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610-92-4

Basic Information
CAS No.: 610-92-4
Name: 2,5-Dihydroxyterephthalic acid
Article Data: 42
Molecular Structure:
Molecular Structure of 610-92-4 (2,5-Dihydroxyterephthalic acid)
Formula: C8H6O6
Molecular Weight: 198.132
Synonyms: Terephthalicacid, 2,5-dihydroxy- (6CI,7CI,8CI);2,5-Dihydroxy-1,4-benzenedicarboxylic acid;2,5-Dihydroxyterephthalic acid;Hydroquinone-2,5-dicarboxylic acid;NSC 407960;
EINECS: 210-239-4
Density: 1.779 g/cm3
Melting Point: >300 °C(lit.)
Boiling Point: 498.9 °C at 760 mmHg
Flash Point: 269.6 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 115.06000
LogP: 0.49420
Synthetic route
13731-82-3

2,5-dibromoterephtalic acid

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(I) bromide In acetonitrile at 90℃; for 18h;
Stage #2: With hydrogenchloride In water; acetonitrile at 25℃; Product distribution / selectivity;
98%
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate for 1h; Heating / reflux;
Stage #2: With water; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(I) bromide at 90℃; for 2h;
Stage #3: With hydrogenchloride In water at 25℃; Product distribution / selectivity;
97%
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate for 1h; Heating / reflux;
Stage #2: 2,2,6,6-tetramethylheptane-3,5-dione; copper(I) bromide In water at 80℃; for 30h;
Stage #3: With hydrogenchloride In water at 25℃;
92%
6289-46-9

dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
With 2-ethylanthraquinone; dihydrogen peroxide; potassium hydroxide In methanol Reagent/catalyst; Inert atmosphere; Reflux;97%
13799-90-1

2,5-dichloroterephthalic acid

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2,5-dichloroterephthalic acid With water; sodium carbonate for 1h; Heating / reflux;
Stage #2: With water; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(I) bromide at 80℃; for 20h;
Stage #3: With hydrogenchloride In water at 25℃; Product distribution / selectivity;
94%
Stage #1: 2,5-dichloroterephthalic acid With water; sodium carbonate for 1h; Heating / reflux;
Stage #2: With water; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(I) bromide at 80℃; for 20h;
Stage #3: With hydrogenchloride In water at 25℃; Product distribution / selectivity;
94%
13731-82-3

2,5-dibromoterephtalic acid

A

636-94-2

2-hydroxyterephthalic acid

B

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: 2,5-dibromoterephtalic acid With sodium carbonate In water for 1h; Heating / reflux;
Stage #2: With water; 2,2,6,6-tetramethylheptane-3,5-dione; copper(I) bromide at 80℃; for 30h;
Stage #3: With hydrogenchloride In water at 25℃;
A n/a
B 92%
5870-38-2

diethyl 2,5-(dihydroxy)terephthalate

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide at 80℃; for 20h;87%
With alkali
With sodium hydroxide In water at 80℃; for 5h; Inert atmosphere;
106-42-3

para-xylene

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
With dihydrogen peroxide; trifluoroacetic acid In ethanol at 90℃; for 10h; Temperature; Reagent/catalyst; Solvent;80.6%
With dihydrogen peroxide In ethanol at 70℃; for 10h; Temperature;
590-29-4

potassium formate

123-31-9

hydroquinone

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: potassium formate; hydroquinone With potassium carbonate at 200℃; for 6h;
Stage #2: With hydrogenchloride In water
66%
64-18-6

formic acid

124-38-9

carbon dioxide

584-08-7

potassium carbonate

123-31-9

hydroquinone

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: formic acid; carbon dioxide; potassium carbonate; hydroquinone at 210℃; for 6h; Inert atmosphere;
Stage #2: With hydrogenchloride In water for 1h;
52.5%
64-18-6

formic acid

123-31-9

hydroquinone

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
With carbon dioxide; potassium carbonate at 210℃; for 6h;52%
64-18-6

formic acid

124-38-9

carbon dioxide

123-31-9

hydroquinone

610-92-4

2,5-dihydroxy-1,4-benzenedicarboxylic acid

Conditions
ConditionsYield
Stage #1: formic acid With potassium carbonate at 210℃; for 0.5h; Inert atmosphere;
Stage #2: carbon dioxide; hydroquinone at 210℃; for 6h; Inert atmosphere;
42%
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Chemistry

IUPAC Name: 2,5-dihydroxyterephthalic acid 
Empirical Formula: C8H6O6
Molecular Weight: 198.1296g/mol
EINECS: 210-239-4
Structure of 1,4-Benzenedicarboxylicacid, 2,5-dihydroxy- (CAS NO.610-92-4):

Index of Refraction: 1.717
Molar Refractivity: 43.87 cm3
Molar Volume: 111.3 cm3
Polarizability: 17.39×10-24cm3
Surface Tension: 111.1 dyne/cm
Density: 1.779 g/cm3
Flash Point: 269.6 °C
Enthalpy of Vaporization: 80.79 kJ/mol 
Melting Point: >300 °C(lit.)
Boiling Point: 498.9 °C at 760 mmHg
Vapour Pressure: 8.99E-11 mmHg at 25°C 
Canonical SMILES: C1=C(C(=CC(=C1O)C(=O)O)O)C(=O)O
InChI: InChI=1S/C8H6O6/c9-5-1-3(7(11)12)6(10)2-4(5)8(13)14/h1-2,9-10H,(H,11,12)(H,13,14)
InChIKey: OYFRNYNHAZOYNF-UHFFFAOYSA-N

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3

Specification

  1,4-Benzenedicarboxylicacid, 2,5-dihydroxy- , its cas register number is 610-92-4. It also can be called AI3-17877 ; 2,5-Dihydroxyterephthalic acid . 1,4-Benzenedicarboxylicacid, 2,5-dihydroxy- (CAS NO.610-92-4) is orritating to eyes, respiratory system and skin. So you should wear suitable gloves and eye/face protection.