-dimethylacetophenone. (89-74-7) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hypobromite / 0 °C 2: thionyl chloride 4: calcium carbonate; water View Scheme

2,4-dimethyl-benzoic acid (611-01-8) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride 3: calcium carbonate; water View Scheme

C9H5BrO4 → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
With water for 2h; Reflux;	1.012 g

2-methyl-1,4-dicyanobenzene (55984-93-5) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sulfuric acid / 24 h / 90 °C 1.2: 24 h / 0 - 110 °C 2.1: sulfuric acid / 18 h / 95 °C 3.1: sulfuric acid; chromium(VI) oxide / acetic anhydride / 0 - 5 °C 4.1: hydrogenchloride / water / 100 °C View Scheme

2-methylterephthalic acid (5156-01-4) → 2-formylterephthalic acid (69526-90-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / 18 h / 95 °C 2: sulfuric acid; chromium(VI) oxide / acetic anhydride / 0 - 5 °C 3: hydrogenchloride / water / 100 °C View Scheme

3,3′-(dimethylsilanediyl)-bis(N,N-diethylaniline) + 2-formylterephthalic acid (69526-90-5) → C31H36N2O4Si

Conditions	Yield
With toluene-4-sulfonic acid In neat (no solvent) at 140℃; for 8h; Sealed tube;	11%

2-formylterephthalic acid (69526-90-5) → 5-carboxyphtalide (4792-29-4)

Conditions	Yield
With sodium hydroxide

2-formylterephthalic acid (69526-90-5) + phenylhydrazine (100-63-0) → 6-carboxy-2-phenyl-1(2H)-phthalazinone (103286-12-0)

Conditions	Yield
With water

2-formylterephthalic acid (69526-90-5) + water (7732-18-5) + phenylhydrazine (100-63-0) → 2-phenyl-phthalazone-(1)-carboxylic acid-(6)

2-formylterephthalic acid (69526-90-5) + water (7732-18-5) + phenylhydrazine (100-63-0) → 3-phenyl-phthalazone-(4)-carboxylic acid-(7)

2-formylterephthalic acid (69526-90-5) + furan-2,3,5(4H)-trione pyridine (1:1) → phthalide-carboxylic acid-(5)

3,3′-(dimethylsilanediyl)-bis(N,N-diethylaniline) + 2-formylterephthalic acid (69526-90-5) → C31H37N2O4Si(1+)*Cl(1-)

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / neat (no solvent) / 8 h / 140 °C / Sealed tube 2: hydrogenchloride / water; ethanol View Scheme

julolidine (479-59-4) + 2-formylterephthalic acid (69526-90-5) → C33H32N2O4

Conditions	Yield
Stage #1: julolidine; 2-formylterephthalic acid With copper(I) bromide In toluene at 150℃; for 24h; Stage #2: In toluene at 20 - 30℃; for 5h;	48 mg

Upstream product

• 55984-93-5 2-methyl-1,4-dicyanobenzene 
• 5156-01-4 2-methylterephthalic acid 
• 89-74-7 2,4-dimethylacetophenone. 
• 21900-42-5 2,4-dimethylbenzoyl chloride 
• 108-38-3 m-xylene 
• 7732-18-5 water 
• 611-01-8 2,4-dimethyl-benzoic acid 

Downstream Products

• 103286-12-0 6-carboxy-2-phenyl-1(2H)-phthalazinone 
• 4792-29-4 5-carboxyphtalide 

Relevant academic research and scientific papers

A general approach to spirolactonized Si-rhodamines

A general approach has been developed for the synthesis of spirolactonized Si-rhodamines (SiRBs). The alternative synthetic route provides a facile opportunity to access various SiRBs bearing ring-expanded scaffolds and substituents for conjugation. By click reaction, a near-infrared (NIR) mitochondrial tracker was prepared, displaying specific mitochondrial staining in cells. This journal is

An: In situ approach to functionalize metal-organic frameworks with tertiary aliphatic amino groups

Metal-catalyzed reductive amination of formyl-containing linkers with N,N-dialkylformamide solvents is concomitant with the solvothermal coordination assembly, leading to novel MOFs functionalized with tertiary aliphatic amino groups. This illustrates a novel one-pot strategy to functionalize MOFs through in situ organic transformation. The UiO-66 MOFs partially functionalized with the amino groups are highly active heterogeneous catalysts for Knoevenagel condensation.