Product Name

  • Name

    2,5-Dihydroxybenzoic acid

  • EINECS 207-718-5
  • CAS No. 490-79-9
  • Article Data94
  • CAS DataBase
  • Density 1.559 g/cm3
  • Solubility soluble in water
  • Melting Point 204-208 °C(lit.)
  • Formula C7H6O4
  • Boiling Point 406.9 °C at 760 mmHg
  • Molecular Weight 154.122
  • Flash Point 214 °C
  • Transport Information
  • Appearance white to light beige crystalline powder
  • Safety 26-36-37/39
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 490-79-9 (2,5-Dihydroxybenzoic acid)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Gentisicacid (8CI);2,5-DHBA;2,5-Dihydroxybenzoic acid;3,6-Dihydroxybenzoic acid;5-Hydroxysalicylic acid;Carboxyhydroquinone;Gensigen;Gensigon;Gentisinic acid;Hydroquinonecarboxylic acid;NSC 27224;NSC 49098;NSC 78825;
  • PSA 77.76000
  • LogP 0.79600

Synthetic route

2,5-bis-methoxymethoxy-benzoic acid methoxymethyl ester

2,5-bis-methoxymethoxy-benzoic acid methoxymethyl ester

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With methanol; iodine at 20℃; for 48h;96%
5-Allyloxy-2-hydroxy-benzoic acid benzyl ester

5-Allyloxy-2-hydroxy-benzoic acid benzyl ester

A

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

B

3,4-dihydro-5,8-dihydroxy-3-methylisocoumarin
84213-08-1

3,4-dihydro-5,8-dihydroxy-3-methylisocoumarin

C

5-Hydroxy-2-methyl-2,3-dihydro-benzofuran-4-carboxylic acid

5-Hydroxy-2-methyl-2,3-dihydro-benzofuran-4-carboxylic acid

Conditions
ConditionsYield
In trifluoroacetic acid for 17h; Heating;A 25%
B 31%
C 8.5%
benzoic acid
65-85-0

benzoic acid

A

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

C

3-Carboxyphenol
99-06-9

3-Carboxyphenol

D

salicylic acid
69-72-7

salicylic acid

E

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With oxygen; iron(II) sulfate In water at 40℃; for 3h; Product distribution; pH 6.8 buffer;A 9%
B 5%
C 14%
D 4%
E 9%
benzoic acid
65-85-0

benzoic acid

A

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

C

3-Carboxyphenol
99-06-9

3-Carboxyphenol

D

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With oxygen; iron(II) sulfate In water at 40℃; for 3h; Further byproducts given;A 9%
B 5%
C 14%
D 9%
2,5-Dihydroxybenzaldehyde
1194-98-5

2,5-Dihydroxybenzaldehyde

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With potassium hydroxide durch Schmelzen;
2,5-diacetoxytoluene
717-27-1

2,5-diacetoxytoluene

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With permanganate(VII) ion; magnesium sulfate at 85℃; folgende Verseifung mit Salzsaeure;
5-Aminosalicylic Acid
89-57-6

5-Aminosalicylic Acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
Diazotization.Kochen der erhaltenen Diazoverbindung mit Wasser;
2-hydroxy-5-iodobenzoic acid
119-30-2

2-hydroxy-5-iodobenzoic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With potassium hydroxide
2,5-dimethoxybenzoic acid
2785-98-0

2,5-dimethoxybenzoic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With hydrogen bromide
5-bromosalicyclic acid
89-55-4

5-bromosalicyclic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With sodium hydroxide; copper
With sodium hydroxide
5-methoxysalicylic acid
2612-02-4

5-methoxysalicylic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With hydrogen bromide
2-hydroxy-5-formylbenzoic acid
616-76-2

2-hydroxy-5-formylbenzoic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With sodium hydroxide; water
2-carboxy-4-hydroxy-benzenediazonium-betaine

2-carboxy-4-hydroxy-benzenediazonium-betaine

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With sulfuric acid
methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

hydroquinone
123-31-9

hydroquinone

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With potassium carbonate at 140 - 210℃;
hydroquinone
123-31-9

hydroquinone

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With potassium sulfite; water; potassium hydrogencarbonate at 130℃;
With potassium hydrogencarbonate; glycerol at 180℃;
Multi-step reaction with 2 steps
1: NaOH-solution
2: potassium hydroxide / durch Schmelzen
View Scheme
With tetrachloromethane; sodium hydroxide; copper
salicylic acid
69-72-7

salicylic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With phosphate buffer; oxygen; rose bengal Rate constant; Mechanism; Irradiation; other singlet oxygen generating systems; effect of inhibitors;
With potassium peroxomonosulphate Kochen des Reaktionsproduktes mit verd. Salzsaeure;
With dipotassium peroxodisulfate
salicylic acid
69-72-7

salicylic acid

A

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

B

2,3,5-trihydroxybenzoic acid
33580-60-8

2,3,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With sodium hydroxide; ammonium peroxydisulfate
carbon dioxide
124-38-9

carbon dioxide

p-Isopropoxyphenyl methyl ether
20744-02-9

p-Isopropoxyphenyl methyl ether

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
Multistep reaction;
2,5-dihydroxybenzoic acid benzyl ester
21782-87-6

2,5-dihydroxybenzoic acid benzyl ester

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With potassium hydroxide In ethanol Yield given;
salicylic acid
69-72-7

salicylic acid

A

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With iron(III)-acetylacetonate; dihydrogen peroxide; methylene blue at 25℃; for 4h; Product distribution; Mechanism; Irradiation; other salicylic derivatives, hydroxylation;
With oxygen; potassium oxalate; iron(III) chloride In water at 25℃; Product distribution; Irradiation; role of hydrogen peroxide in dyoxygen induced hydroxylation of title compound; photochemicall and thermal (pH 7.1) hydroxylation;
With dihydrogen peroxide In water at 20℃; for 0.5h; Mechanism; Product distribution; Quantum yield; Irradiation; various pH value and reaction time, HClO4 or K2CO3 presence;
methylene blue

methylene blue

salicylic acid
69-72-7

salicylic acid

A

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With Fe(III)(sal)3(3-); dihydrogen peroxide In water at 25℃; for 1h; Product distribution; Thermodynamic data; Irradiation; other times; presence of O2;
5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid
1820-89-9

5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With β-glucosidase for 168h; Ambient temperature; enzymatic hydrolysis;

A

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In water at 20℃; for 0.5h; Mechanism; Product distribution; Quantum yield; Irradiation; various pH value and reaction time;
salicylic acid
69-72-7

salicylic acid

A

4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

B

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

C

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

D

2,6-Dihydroxybenzoic acid
303-07-1

2,6-Dihydroxybenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide; iron(II) sulfate In water at 37℃; for 0.0833333h; hydroxylation; Further byproducts given. Title compound not separated from byproducts;
2,5-dihydroxybenzoic acid 2-O-β-4C1-glucopyranoside
98102-34-2

2,5-dihydroxybenzoic acid 2-O-β-4C1-glucopyranoside

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 3h; Hydrolysis;
anthracene
120-12-7

anthracene

A

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

B

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
In water Oxidation; Formation of xenobiotics; simulated solar irradiation;
hydrogenchloride
7647-01-0

hydrogenchloride

4,7-dihydroxyisoindole-1,3-dione
51674-11-4

4,7-dihydroxyisoindole-1,3-dione

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

6-hydroxy-2,3-dimethyl-chromen-4-one
103988-07-4

6-hydroxy-2,3-dimethyl-chromen-4-one

diluted NaOH-solution

diluted NaOH-solution

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

gentisin
437-50-3

gentisin

potash

potash

A

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

B

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
Beim Schmelzen;
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

sulfuric acid
7664-93-9

sulfuric acid

lead (IV)-oxide-anode

lead (IV)-oxide-anode

A

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

B

oxalic acid
144-62-7

oxalic acid

C

propionic acid
802294-64-0

propionic acid

D

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
Electrolysis;
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

meloxicam
71125-38-7

meloxicam

meloxicam gentisic acid
1174325-98-4

meloxicam gentisic acid

Conditions
ConditionsYield
for 0.5h;100%
In tetrahydrofuran Product distribution / selectivity;
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

agomelatine
138112-76-2

agomelatine

agomelatine gentisic acid
1419379-42-2

agomelatine gentisic acid

Conditions
ConditionsYield
In toluene for 0.75h;100%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

methyl iodide
74-88-4

methyl iodide

Methyl 2,5-dihydroxybenzoate
2150-46-1

Methyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;99%
Stage #1: 2,5-dihydroxybenzoic acid. With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone for 0.166667h;
Stage #2: methyl iodide In acetone at 20℃; for 4h;
92%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

allyl bromide
106-95-6

allyl bromide

allyl 2,5-bis(allyloxy)benzoate
95731-73-0

allyl 2,5-bis(allyloxy)benzoate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;99%
Stage #1: 2,5-dihydroxybenzoic acid. With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.05h;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 48h;
78%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

pomalidomide
19171-19-8

pomalidomide

(R,S)-4-amino-2-(2,6-dioxo-3-piperidinyl)isoindol-1,3-dione gentisicate

(R,S)-4-amino-2-(2,6-dioxo-3-piperidinyl)isoindol-1,3-dione gentisicate

Conditions
ConditionsYield
In acetonitrile at 20℃; Solvent; Temperature;99%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

ethyl 2,5-dihydroxybenzoate
3943-91-7

ethyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
at 120℃; for 4h;99%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

2,5-dihydroxy-benzoic acid 4-bromobenzyl ester

2,5-dihydroxy-benzoic acid 4-bromobenzyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydrogencarbonate In N,N-dimethyl acetamide at 70℃; for 24h; Inert atmosphere;98.4%
With potassium hydrogencarbonate In N,N-dimethyl acetamide at 65℃; for 24h; Inert atmosphere;98.4%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; for 24h; Inert atmosphere;78%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

benzyl chloride
100-44-7

benzyl chloride

2,5-dihydroxybenzoic acid benzyl ester
21782-87-6

2,5-dihydroxybenzoic acid benzyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone at 70℃; for 12h;98%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

benzyl bromide
100-39-0

benzyl bromide

2,5-dihydroxybenzoic acid benzyl ester
21782-87-6

2,5-dihydroxybenzoic acid benzyl ester

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl acetamide at 65℃; for 24h; Inert atmosphere;98%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 18h;93%
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;91%
methanol
67-56-1

methanol

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

Methyl 2,5-dihydroxybenzoate
2150-46-1

Methyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid for 48h; Reflux;97%
With sulfuric acid at 25℃; for 12h; Reflux; Inert atmosphere;97%
With 95percent H2SO4 Heating;96%
1-methyl-3-ethyl-4,5-bis(N-methylcarbamoyl)imidazolium benzenesulfonate

1-methyl-3-ethyl-4,5-bis(N-methylcarbamoyl)imidazolium benzenesulfonate

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

1-methyl-3-ethyl-4,5-bis(N-methylcarbamoyl)-imidazolium 2,5-dihydroxybenzoate

1-methyl-3-ethyl-4,5-bis(N-methylcarbamoyl)-imidazolium 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With Amberlite IRA-410 10 (OH(1-)form) In water97%
Mirodenafil

Mirodenafil

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

5-ethyl-2-{5-[4-(2-hydroxy-ethyl)-piperazin-1-ylsulfonyl]-2-n-propoxy-phenyl}-7-n-propyl-3,5-dihydro-pyrrolo[3,2-d]pyrimidin-4-one gentisate

5-ethyl-2-{5-[4-(2-hydroxy-ethyl)-piperazin-1-ylsulfonyl]-2-n-propoxy-phenyl}-7-n-propyl-3,5-dihydro-pyrrolo[3,2-d]pyrimidin-4-one gentisate

Conditions
ConditionsYield
In water; acetone at 20℃; for 1h; Product distribution / selectivity;96.5%
In water; acetone at 20℃; Product distribution / selectivity;96.5%
In acetone at 20℃; for 1h; Product distribution / selectivity;77.1%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

allyl bromide
106-95-6

allyl bromide

allyl 5-allyloxy-2-hydroxybenzoate
84213-07-0

allyl 5-allyloxy-2-hydroxybenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone96%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

methyl iodide
74-88-4

methyl iodide

methyl 2,5-dimethoxybenzoate
2150-40-5

methyl 2,5-dimethoxybenzoate

Conditions
ConditionsYield
Stage #1: 2,5-dihydroxybenzoic acid. With sodium hydride In N,N-dimethyl-formamide; mineral oil for 1h; Cooling with ice;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 3h; Cooling with ice;
96%
With potassium carbonate
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

aniline
62-53-3

aniline

2,5-dihydroxy-N-phenylbenzamide
52405-79-5

2,5-dihydroxy-N-phenylbenzamide

Conditions
ConditionsYield
With triphenylphosphine In toluene for 3h; Heating;96%
With phosphorus trichloride In chlorobenzene at 135℃; for 0.333333h; Microwave irradiation;58%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

bosentan
147536-97-8

bosentan

N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-yl-pyrimidin-4-yl]-4-tert-butyl-benzenesulfonamide gentisic acid cocrystal
1450829-49-8

N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-yl-pyrimidin-4-yl]-4-tert-butyl-benzenesulfonamide gentisic acid cocrystal

Conditions
ConditionsYield
In n-heptane; acetone at 55℃; for 2.33333h; Concentration; Solvent; Temperature; Time; Sonication;96%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

(S)-3-(1-((1-acryloylpyrrolidin-3-yl)oxy)isoquinolin-3-yl)-1H-1,2,4-triazol-5(4H)-one

(S)-3-(1-((1-acryloylpyrrolidin-3-yl)oxy)isoquinolin-3-yl)-1H-1,2,4-triazol-5(4H)-one

(S)-3-(1-((1-acryloylpyrrolidin-3-yl)oxy)isoquinolin-3-yl)-1H-1,2,4-triazol-5(4H)-one gentisic acid cocrystal

(S)-3-(1-((1-acryloylpyrrolidin-3-yl)oxy)isoquinolin-3-yl)-1H-1,2,4-triazol-5(4H)-one gentisic acid cocrystal

Conditions
ConditionsYield
With air In acetonitrile at 10 - 35℃; for 120h; Sealed tube;96%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

1-ethyl-7-[[(1S)-1-[4-[(4-prop-2-enoylpiperazin-1-yl)methyl]phenyl]ethyl]amino]-4H-pyrimido[4,5-d][1,3]oxazin-2-one

1-ethyl-7-[[(1S)-1-[4-[(4-prop-2-enoylpiperazin-1-yl)methyl]phenyl]ethyl]amino]-4H-pyrimido[4,5-d][1,3]oxazin-2-one

1-ethyl-7-[[(1S)-1-[4-[(4-prop-2-enoylpiperazin-1-yl)methyl]phenyl]ethyl]amino]-4H-pyrimido[4,5-d][1,3]oxazin-2-one bis(2,5-dihydroxybenzoic acid) salt

1-ethyl-7-[[(1S)-1-[4-[(4-prop-2-enoylpiperazin-1-yl)methyl]phenyl]ethyl]amino]-4H-pyrimido[4,5-d][1,3]oxazin-2-one bis(2,5-dihydroxybenzoic acid) salt

Conditions
ConditionsYield
In ethanol at 48℃;95.62%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

allyl bromide
106-95-6

allyl bromide

allyl 2,5-dihydroxybenzoate
133416-39-4

allyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 70℃;95%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl 5-methoxy-2-hydroxybenzoate
2905-82-0

methyl 5-methoxy-2-hydroxybenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃; for 30h;94%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

cyclopropylcarbinyl bromide
7051-34-5

cyclopropylcarbinyl bromide

C11H12O4

C11H12O4

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 70℃;94%
ethanol
64-17-5

ethanol

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

ethyl 2,5-dihydroxybenzoate
3943-91-7

ethyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With sulfuric acid for 144h; Heating;93%
With thionyl chloride at 0℃; Reflux; Inert atmosphere;60%
With sulfuric acid
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

benzyl chloride
100-44-7

benzyl chloride

benzyl 2,5-bis(benzyloxy)benzoate
78283-37-1

benzyl 2,5-bis(benzyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 20h;93%
With potassium carbonate In butanone for 16h; Heating;
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl 2,5-dihydroxybenzoate
37622-50-7

n-hexyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 9.5h; Heating;93%
With toluene-4-sulfonic acid In toluene at 120℃; for 8h;81.1%
With sulfuric acid Fischer-Speier Esterification;
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

1,3-diphenylpropanedione
120-46-7

1,3-diphenylpropanedione

3-benzoyl-5-hydroxy-2-phenylbenzofuran-4-carboxylic acid

3-benzoyl-5-hydroxy-2-phenylbenzofuran-4-carboxylic acid

Conditions
ConditionsYield
With sodium acetate In water; acetonitrile Electrochemical reaction;93%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

allyl bromide
106-95-6

allyl bromide

5-allyloxy-2-hydroxybenzoic acid
84213-04-7

5-allyloxy-2-hydroxybenzoic acid

Conditions
ConditionsYield
Stage #1: 2,5-dihydroxybenzoic acid. With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h;
Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h;
92.9%
Stage #1: 2,5-dihydroxybenzoic acid. With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide pH=3;
75%
2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

dimethyl sulfate
77-78-1

dimethyl sulfate

Methyl 2,5-dihydroxybenzoate
2150-46-1

Methyl 2,5-dihydroxybenzoate

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 40℃; for 0.333333h;92%
(S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate

(S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

S-amlodipine gentisate
856256-16-1

S-amlodipine gentisate

Conditions
ConditionsYield
Stage #1: (S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate With sodium hydroxide In dichloromethane; water for 0.5h;
Stage #2: 2,5-dihydroxybenzoic acid. In dichloromethane; acetone at 20℃; for 2h;
92%
(S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate

(S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate

2,5-dihydroxybenzoic acid.
490-79-9

2,5-dihydroxybenzoic acid.

S-amlodipine gentisate
856256-16-1

S-amlodipine gentisate

Conditions
ConditionsYield
Stage #1: (S)-(-)-amlodipine-hemi-dibenzoyl-D-tartrate With sodium hydroxide In dichloromethane; water for 0.5h;
Stage #2: 2,5-dihydroxybenzoic acid. In dichloromethane; acetone at 20℃; for 2h;
92%

2,5-Dihydroxybenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

2,5-Dihydroxybenzoic acid Specification

The IUPAC name of Gentisic acid is 2,5-dihydroxybenzoic acid. With the CAS registry number 490-79-9, it is also named as Acido 2,5-diidrossibenzoico. The product's categories are Organic Acids; Analytical Chemistry; Mass Spectrometry; Matrix Materials (MALDI-TOF-MS). Besides, it is white to light beige crystalline powder. In addition, its molecular formula is C7H6O4 and molecular weight is 154.12.

The other characteristics of this product can be summarized as: (1)EINECS: 207-718-5; (2)ACD/LogP: 1.56; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -1.46; (5)ACD/LogD (pH 7.4): -1.59; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 4; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.67; (14)Molar Refractivity: 36.94 cm3; (15)Molar Volume: 98.8 cm3; (16)Surface Tension: 84.2 dyne/cm; (17)Density: 1.559 g/cm3; (18)Flash Point: 214 °C; (19)Melting point: 204-207 °C; (20)Enthalpy of Vaporization: 69.45 kJ/mol; (21)Boiling Point: 406.9 °C at 760 mmHg; (22)Vapour Pressure: 2.38E-07 mmHg at 25 °C.

Preparation of Gentisic acid: this chemical can be prepared by carboxylation of Hydroquinone:
C6H4(OH)2 + CO2 → C6H3(CO2H)(OH)2

Uses of Gentisic acid: this chemical can be used as an antioxidant excipient in some pharmaceutical preparations. In the laboratory, it is used in matrix-assisted laser MALDI mass spectrometry as a sample matrix. Furthermore, it can react with Methanol to get 2,5-Dihydroxy-benzoic acid methyl ester.



This reaction needs 95 percent H2SO4 by heating. The yield is 96 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)c1cc(O)ccc1O
(2)InChI: InChI=1/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
(3)InChIKey: WXTMDXOMEHJXQO-UHFFFAOYAO
(4)Std. InChI: InChI=1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
(5)Std. InChIKey: WXTMDXOMEHJXQO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 374mg/kg (374mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 42, Pg. 254, 1953.
mouse LD50 oral 4500mg/kg (4500mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 8, Pg. 30, 1953.
rat LD50 intraperitoneal 3gm/kg (3000mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.

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