4-Chlorosalicylic acid supplier

Name
4-Chlorosalicylic acid
EINECS 225-829-7
CAS No. 5106-98-9
Article Data29
CAS DataBase
Density 1.536 g/cm³
Solubility slightly soluble in water

Melting Point 210-212 °C(lit.)

Formula C₇H₅ClO₃

Boiling Point 321.1 °C at 760 mmHg

Molecular Weight 172.568

Flash Point 148 °C

Transport Information

Appearance off-white to light beige powder

Safety 26-37/39-36

Risk Codes 36/37/38-22

Molecular Structure

Hazard Symbols Xi,Xn

Synonyms 4-Chloro-2-hydroxybenzoic acid;2-Hydroxy-4-chlorobenzoic acid;Salicylic acid, 4-chloro- (8CI);4-chloro-2-hydroxy-benzoate;Benzoic acid, 4-chloro-2-hydroxy-;Salicylic acid, 4-chloro-;4-chloro salicylic acid;4-Choro-2-hydroxy benzoic acid;

PSA 57.53000

LogP 1.74380

Synthetic route

50-84-0
2,4 dichlorobenzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With pyridine; water; potassium carbonate; copper for 0.25h; sonication; 95%

With pyridine; copper; potassium carbonate In water for 2h; Heating; 88%

With copper(l) iodide; copper; potassium carbonate at 180℃; under 7355.08 Torr;

With barium dihydroxide; water; copper at 160 - 170℃;

Stage #1: 2,4 dichlorobenzoic acid With sodium carbonate In water at 50 - 75℃;
Stage #2: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(II) sulfate at 100℃; for 4h;
Stage #3: With hydrogenchloride In water at 20℃; Product distribution / selectivity;

74-11-3
para-chlorobenzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; under 760.051 Torr; for 15h; 78%

With sulfuric acid; acetic acid at 60 - 70℃; bei der elektrolytischen Oxydation;

108-43-0
3-monochlorophenol

17201-44-4
sodium ethyl carbonate

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With carbon dioxide at 165℃; under 7600.51 Torr; for 6h; Temperature; Pressure; Autoclave; regioselective reaction; 76.2%

135251-11-5
(E)-1-(4-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With sulfuryl dichloride for 0.166667h; Ambient temperature; 52%

7-chloro-2,3-dimethyl-chromen-4-one

furan-2,3,5(4H)-trione pyridine (1:1)

5106-98-9
4-chlorosalicylic acid

50-84-0
2,4 dichlorobenzoic acid

124-41-4
sodium methylate

A

5106-98-9
4-chlorosalicylic acid

B

56363-84-9
2-chloro-4-hydroxybenzoic acid

Conditions

Conditions Yield

at 183℃;

...Expand

50-84-0
2,4 dichlorobenzoic acid

A

5106-98-9
4-chlorosalicylic acid

B

56363-84-9
2-chloro-4-hydroxybenzoic acid

Conditions

Conditions Yield

With methanol; sodium methylate at 183℃;

5900-59-4
2-amino-4-chlorobenzamide

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With cis-nitrous acid

57479-70-6
2-methoxy-4-chlorobenzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With hydrogen iodide

65-49-6
4-Aminosalicylic acid

5106-98-9
4-chlorosalicylic acid

75-44-5
phosgene

108-43-0
3-monochlorophenol

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Yield given. Multistep reaction;

129973-06-4
N-(4-chloro-2-hydroxybenzoyl)-2-methylalanine

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With sulfuric acid 1) reflux, 1.5h, 2) 3 deg C, 24h; Yield given;

87962-96-7
dipotassium 4-chlorosalicyl sulphate

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With HCl-chloroacetate; potassium chloride at 70℃; Rate constant;

7664-93-9
sulfuric acid

64-19-7
acetic acid

74-11-3
para-chlorobenzoic acid

platinum anode

platinum anode

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

at 60 - 70℃; bei der elektrolytischen Oxydation;

...Expand

108-43-0
3-monochlorophenol

124-38-9
carbon dioxide

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With potassium carbonate at 210℃; under 36775.4 Torr;

124-38-9
carbon dioxide

3-chloro-phenol sodium

3-chloro-phenol sodium

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

at 140 - 150℃; im Autoklaven; Behandeln mit Salzsaeure;

7-chloro-2.3-dimethyl-chromone

7-chloro-2.3-dimethyl-chromone

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With sodium hydroxide

diazotized 4-amino-2-hydroxy-benzoic acid

diazotized 4-amino-2-hydroxy-benzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With hydrogenchloride; copper(l) chloride

diazotized 4-chloro-2-amino-benzoic acid

diazotized 4-chloro-2-amino-benzoic acid

5106-98-9
4-chlorosalicylic acid

4-chloro-2-hydroxy-3-trimethylsilanyl-benzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 100℃; for 48h; 0.60 g

124-38-9
carbon dioxide

91105-99-6
1-chloro-3-(methoxymethoxy)benzene

A

5106-98-9
4-chlorosalicylic acid

B

56961-31-0
2-chloro-6-hydroxybenzoic acid

Conditions

Conditions Yield

Stage #1: 1-chloro-3-(methoxymethoxy)benzene With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 2h;
Stage #2: carbon dioxide In tetrahydrofuran; hexane
Stage #3: With hydrogenchloride In water pH=1; Title compound not separated from byproducts;

...Expand

4-chloro-2-methoxymethoxy-3-trimethylsilanyl-benzoic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 2 steps
1: HCl / H2O / pH 1
2: 0.60 g / tetrabutylammonium fluoride trihydrate / dimethylformamide / 48 h / 100 °C
View Scheme

108-43-0
3-monochlorophenol

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 5 steps
1.1: 55 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C
2.1: 66 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / cooling
3.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 6 h / -75 °C
3.2: tetrahydrofuran; cyclohexane
4.1: HCl / H2O / pH 1
5.1: 0.60 g / tetrabutylammonium fluoride trihydrate / dimethylformamide / 48 h / 100 °C
View Scheme

Multi-step reaction with 2 steps
1.1: 55 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C
2.1: butyllithium / tetrahydrofuran; hexane / 2 h / -75 °C
2.2: tetrahydrofuran; hexane
2.3: HCl / H2O / pH 1
View Scheme

91105-99-6
1-chloro-3-(methoxymethoxy)benzene

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 4 steps
1.1: 66 percent / 2,2,6,6-tetramethylpiperidine; butyllithium / tetrahydrofuran; hexane / cooling
2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 6 h / -75 °C
2.2: tetrahydrofuran; cyclohexane
3.1: HCl / H2O / pH 1
4.1: 0.60 g / tetrabutylammonium fluoride trihydrate / dimethylformamide / 48 h / 100 °C
View Scheme

851341-60-1
[2-chloro-6-(methoxymethoxy)phenyl]trimethylsilane

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 3 steps
1.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 6 h / -75 °C
1.2: tetrahydrofuran; cyclohexane
2.1: HCl / H2O / pH 1
3.1: 0.60 g / tetrabutylammonium fluoride trihydrate / dimethylformamide / 48 h / 100 °C
View Scheme

129973-02-0
2-(4-chlorobenzoylamino)-2-methylpropionic acid

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 2 steps
1: 1) Cu(0)/O2/trimethylamine N-oxide, 2) 0.5N HCl / 1) CH3CN, 75 deg C, 4h
2: 15percent aq. H2SO4 / 1) reflux, 1.5h, 2) 3 deg C, 24h
View Scheme

122-01-0
4-chloro-benzoyl chloride

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 3 steps
1: 1) NaOH, 2) 5N HCl / 1) H2O, a) 12 deg C, 2.5h, b) 20 deg C, 1h, 2) 0 deg C
2: 1) Cu(0)/O2/trimethylamine N-oxide, 2) 0.5N HCl / 1) CH3CN, 75 deg C, 4h
3: 15percent aq. H2SO4 / 1) reflux, 1.5h, 2) 3 deg C, 24h
View Scheme

34662-32-3
4-chloro-2-nitrobenzonitrile

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 2 steps
1: iron; diluted acetic acid / <70
2: nitrous acid
View Scheme

89-63-4
4-Chloro-2-nitroaniline

5106-98-9
4-chlorosalicylic acid

Conditions

Conditions Yield

Multi-step reaction with 3 steps
2: iron; diluted acetic acid / <70
3: nitrous acid
View Scheme

5106-98-9
4-chlorosalicylic acid

74-88-4
methyl iodide

22717-55-1
methyl 4-chloro-2-hydroxybenzoate

Conditions

Conditions Yield

With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h; 100%

With caesium carbonate In N,N-dimethyl-formamide at 20℃; 92%

With caesium carbonate In N,N-dimethyl-formamide at 20℃; 92%

5106-98-9
4-chlorosalicylic acid

75-03-6
ethyl iodide

472809-12-4
4-chloro-2-ethoxybenzoic acid ethyl ester

Conditions

Conditions Yield

With potassium carbonate In acetone for 18h; Heating / reflux; 100%

With potassium carbonate In N,N-dimethyl-formamide 66%

With sodium hydride In N,N-dimethyl-formamide at 0 - 60℃; for 2.16667h;

With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; for 2h;

67-56-1
methanol

5106-98-9
4-chlorosalicylic acid

22717-55-1
methyl 4-chloro-2-hydroxybenzoate

Conditions

Conditions Yield

With sulfuric acid for 18h; Inert atmosphere; Reflux; 98%

With sulfuric acid for 18h; Reflux; Inert atmosphere; 98%

With thionyl chloride for 3h; Reflux; 95%

5106-98-9
4-chlorosalicylic acid

64917-81-3
4-chloro-2-hydroxybenzyl alcohol

Conditions

Conditions Yield

With sodium tetrahydroborate; Trimethyl borate; dimethyl sulfate In tetrahydrofuran at 20℃; for 4.5h; 97%

With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 40℃; for 4.16667h; 95%

With dimethylsulfide borane complex In tetrahydrofuran at 0℃; for 16.5h; Heating / reflux; 83%

5106-98-9
4-chlorosalicylic acid

104-86-9
4-chlorobenzylamine

610320-57-5
4-chloro-N-(4-chlorobenzyl)salicylamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene for 3h; Heating; 95%

With phosphorus trichloride In chlorobenzene Reflux;

5106-98-9
4-chlorosalicylic acid

74-88-4
methyl iodide

78955-90-5
methyl 2-methoxy-4-chlorobenzoate

Conditions

Conditions Yield

With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 18h; 95%

In N-methyl-acetamide 77.4%

With potassium carbonate In acetone at 20℃; Reflux; Darkness;

75-09-2
dichloromethane

5106-98-9
4-chlorosalicylic acid

1591954-03-8
7-chloro-4H-benzo[d][1,3]dioxin-4-one

Conditions

Conditions Yield

With potassium phosphate tribasic trihydrate In N,N-dimethyl-formamide at 100℃; under 760.051 Torr; for 6h; Green chemistry; 95%

108-73-6
3,5-dihydroxyphenol

5106-98-9
4-chlorosalicylic acid

61101-89-1
6-chloro-1,3-dihydroxy-9H-xanthen-9-one

Conditions

Conditions Yield

With methanesulfonic acid; phosphorus pentoxide for 0.25h; Heating; 93%

With Eaton’s reagent at 90℃; for 0.333333h; 41%

75-89-8
2,2,2-trifluoroethanol

5106-98-9
4-chlorosalicylic acid

C9H6ClF3O3

Conditions

Conditions Yield

With thionyl chloride for 6h; Inert atmosphere; Reflux; 91%

89430-08-0
C20H15N2PS2

5106-98-9
4-chlorosalicylic acid

7-chloro-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one

Conditions

Conditions Yield

In dichloromethane 90%

1000679-96-8
1,1-bis(4-fluorophenyl)-3-phenylprop-2-yn-1-ol

5106-98-9
4-chlorosalicylic acid

2-[2,2-di(4-fluorophenyl)ethenyl]-2-phenyl-7-chloro-2H,4H-1,3-benzodioxin-4-one

Conditions

Conditions Yield

In toluene for 10h; Reflux; 89%

5106-98-9
4-chlorosalicylic acid

22717-55-1
methyl 4-chloro-2-hydroxybenzoate

Conditions

Conditions Yield

With sulfuric acid In methanol 88.6%

With sulfuric acid In methanol 88.6%

With sulfuric acid In methanol

With hydrogenchloride In methanol

With sulfuric acid In methanol; diethyl ether; benzene

5106-98-9
4-chlorosalicylic acid

1817-57-8
4-phenyl-3-butyne-2-one

7-chloro-2-(2-oxopropyl)-2-phenyl-4H-benzo[d][1,3]dioxin-4-one

Conditions

Conditions Yield

With morpholine In dichloromethane at 20℃; for 24h; Michael Addition; 87%

1075-47-4
4-methylphenylglyoxal

5106-98-9
4-chlorosalicylic acid

isooctyl isocyanoacetate

100-46-9
benzylamine

C34H41ClN2O6

Conditions

Conditions Yield

Stage #1: 4-methylphenylglyoxal; 4-chlorosalicylic acid; isooctyl isocyanoacetate; benzylamine In methanol at 30℃; for 24h;
Stage #2: With sodium tetrahydroborate In methanol at 30℃; for 1h; 86%

...Expand

5106-98-9
4-chlorosalicylic acid

108-24-7
acetic anhydride

17336-08-2
2-carboxy-5-chlorophenyl acetate

Conditions

Conditions Yield

Stage #1: 4-chlorosalicylic acid; acetic anhydride With triethylamine In tetrahydrofuran at 20℃; for 19h;
Stage #2: With hydrogenchloride In water 85%

With sulfuric acid

With phosphoric acid

5106-98-9
4-chlorosalicylic acid

98-16-8
3-trifluoromethylaniline

175903-29-4
4-chloro-2-hydroxy-N-[3-(trifluoromethyl)phenyl]benzamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene for 0.333333h; Reflux; Microwave irradiation; 85%

With phosphorus trichloride Microwave irradiation;

With phosphorus trichloride In chlorobenzene Microwave irradiation;

With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation;

1522-13-0
1,1,3-triphenylprop-2-yn-1-ol

5106-98-9
4-chlorosalicylic acid

2-2,2-(diphenylethenyl)-2-phenyl-7-chloro-2H,4H-1,3-benzodioxin-4-one

Conditions

Conditions Yield

In toluene for 10h; Reflux; 85%

61-54-1
tryptamine

5106-98-9
4-chlorosalicylic acid

4-chloro-2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide

Conditions

Conditions Yield

Stage #1: 4-chlorosalicylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h;
Stage #2: tryptamine In acetone at 20℃; for 24h; 84.53%

5106-98-9
4-chlorosalicylic acid

5720-05-8
4-methylphenylboronic acid

3-hydroxy-4'-methyl-biphenyl-4-carboxylic acid

Conditions

Conditions Yield

With potassium phosphate; 2-(dicyclohexylphosphino)biphenyl based D-gluconamide; palladium diacetate In water at 80℃; for 16h; 84%

5195-29-9
4-bromophenylglyoxal

111-26-2
hexan-1-amine

5106-98-9
4-chlorosalicylic acid

n-heptyl isocyanoacetate

C31H42BrClN2O6

Conditions

Conditions Yield

Stage #1: 4-bromophenylglyoxal; hexan-1-amine; 4-chlorosalicylic acid; n-heptyl isocyanoacetate In methanol at 30℃; for 24h;
Stage #2: With sodium tetrahydroborate In methanol at 30℃; for 1h; 83%

...Expand

454-79-5
2-Bromo-5-trifluoromethylaniline

5106-98-9
4-chlorosalicylic acid

C14H8BrClF3NO2

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene at 150℃; for 2h; 82%

5106-98-9
4-chlorosalicylic acid

328-74-5
3,5-Bis-(trifluoromethyl)aniline

N-(3,5-bis(trifluoromethyl)phenyl)-4-chloro-2-hydroxybenzamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene Microwave irradiation; 82%

55.8%

With pyridine; phosphorus trichloride In toluene Inert atmosphere; Reflux; 52%

With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation;

With phosphorus trichloride In 5,5-dimethyl-1,3-cyclohexadiene for 5h; Reflux;

5106-98-9
4-chlorosalicylic acid

137-07-5
2-amino-benzenethiol

90481-40-6
2-(benzo[d]thiazol-2-yl)-5-chlorophenol

Conditions

Conditions Yield

With phosphorus trichloride In toluene for 4h; Heating; 81%

5106-98-9
4-chlorosalicylic acid

102-49-8
3,4-dichlorobenzyl amine

610320-85-9
4-chloro-N-(3,4-dichlorobenzyl)salicylamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene for 3h; Heating; 80%

With phosphorus trichloride In chlorobenzene Reflux;

5106-98-9
4-chlorosalicylic acid

626-43-7
3,5-Dichloroaniline

4-chloro-N-(3,5-dichlorophenyl)-2-hydroxybenzamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation; 80%

57.2%

431-35-6
3-bromo-1,1,1-trifluoroacetone

5106-98-9
4-chlorosalicylic acid

C10H4ClF3O3

Conditions

Conditions Yield

With dipotassium hydrogenphosphate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; silver(I) acetate; XPhos In 2,2,2-trifluoroethanol at 140℃; for 24h; Sealed tube; 80%

With dipotassium hydrogenphosphate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate In 2,2,2-trifluoroethanol at 140℃; for 24h; 76%

5106-98-9
4-chlorosalicylic acid

591-19-5
3-bromoaniline

175903-18-1
N-(3-bromophenyl)-4-chloro-2-hydroxybenzamide

Conditions

Conditions Yield

With phosphorus trichloride In chlorobenzene for 0.333333h; Reflux; Microwave irradiation; 79%

With phosphorus trichloride In chlorobenzene Microwave irradiation;

With phosphorus trichloride In chlorobenzene for 0.333333h; Microwave irradiation;

3764-94-1
5-chlorotryptamine

5106-98-9
4-chlorosalicylic acid

4-chloro-N-[2-(5-chloro-1H-indol-3-yl)ethyl]-2-hydroxybenzamide

Conditions

Conditions Yield

Stage #1: 4-chlorosalicylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h;
Stage #2: 5-chlorotryptamine In acetone at 20℃; for 24h; 78.47%

4-Chlorosalicylic acid Chemical Properties

The molecular structure of 4-Chlorosalicylic acid (CAS NO.5106-98-9):

IUPAC Name: 4-Chloro-2-hydroxybenzoic acid
Molecular Weight: 172.5658 g/mol
Molecular Formula: C₇H₅ClO₃
Density: 1.536 g/cm³
Melting Point: 210-212 °C(lit.)
Boiling Point: 321.1 °C at 760 mmHg
Flash Point: 148 °C
Index of Refraction: 1.629
Molar Refractivity: 39.95 cm³
Molar Volume: 112.3 cm³
Surface Tension: 66 dyne/cm
Enthalpy of Vaporization: 59.42 kJ/mol
Vapour Pressure: 0.000126 mmHg at 25 °C
Water Solubility: slightly soluble
XLogP3: 3.1
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 1
Tautomer Count: 4
Exact Mass: 171.992722
MonoIsotopic Mass: 171.992722
Topological Polar Surface Area: 57.5
Heavy Atom Count: 11
Canonical SMILES: C1=CC(=C(C=C1Cl)O)C(=O)O
InChI: InChI=1S/C7H5ClO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11)
InChIKey: LWXFCZXRFBUOOR-UHFFFAOYSA-N
EINECS: 225-829-7
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid; Organic acids; Phenols; Acids & Esters; Chlorine Compounds; C7; Carbonyl Compounds; Carboxylic Acids

4-Chlorosalicylic acid Uses

4-Chlorosalicylic acid (CAS NO.5106-98-9) is used as intermediates of organic synthesis, dyes and pharmaceutical.

4-Chlorosalicylic acid Safety Profile

Hazard Codes: Xi, Xn
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 26-37/39-36
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.
S36:Wear suitable protective clothing.
WGK Germany: 3
HazardClass: IRRITANT

4-Chlorosalicylic acid Specification

4-Chlorosalicylic acid (CAS NO.5106-98-9) is also named as 2-Hydroxy-4-chlorobenzoic acid ; 4-Chloro-2-hydroxybenzoic acid ; AI3-34238 ; NSC 15816 ; Benzoic acid, 4-chloro-2-hydroxy- ; Salicylic acid, 4-chloro- (8CI) . 4-Chlorosalicylic acid (CAS NO.5106-98-9) is off-white to light beige powder.

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Conditions	Yield
With pyridine; water; potassium carbonate; copper for 0.25h; sonication;	95%
With pyridine; copper; potassium carbonate In water for 2h; Heating;	88%
With copper(l) iodide; copper; potassium carbonate at 180℃; under 7355.08 Torr;
With barium dihydroxide; water; copper at 160 - 170℃;
Stage #1: 2,4 dichlorobenzoic acid With sodium carbonate In water at 50 - 75℃; Stage #2: trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(II) sulfate at 100℃; for 4h; Stage #3: With hydrogenchloride In water at 20℃; Product distribution / selectivity;

Conditions	Yield
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; under 760.051 Torr; for 15h;	78%
With sulfuric acid; acetic acid at 60 - 70℃; bei der elektrolytischen Oxydation;

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;	100%
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	92%
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	92%

Conditions	Yield
With potassium carbonate In acetone for 18h; Heating / reflux;	100%
With potassium carbonate In N,N-dimethyl-formamide	66%
With sodium hydride In N,N-dimethyl-formamide at 0 - 60℃; for 2.16667h;
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; for 2h;

Conditions	Yield
With sulfuric acid for 18h; Inert atmosphere; Reflux;	98%
With sulfuric acid for 18h; Reflux; Inert atmosphere;	98%
With thionyl chloride for 3h; Reflux;	95%

Conditions	Yield
With sodium tetrahydroborate; Trimethyl borate; dimethyl sulfate In tetrahydrofuran at 20℃; for 4.5h;	97%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 40℃; for 4.16667h;	95%
With dimethylsulfide borane complex In tetrahydrofuran at 0℃; for 16.5h; Heating / reflux;	83%

Conditions	Yield
With phosphorus trichloride In chlorobenzene for 3h; Heating;	95%
With phosphorus trichloride In chlorobenzene Reflux;

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 18h;	95%
In N-methyl-acetamide	77.4%
With potassium carbonate In acetone at 20℃; Reflux; Darkness;

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide for 0.25h; Heating;	93%
With Eaton’s reagent at 90℃; for 0.333333h;	41%

Conditions	Yield
With sulfuric acid In methanol	88.6%
With sulfuric acid In methanol	88.6%
With sulfuric acid In methanol
With hydrogenchloride In methanol
With sulfuric acid In methanol; diethyl ether; benzene

Conditions	Yield
Stage #1: 4-chlorosalicylic acid; acetic anhydride With triethylamine In tetrahydrofuran at 20℃; for 19h; Stage #2: With hydrogenchloride In water	85%
With sulfuric acid
With phosphoric acid

Conditions	Yield
With phosphorus trichloride In chlorobenzene for 0.333333h; Reflux; Microwave irradiation;	85%
With phosphorus trichloride Microwave irradiation;
With phosphorus trichloride In chlorobenzene Microwave irradiation;
With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation;

Conditions	Yield
With phosphorus trichloride In chlorobenzene Microwave irradiation;	82%
	55.8%
With pyridine; phosphorus trichloride In toluene Inert atmosphere; Reflux;	52%
With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation;
With phosphorus trichloride In 5,5-dimethyl-1,3-cyclohexadiene for 5h; Reflux;

Conditions	Yield
With phosphorus trichloride In chlorobenzene for 0.416667h; Microwave irradiation;	80%
	57.2%

Conditions	Yield
With dipotassium hydrogenphosphate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; silver(I) acetate; XPhos In 2,2,2-trifluoroethanol at 140℃; for 24h; Sealed tube;	80%
With dipotassium hydrogenphosphate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate In 2,2,2-trifluoroethanol at 140℃; for 24h;	76%

Product Name

4-Chlorosalicylic acid

Synthetic route

4-Chlorosalicylic acid Chemical Properties

4-Chlorosalicylic acid Uses

4-Chlorosalicylic acid Safety Profile

4-Chlorosalicylic acid Specification

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