5106-98-9

Basic information

• Product Name: 4-Chlorosalicylic acid
• Synonyms: 4-CHLORO-2-HYDROXYBENZOIC ACID;4-CSA;4-CHLOROSALICYLIC ACID;4-Chlorosalicylic Acid/4-Chloro-2-hydroxybenzoic acid;Carnitine Tararate;4-CHLOROSALICYLIC ACI;4-Choro-2-hydroxy benzoic acid;4-ChlorosalicylicAcid97%
• CAS NO: 5106-98-9
• Molecular Formula: C₇H₅ClO₃
• Molecular Weight: 172.57
• 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;API Intermediate;Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 5106-98-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 210-212 °C(lit.)
• Boiling Point: 244.67°C (rough estimate)
• Flash Point: 148 °C
• Appearance: Off-white to light beige/Powder
• Density: 1.3766 (rough estimate)
• Vapor Pressure: 0.000126mmHg at 25°C
• Refractive Index: 1.4580 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.71±0.10(Predicted)
• Water Solubility: slightly soluble
• BRN: 2209125
• CAS DataBase Reference: 4-Chlorosalicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorosalicylic acid(5106-98-9)
• EPA Substance Registry System: 4-Chlorosalicylic acid(5106-98-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5106-98-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 5106-98-9 differently. You can refer to the following data:
1. 4-Chlorosalicylic Acid is a metabolite of the herbicide Benthiocarb. 4-Chlorosalicylic Acid shows antifungal activity.
2. 4-Chlorosalicylic acid was used in sensitive spectrofluorometric determination of terbium in mixed rare earths. It was used in preparation of poly(4-chlorosalicylic acid-formaldehyde) via condensation with formaldehyde.

Biochem/physiol Actions

4-Chlorosalicylic acid shows potent antibacterial activity against Escherichia coli.

InChI:InChI=1/C7H5ClO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,(H,10,11)/p-1

Synthetic route

2,4 dichlorobenzoic acid (50-84-0) → 4-chlorosalicylic acid (5106-98-9)

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;

para-chlorobenzoic acid (74-11-3) → 4-chlorosalicylic acid (5106-98-9)

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;

3-monochlorophenol (108-43-0) + sodium ethyl carbonate (17201-44-4) → 4-chlorosalicylic acid (5106-98-9)

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

(E)-1-(4-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one (135251-11-5) → 4-chlorosalicylic acid (5106-98-9)

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) → 4-chlorosalicylic acid (5106-98-9)

2,4 dichlorobenzoic acid (50-84-0) + sodium methylate (124-41-4) → 4-chlorosalicylic acid (5106-98-9) + 2-chloro-4-hydroxybenzoic acid (56363-84-9)

Conditions	Yield
at 183℃;

2,4 dichlorobenzoic acid (50-84-0) → 4-chlorosalicylic acid (5106-98-9) + 2-chloro-4-hydroxybenzoic acid (56363-84-9)

Conditions	Yield
With methanol; sodium methylate at 183℃;

2-amino-4-chlorobenzamide (5900-59-4) → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
With cis-nitrous acid

2-methoxy-4-chlorobenzoic acid (57479-70-6) → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
With hydrogen iodide

4-Aminosalicylic acid (65-49-6) → 4-chlorosalicylic acid (5106-98-9)

phosgene (75-44-5) + 3-monochlorophenol (108-43-0) → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
Yield given. Multistep reaction;

N-(4-chloro-2-hydroxybenzoyl)-2-methylalanine (129973-06-4) → 4-chlorosalicylic acid (5106-98-9)

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

dipotassium 4-chlorosalicyl sulphate (87962-96-7) → 4-chlorosalicylic acid (5106-98-9)

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

sulfuric acid (7664-93-9) + acetic acid (64-19-7) + para-chlorobenzoic acid (74-11-3) + platinum anode → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
at 60 - 70℃; bei der elektrolytischen Oxydation;

3-monochlorophenol (108-43-0) + carbon dioxide (124-38-9) → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
With potassium carbonate at 210℃; under 36775.4 Torr;

carbon dioxide (124-38-9) + 3-chloro-phenol sodium → 4-chlorosalicylic acid (5106-98-9)

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

7-chloro-2.3-dimethyl-chromone → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
With sodium hydroxide

diazotized 4-amino-2-hydroxy-benzoic acid → 4-chlorosalicylic acid (5106-98-9)

Conditions	Yield
With hydrogenchloride; copper(l) chloride

diazotized 4-chloro-2-amino-benzoic acid → 4-chlorosalicylic acid (5106-98-9)

4-chloro-2-hydroxy-3-trimethylsilanyl-benzoic acid → 4-chlorosalicylic acid (5106-98-9)

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

carbon dioxide (124-38-9) + 1-chloro-3-(methoxymethoxy)benzene (91105-99-6) → 4-chlorosalicylic acid (5106-98-9) + 2-chloro-6-hydroxybenzoic acid (56961-31-0)

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;

4-chloro-2-methoxymethoxy-3-trimethylsilanyl-benzoic acid → 4-chlorosalicylic acid (5106-98-9)

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

3-monochlorophenol (108-43-0) → 4-chlorosalicylic acid (5106-98-9)

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

1-chloro-3-(methoxymethoxy)benzene (91105-99-6) → 4-chlorosalicylic acid (5106-98-9)

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

[2-chloro-6-(methoxymethoxy)phenyl]trimethylsilane (851341-60-1) → 4-chlorosalicylic acid (5106-98-9)

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

2-(4-chlorobenzoylamino)-2-methylpropionic acid (129973-02-0) → 4-chlorosalicylic acid (5106-98-9)

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

4-chloro-benzoyl chloride (122-01-0) → 4-chlorosalicylic acid (5106-98-9)

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

4-chloro-2-nitrobenzonitrile (34662-32-3) → 4-chlorosalicylic acid (5106-98-9)

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

4-Chloro-2-nitroaniline (89-63-4) → 4-chlorosalicylic acid (5106-98-9)

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

4-chlorosalicylic acid (5106-98-9) + methyl iodide (74-88-4) → methyl 4-chloro-2-hydroxybenzoate (22717-55-1)

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%

4-chlorosalicylic acid (5106-98-9) + ethyl iodide (75-03-6) → 4-chloro-2-ethoxybenzoic acid ethyl ester (472809-12-4)

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;

methanol (67-56-1) + 4-chlorosalicylic acid (5106-98-9) → methyl 4-chloro-2-hydroxybenzoate (22717-55-1)

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%

4-chlorosalicylic acid (5106-98-9) → 4-chloro-2-hydroxybenzyl alcohol (64917-81-3)

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%

4-chlorosalicylic acid (5106-98-9) + 4-chlorobenzylamine (104-86-9) → 4-chloro-N-(4-chlorobenzyl)salicylamide (610320-57-5)

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

4-chlorosalicylic acid (5106-98-9) + methyl iodide (74-88-4) → methyl 2-methoxy-4-chlorobenzoate (78955-90-5)

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;

dichloromethane (75-09-2) + 4-chlorosalicylic acid (5106-98-9) → 7-chloro-4H-benzo[d][1,3]dioxin-4-one (1591954-03-8)

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

3,5-dihydroxyphenol (108-73-6) + 4-chlorosalicylic acid (5106-98-9) → 6-chloro-1,3-dihydroxy-9H-xanthen-9-one (61101-89-1)

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

2,2,2-trifluoroethanol (75-89-8) + 4-chlorosalicylic acid (5106-98-9) → C9H6ClF3O3

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

C20H15N2PS2 (89430-08-0) + 4-chlorosalicylic acid (5106-98-9) → 7-chloro-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one

Conditions	Yield
In dichloromethane	90%

1,1-bis(4-fluorophenyl)-3-phenylprop-2-yn-1-ol (1000679-96-8) + 4-chlorosalicylic acid (5106-98-9) → 2-[2,2-di(4-fluorophenyl)ethenyl]-2-phenyl-7-chloro-2H,4H-1,3-benzodioxin-4-one

Conditions	Yield
In toluene for 10h; Reflux;	89%

4-chlorosalicylic acid (5106-98-9) → methyl 4-chloro-2-hydroxybenzoate (22717-55-1)

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

4-chlorosalicylic acid (5106-98-9) + 4-phenyl-3-butyne-2-one (1817-57-8) → 7-chloro-2-(2-oxopropyl)-2-phenyl-4H-benzo[d][1,3]dioxin-4-one

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

4-methylphenylglyoxal (1075-47-4) + 4-chlorosalicylic acid (5106-98-9) + isooctyl isocyanoacetate + benzylamine (100-46-9) → C34H41ClN2O6

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%

4-chlorosalicylic acid (5106-98-9) + acetic anhydride (108-24-7) → 2-carboxy-5-chlorophenyl acetate (17336-08-2)

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

4-chlorosalicylic acid (5106-98-9) + 3-trifluoromethylaniline (98-16-8) → 4-chloro-2-hydroxy-N-[3-(trifluoromethyl)phenyl]benzamide (175903-29-4)

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;

1,1,3-triphenylprop-2-yn-1-ol (1522-13-0) + 4-chlorosalicylic acid (5106-98-9) → 2-2,2-(diphenylethenyl)-2-phenyl-7-chloro-2H,4H-1,3-benzodioxin-4-one

Conditions	Yield
In toluene for 10h; Reflux;	85%

tryptamine (61-54-1) + 4-chlorosalicylic acid (5106-98-9) → 4-chloro-2-hydroxy-N-[2-(1H-indol-3-yl)ethyl]benzamide

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%

4-chlorosalicylic acid (5106-98-9) + 4-methylphenylboronic acid (5720-05-8) → 3-hydroxy-4'-methyl-biphenyl-4-carboxylic acid

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

4-bromophenylglyoxal (5195-29-9) + hexan-1-amine (111-26-2) + 4-chlorosalicylic acid (5106-98-9) + n-heptyl isocyanoacetate → C31H42BrClN2O6

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%

2-Bromo-5-trifluoromethylaniline (454-79-5) + 4-chlorosalicylic acid (5106-98-9) → C14H8BrClF3NO2

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

4-chlorosalicylic acid (5106-98-9) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → N-(3,5-bis(trifluoromethyl)phenyl)-4-chloro-2-hydroxybenzamide

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;

4-chlorosalicylic acid (5106-98-9) + 2-amino-benzenethiol (137-07-5) → 2-(benzo[d]thiazol-2-yl)-5-chlorophenol (90481-40-6)

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

4-chlorosalicylic acid (5106-98-9) + 3,4-dichlorobenzyl amine (102-49-8) → 4-chloro-N-(3,4-dichlorobenzyl)salicylamide (610320-85-9)

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

4-chlorosalicylic acid (5106-98-9) + 3,5-Dichloroaniline (626-43-7) → 4-chloro-N-(3,5-dichlorophenyl)-2-hydroxybenzamide

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

3-bromo-1,1,1-trifluoroacetone (431-35-6) + 4-chlorosalicylic acid (5106-98-9) → C10H4ClF3O3

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%

4-chlorosalicylic acid (5106-98-9) + 3-bromoaniline (591-19-5) → N-(3-bromophenyl)-4-chloro-2-hydroxybenzamide (175903-18-1)

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;

5-chlorotryptamine (3764-94-1) + 4-chlorosalicylic acid (5106-98-9) → 4-chloro-N-[2-(5-chloro-1H-indol-3-yl)ethyl]-2-hydroxybenzamide

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%

Upstream product

• 50-84-0 2,4 dichlorobenzoic acid 
• 124-41-4 sodium methylate 
• 5900-59-4 2-amino-4-chlorobenzamide 
• 57479-70-6 2-methoxy-4-chlorobenzoic acid 
• 65-49-6 4-Aminosalicylic acid 
• 74-11-3 para-chlorobenzoic acid 
• 75-44-5 phosgene 
• 108-43-0 3-monochlorophenol 
• 129973-06-4 N-(4-chloro-2-hydroxybenzoyl)-2-methylalanine 
• 87962-96-7 dipotassium 4-chlorosalicyl sulphate 
• 135251-11-5 (E)-1-(4-chloro-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 124-38-9 carbon dioxide 

Downstream Products

• 64917-81-3 4-chloro-2-hydroxybenzyl alcohol 
• 42020-24-6 4-chloro-2,5-dihydroxybenzoic acid 
• 99359-98-5 4-chloro-5-dimethylaminomethyl-2-hydroxy-benzoic acid 
• 131253-32-2 3-chloro-2,4,6-tris-dimethylaminomethyl-phenol 
• 17336-08-2 2-carboxy-5-chlorophenyl acetate 
• 78955-90-5 methyl 4-chloro-2-methoxybenzoate 
• 58622-66-5 4-chloro-N-(3,4-dichlorophenyl)-2-hydroxybenzamide 
• 575-70-2 4-chloro-2-hydroxy-benzoic acid-(4-chloro-3-trifluoromethyl-anilide) 
• 22717-55-1 methyl 4-chloro-2-hydroxybenzoate 
• 61101-89-1 1,3-dihydroxy-6-chloro-9H-xanthone 
• 112767-59-6 Butyl 2-butoxy-4-chlorobenzoate 
• 87962-96-7 dipotassium 4-chlorosalicyl sulphate 
• 90481-40-6 2-(benzo[d]thiazol-2-yl)-5-chlorophenol 
• 14665-31-7 4-chloro-5-chlorosulfonyl-2-hydroxybenzoic acid 

Relevant articles and documents

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Carboxylation of o-, m-, and p-chlorophenols with sodium ethyl carbonate

The possibility for the synthesis of 5-chloro-2-hydroxybenzoic, 4-chloro-2-hydroxybenzoic, and 3-chloro-2-hydroxybenzoic acids via regioselective carboxylation of p-, m-, and o-chlorophenols, respectively, with sodium ethyl carbonate has been demonstrated

Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction

The enzyme catalyzed carboxylation of electron-rich phenol derivatives employing recombinant benzoic acid decarboxylases at the expense of bicarbonate as CO2 source is reported. In contrast to the classic Kolbe-Schmitt reaction, the biocatalytic equivalent proceeded in a highly regioselective fashion exclusively at the ortho-position of the phenolic directing group in up to 80% conversion. Several enzymes were identified, which displayed a remarkably broad substrate scope encompassing alkyl, alkoxy, halo and amino- functionalities. Based on the crystal structure and molecular docking simulations, a mechanistic proposal for 2,6-dihydroxybenzoic acid decarboxylase is presented.