69526-90-5

Basic information

• Product Name: 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID
• Synonyms: 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID;1,4-Benzenedicarboxylic acid, 2-formyl-;2-Formyl terephthalic acid
• CAS NO: 69526-90-5
• Molecular Formula: C₉H₆O₅
• Molecular Weight: 194.14094
• Mol File: 69526-90-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 242 °C
• Boiling Point: 451.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.538±0.06 g/cm3(Predicted)
• PKA: 3.44±0.10(Predicted)
• CAS DataBase Reference: 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID(69526-90-5)
• EPA Substance Registry System: 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID(69526-90-5)

Safety Data

• Hazardous Substances Data: 69526-90-5(Hazardous Substances Data)

Usage

General Description

2-Formyl-1,4-benzenedicarboxylic acid is a chemical compound with the molecular formula C9H6O5. It is a carboxylic acid derivative with a formyl group attached to the 2-position of the benzene ring and carboxylic acid groups at the 1 and 4 positions. 2-FORMYL-1,4-BENZENEDICARBOXYLIC ACID is used in the production of pharmaceuticals, polymers, and dyes. It is also a key intermediate in the synthesis of various organic compounds. 2-Formyl-1,4-benzenedicarboxylic acid has applications in the fields of chemistry, medicine, and materials science.

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

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

Downstream Products

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

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