Product Name

  • Name

    p-Salicylic acid

  • EINECS 202-804-9
  • CAS No. 99-96-7
  • Article Data652
  • CAS DataBase
  • Density 1.46 g/cm3
  • Solubility Water solubility: 5 g/L (20 °C)
  • Melting Point 213-217 °C(lit.)
  • Formula C7H6O3
  • Boiling Point 336.2 °C at 760 mmHg
  • Molecular Weight 138.123
  • Flash Point 171.3 °C
  • Transport Information
  • Appearance white to beige crystalline powder
  • Safety 26-37/39-36
  • Risk Codes 36-36/37/38
  • Molecular Structure Molecular Structure of 99-96-7 (p-Salicylic acid)
  • Hazard Symbols IrritantXi
  • Synonyms p-Oxybenzoesaure [German];Benzoic acid, p-hydroxy-;Benzoic acid, p-hydroxy;4-Carboxyphenol;Benzoic acid, 4-hydroxy-, monosodium salt;4-Hydroxybenzoate;Hydroxybenzenecarboxylic acid;4-Hydroxybenzoesaeure;Benzoic acid, 4-hydroxy-;Benzoic acid, 4-hydroxy;Acido p-idrossibenzoico [Italian];Potassium 4-hydroxybenzoate;Sodium 4-hydroxybenzoate;Hydroxybenzoic acid;p-salicylic acid;Kyselina 4-hydroxybenzoova [Czech];P-Hydroxybenzoic acid (PHBA);4-Hydroxy Benzoic Acid;p-hydroxybenzoic Acid;4-hydroxybenzoic acid;4-hydroxybenzenecarboxylic acid;Para Hydroxy Benzoic Acid[99-96-7];p-Hydroxy Benzoic Acid;
  • PSA 57.53000
  • LogP 1.09040

Synthetic route

p-(benzyloxy)benzoic acid
1486-51-7

p-(benzyloxy)benzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With 10% Pd/C; cyclohexa-1,4-diene In ethyl acetate at 100℃; for 0.5h; Microwave irradiation;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 3h; Inert atmosphere;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 50℃; for 5h; Inert atmosphere;99%
With Pd(0)EnCat; ammonium formate In N,N-dimethyl-formamide at 80℃; for 0.166667h; Irradiation; microwave;93%
With triethylammonium formate; palladium on activated charcoal for 1h; Ambient temperature;85%
4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino-benzoic acid With sulfuric acid at 20℃; Cooling with ice;
Stage #2: With sodium nitrite In water Reflux;
96%
Stage #1: 4-amino-benzoic acid With sodium nitrite In water at 20℃; Milling; Green chemistry;
Stage #2: With water at 80℃; for 0.5h; Neutral conditions; Green chemistry;
71%
With mixture of gaseous nitrogen oxides; water
With sulfuric acid; sodium nitrite Erhitzen des Reaktionsgemisches;
Multi-step reaction with 2 steps
1.1: sodium nitrite; hydrogenchloride / water / 0.75 h / 4 °C / Cooling with ice
1.2: 0.5 h / 4 °C / Cooling with ice
2.1: L-tyrosine / aq. phosphate buffer / pH 7
View Scheme
(4-hydroxyphenyl)methanol
623-05-2

(4-hydroxyphenyl)methanol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With oxygen In acetonitrile at 20℃; for 7.5h; Catalytic behavior;97%
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;94%
With tert.-butylhydroperoxide; ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 24h; chemoselective reaction;90%
methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;93%
With iodine; aluminium In acetonitrile at 80℃; for 18h;91%
With 1-butylpyridinium bromide at 100℃; Microwave irradiation; Neat (no solvent);90%
4-(n-but-3'-enyloxy)benzoic acid
115595-27-2

4-(n-but-3'-enyloxy)benzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With [2,2]bipyridinyl; (1,2-dimethoxyethane)dichloronickel(II); water; bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide at 30℃; for 24h; Schlenk technique;71%
With 6,6'-dimethyl-2,2'-bipyridine; (1,2-dimethoxyethane)dichloronickel(II); bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide; water at 30℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;71%
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With copper(I) oxide; tetra(n-butyl)ammonium hydroxide; 1,10-phenanthroline-4,7-diol In water at 110℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;99%
Stage #1: 4-Bromobenzoic acid With copper(l) iodide; cesium hydroxide; 5-bromo-2-(1H-imidazol-2-yl)pyridine In water; dimethyl sulfoxide at 100℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide pH=1 - 2; Inert atmosphere;
91%
With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide In water at 110℃; for 48h; Inert atmosphere;87%
salicylic acid
69-72-7

salicylic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 240℃; for 3h;61%
Multi-step reaction with 2 steps
1: SnCl4
2: sulfuric acid / 150 °C
View Scheme
Multi-step reaction with 2 steps
1: SnCl4
2: NaOH / durch Schmelzen
View Scheme
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With water; oxygen; sodium sulfite at 50℃; for 1h; Green chemistry;100%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 48h; Catalytic behavior; Reagent/catalyst; Irradiation; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 28h; Irradiation;99%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
4-iodobenzoic acid
619-58-9

4-iodobenzoic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-iodobenzoic acid With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;
99%
With glycolic Acid; copper hydroxide; sodium hydroxide In water; dimethyl sulfoxide at 120℃; for 6h; Inert atmosphere; Schlenk technique;95%
With copper(I) oxide; 1D-1-O-Methyl-muco-inostol; sodium hydroxide In water at 100℃; for 6h; Reagent/catalyst;94%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-bromobenzenecarbonitrile With copper(l) iodide; 5-bromo-2-(1H-imidazol-2-yl)pyridine; water; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 100℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere;
87%
1-(4-hydroxy-phenyl)-2-(toluene-4-sulfonyl)-ethanone
896109-71-0

1-(4-hydroxy-phenyl)-2-(toluene-4-sulfonyl)-ethanone

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; oxygen In acetonitrile at 20 - 50℃; for 4h;90%
1-amino-4-(tris(pyrazol-1-yl)methyl)benzene
1000389-71-8

1-amino-4-(tris(pyrazol-1-yl)methyl)benzene

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 100℃; for 0.75h; Concentration; Cooling with ice;99.3%
4-bromophenyl acetate
1927-95-3

4-bromophenyl acetate

carbon dioxide
124-38-9

carbon dioxide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-bromophenyl acetate With bromobenzene; trifluoroacetic acid; cobalt(II) bromide; zinc dibromide; zinc In acetonitrile Inert atmosphere;
Stage #2: carbon dioxide With palladium diacetate; tricyclohexylphosphine In tetrahydrofuran; acetonitrile at 0℃; under 760.051 Torr; Inert atmosphere; Further stages;
97%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-methoxycarbonylphenyl bromide With copper(l) iodide; 5-bromo-2-(1H-imidazol-2-yl)pyridine; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 120℃; for 36h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide; tert-butyl alcohol pH=1 - 2; Inert atmosphere;
83%
4-n-decanoyloxybenzoic acid
86960-46-5

4-n-decanoyloxybenzoic acid

A

peroxylaurinoic acid
2388-12-7

peroxylaurinoic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 20℃; pH=10 - 11;A 100%
B n/a
carbon dioxide
124-38-9

carbon dioxide

sodium phenoxide
139-02-6

sodium phenoxide

A

salicylic acid
69-72-7

salicylic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With 2,3-dimethyl-2,3-butane diol In phenol at 120℃; under 4500.45 Torr; for 1h; Autoclave;A 28.5%
B 2.9%
Stage #1: sodium phenoxide With acetylacetone at 120℃; under 4500.45 Torr; for 1h; Autoclave; Inert atmosphere;
Stage #2: carbon dioxide With water at 60℃; for 0.5h; Reagent/catalyst; Autoclave;
tetrachloromethane
56-23-5

tetrachloromethane

phenol
108-95-2

phenol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; copper In water at 80℃; for 6h;86.5%
With copper; β‐cyclodextrin In potassium hydroxide at 80℃; for 15h;59%
carbon dioxide
124-38-9

carbon dioxide

(p-hydroxyphenyl)boronic acid
71597-85-8

(p-hydroxyphenyl)boronic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); potassium methanolate In N,N-dimethyl acetamide at 70℃; for 24h; Schlenk technique; Sealed tube;68%
4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; potassium tert-butylate In water at 20 - 50℃; for 5h;47%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With bis(acetylacetonate)oxovanadium; dihydrogen peroxide In acetonitrile at 20℃; for 5.3h; Reagent/catalyst;96%
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;95%
With surface plasmon resonance-activated silver nanocubes; air at 60℃; under 760.051 Torr; for 18h; Wavelength; Irradiation;95%
carbon dioxide
124-38-9

carbon dioxide

4-Iodophenol
540-38-5

4-Iodophenol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With 3,4-benzo-1,1,2,2-tetraethyl-1,2-disilacyclobut-3-ene; cesium fluoride In N,N-dimethyl-formamide at 0 - 20℃; under 760.051 Torr; for 2h;70%
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; diethylzinc In N,N-dimethyl acetamide at 70℃; under 760.051 Torr;40%
4-cyanophenol
767-00-0

4-cyanophenol

A

p-hydroxybenzamide
619-57-8

p-hydroxybenzamide

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With water at 140℃; for 6h; Sealed tube;A 92%
B 8%
4-acetoxycinnamic acid amide

4-acetoxycinnamic acid amide

A

4-acetyloxy-benzoic acid
2345-34-8

4-acetyloxy-benzoic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-acetoxycinnamic acid amide With oxygen; ozone; acetic acid In water at 0 - 10℃; for 2h;
Stage #2: With dihydrogen peroxide In water at 15 - 90℃; for 2h;
A 59%
B 36%
para-coumaric acid
7400-08-0

para-coumaric acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: para-coumaric acid With oxygen; ozone; acetic acid In water at 0 - 10℃; for 1.16667h;
Stage #2: With dihydrogen peroxide In water at 15 - 95℃; for 3h;
16%
With potassium hydroxide fusion;
C16H16O4S

C16H16O4S

A

4-hydroxyphenylacetate
156-38-7

4-hydroxyphenylacetate

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; oxygen In acetonitrile at 20 - 50℃; for 4h;A 45%
B 40%
4-hydroxycinnamic acid amide

4-hydroxycinnamic acid amide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-hydroxycinnamic acid amide With oxygen; ozone; acetic acid In water at 0 - 10℃; for 2.5h;
Stage #2: With dihydrogen peroxide In water at 15 - 95℃; for 4h;
37%
3-(4-acetoxyphenyl)acrylic acid
27542-85-4, 50363-92-3, 15486-19-8

3-(4-acetoxyphenyl)acrylic acid

A

4-acetyloxy-benzoic acid
2345-34-8

4-acetyloxy-benzoic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Stage #1: 3-(4-acetoxyphenyl)acrylic acid With oxygen; ozone; acetic acid In water at 0 - 10℃; for 1.16667h;
Stage #2: With dihydrogen peroxide In water at 15 - 95℃; for 3h;
A 51%
B 30%
p-cresol
106-44-5

p-cresol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With urea-hydrogen peroxide at 141 - 144℃; for 0.0444444h; microwave irradiation;70%
With potassium hydroxide durch Verschmelzen;
With potassium hydroxide; lead dioxide at 200 - 220℃; durch Verschmelzen;
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With N-bromophthalimide; mercury(II) diacetate In chloroform at 20℃; for 2h;92%
With tert.-butylhydroperoxide; rhenium(VII) oxide; acetic acid at 100℃; for 5h;40%
With copper(l) iodide; hydroxylamine hydrochloride; oxygen In dimethyl sulfoxide at 100℃; for 50h;28%
acetic anhydride
108-24-7

acetic anhydride

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-acetyloxy-benzoic acid
2345-34-8

4-acetyloxy-benzoic acid

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; toluene at 0 - 20℃; for 16h;100%
With Sulfate; titanium(IV) oxide In cyclohexane at 81℃; for 0.166667h;98%
With lanthanum(III) nitrate at 20℃; for 0.333333h;97%
methanol
67-56-1

methanol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid for 8h; Heating;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Mitsunobu reaction; chemoselective reaction;100%
dimethyl sulfate
77-78-1

dimethyl sulfate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Inert atmosphere; Reflux;100%
With sodium hydroxide In water; xylene at 85℃; for 1.25h; pH=8 - 10;98.05%
With sodium hydroxide In water; xylene at 85℃; pH=8 - 10;98.05%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

tert-butyldimethylsilyl 4-((tert-butyldimethylsilyl)oxy)benzoate
78324-14-8

tert-butyldimethylsilyl 4-((tert-butyldimethylsilyl)oxy)benzoate

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃; for 1h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 60℃; for 16h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 60℃; for 16h;99%
sodium thiosulfate

sodium thiosulfate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-hydroxy-3-iodobenzoic acid
37470-46-5

4-hydroxy-3-iodobenzoic acid

Conditions
ConditionsYield
With sodium iodide; sodium perchlorate; sodium In methanol100%
meloxicam
71125-38-7

meloxicam

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

meloxicam 4-hydroxybenzoic acid
1174325-95-1

meloxicam 4-hydroxybenzoic acid

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;100%
In tetrahydrofuran
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-(methoxymethoxy)benzoic acid
25458-44-0

4-(methoxymethoxy)benzoic acid

Conditions
ConditionsYield
Stage #1: chloromethyl methyl ether; 4-hydroxy-benzoic acid With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 17h;
Stage #2: With potassium hydroxide In methanol at 20℃; for 3h;
Stage #3: With hydrogenchloride In water
100%
Stage #1: chloromethyl methyl ether; 4-hydroxy-benzoic acid With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 24h;
Stage #2: With potassium hydroxide In methanol; water for 3h; Reflux;
110 g
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 24h;100 g
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 24h;110 g
hexamethylenetetramine
100-97-0

hexamethylenetetramine

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

3,5-diformyl-4-hydroxybenzoic acid
1384440-57-6

3,5-diformyl-4-hydroxybenzoic acid

Conditions
ConditionsYield
Stage #1: hexamethylenetetramine; 4-hydroxy-benzoic acid With trifluoroacetic acid for 72h; Reflux;
Stage #2: With water at 20 - 80℃; for 4h;
100%
With trifluoroacetic acid at 110℃; for 48h;70%
With trifluoroacetic acid at 110℃; for 48h;70%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

3,5-diformyl-4-hydroxybenzoic acid
1384440-57-6

3,5-diformyl-4-hydroxybenzoic acid

Conditions
ConditionsYield
With hexamethylenetetraamine for 72h; Reflux; Inert atmosphere;100%
With hexamethylenetetramine at 110℃; for 48h; Darkness;70%
4-(chlorocarbonyloxy)butyl prop-2-enoate
185756-32-5

4-(chlorocarbonyloxy)butyl prop-2-enoate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoic acid
297132-04-8

4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoic acid

Conditions
ConditionsYield
Stage #1: 4-hydroxy-benzoic acid With sodium hydroxide In water; N,N-dimethyl-formamide pH=10;
Stage #2: 4-(chlorocarbonyloxy)butyl prop-2-enoate With sodium hydroxide In water; N,N-dimethyl-formamide at 20℃; for 22h; pH=10;
100%
methyl chloroformate
79-22-1

methyl chloroformate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-(methoxycarbonyloxy)benzoic acid
14180-11-1

4-(methoxycarbonyloxy)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Acylation;99%
With sodium hydroxide In water96%
With sodium hydroxide In water at -5 - 20℃;92%
aniline
62-53-3

aniline

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-hydroxybenzanilide
14121-97-2

4-hydroxybenzanilide

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;99%
With tetrabutylammomium bromide; iodine; potassium hydroxide In water at 20℃; for 2.5h; Irradiation;94%
With tetrabutylammomium bromide; caesium carbonate In water at 20℃; for 0.5h; Electrochemical reaction; chemoselective reaction;93%
methyl iodide
74-88-4

methyl iodide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 40℃;99%
Stage #1: 4-hydroxy-benzoic acid With sodium hydrogencarbonate In water at 20℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 0 - 20℃;
95%
With potassium hydroxide at 220℃; im geschlossenen Rohr;
With N'',N'''''-1,8-naphthalenediyl bis[N,N,N',N'-tetramethyl]guanidine In N,N-dimethyl-formamide at 20℃; Kinetics;
butan-1-ol
71-36-3

butan-1-ol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-hydroxybenzoic acid, butyl ester
94-26-8

4-hydroxybenzoic acid, butyl ester

Conditions
ConditionsYield
With sulfuric acid In toluene Esterification; Heating;99%
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate at 125 - 135℃; for 3h;95.3%
With benzimidazole bisulfate ionic liquid Reflux;95.3%
benzyl bromide
100-39-0

benzyl bromide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

p-(benzyloxy)benzoic acid
1486-51-7

p-(benzyloxy)benzoic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water for 20h; Reflux;99%
With n-Bu4POH In tetrahydrofuran; water at 0 - 20℃;94%
With potassium hydroxide In ethanol; water for 5h; Reflux;91%
4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

[4-(4-Chlorophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl]-(4-hydroxyphenyl)methanone

[4-(4-Chlorophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridin-5-yl]-(4-hydroxyphenyl)methanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h; Substitution;99%
4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

phenol
108-95-2

phenol

Conditions
ConditionsYield
With Na-X zeolite In water at 230℃; for 2h; Reagent/catalyst; Temperature; Time; Autoclave;99%
With tetrakis(acetonitrile)palladium(II) tetrafluoroborate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene In toluene at 140℃; for 5h; Autoclave;85%
With Cocos nucifera juice at 20℃; for 48h; Inert atmosphere;77%
2-amino-phenol
95-55-6

2-amino-phenol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

2-(4-hydroxyphenyl)benzoxazole
3315-19-3

2-(4-hydroxyphenyl)benzoxazole

Conditions
ConditionsYield
boric acid In 1,2-dichloro-benzene for 18h; Heating / reflux;99%
With samarium(III) trifluoromethanesulfonate In ethanol; water at 80℃; for 4h;85%
With toluene-4-sulfonic acid In xylene for 4h; Heating;46%
benzyl chloroformate
501-53-1

benzyl chloroformate

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

4-carbobenzoxyoxybenzoic acid
14180-10-0

4-carbobenzoxyoxybenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In water99%

4-Hydroxybenzoic acid Chemical Properties

Molecular Formula: C7H6O3
Molecular Weight: 138.12 g/mol
EINECS: 202-804-9 
Index of Refraction: 1.615
Density: 1.375 g/cm3
Flash Point: 171.3 °C
Enthalpy of Vaporization: 61.14 kJ/mol
Boiling Point: 336.2 °C at 760 mmHg
Vapour Pressure: 4.48E-05 mmHg at 25 °C
Melting point: 213-217 °C(lit.)
Water solubility: 5 g/L (20 °C)
Appearance: White to beige crystalline powder
Structure of 4-Hydroxybenzoic acid (CAS NO.99-96-7):
                             
IUPAC Name: 4-Hydroxybenzoic acid
Product Categories: Pharmaceutical Raw Materials;Benzoic Acids (Building Blocks for Liquid Crystals);Functional Materials;Phenols;Aromatics;Impurities;Intermediates & Fine Chemicals;Carboxylic Acids;Alphabetical Listings;Flavors and Fragrances

4-Hydroxybenzoic acid Uses

 4-Hydroxybenzoic acid (CAS NO.99-96-7) is primarily known as the basis for the preparation of its ESTERS. As parabens, it was used as preservatives in cosmetics.

4-Hydroxybenzoic acid Production

 4-Hydroxybenzoic acid (CAS NO.99-96-7) is produced commercially from potassium phenoxide and carbon dioxide in the Kolbe-Schmitt reaction. It can also be produced in the laboratory by heating potassium salicylate with potassium carbonate to 240 °C, followed by treating with acid.

4-Hydroxybenzoic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 210mg/kg (210mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: ATAXIA
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 45, Pg. 260, 1956.
mouse LD50 oral 2200mg/kg (2200mg/kg)   Drug Standards. Vol. 20, Pg. 89, 1952.
mouse LD50 subcutaneous 1050mg/kg (1050mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 135, 1960.
rat LD50 intraperitoneal 340mg/kg (340mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 85, 1986.
rat LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: MUSCLE WEAKNESS
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(7), Pg. 53, 1984.

4-Hydroxybenzoic acid Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36-36/37/38 
R36:Irritating to eyes. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.

4-Hydroxybenzoic acid Specification

 4-Hydroxybenzoic acid , its cas register number is 99-96-7. It also can be called 4-Hydroxybenzenecarboxylic acid ; Benzoic acid, 4-hydroxy- ; and 4-Hydroxy-benzoesaeure . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, 4-Hydroxybenzoic acid (CAS NO.99-96-7) could be stable under normal temperatures and pressures. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases. hydrogen chloride, carbon monoxide, carbon dioxide.

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