4-(Chlorosulfonyl)benzoic acid supplier

Name
Benzoic acid,4-(chlorosulfonyl)-
EINECS 233-367-2
CAS No. 10130-89-9
Article Data16
CAS DataBase
Density 1.591g/cm3
Solubility Reacts with water.
Melting Point 230 °C
Formula C₇H₅ClO₄S
Boiling Point 379.1 °C at 760 mmHg
Molecular Weight 220.633
Flash Point 183.1 °C
Transport Information UN 3261
Appearance off-white to beige powder
Safety 8-45-36/37/39-26
Risk Codes 34-29-22
Molecular Structure
Hazard Symbols C
Synonyms Benzoicacid, p-(chlorosulfonyl)- (6CI,7CI,8CI);4-Carboxybenzenesulfonyl chloride;4-Carboxyphenylsulfonyl chloride;NSC191087;p-(Chlorosulfonyl)benzoic acid;p-Carboxybenzenesulfonyl chloride;
PSA 79.82000
LogP 2.39310

Synthetic route

: 5399-63-3
potassium p-carboxybenzenesulfonate

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid at 20 - 30℃;	92%
With chlorosulfonic acid for 6h;	81%
With chlorosulfonic acid at 30℃;

: 150-13-0
4-amino-benzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
Stage #1: 4-amino-benzoic acid With hydrogenchloride In water at 30 - 50℃; for 1h; Sandmeyer reaction; Stage #2: With sodium nitrite In water at -5 - 0℃; for 0.916667h; Sandmeyer reaction; Stage #3: With thionyl chloride; water; copper(l) chloride at -5 - 0℃; for 2.83333h; Sandmeyer reaction;	81.1%

: 138-41-0
4-(aminosulfonyl)-benzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With pyrylium tetrafluoroborate; magnesium chloride In tert-butyl alcohol at 60℃; for 3h;	69%

: 98-59-9
p-toluenesulfonyl chloride

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With chromium(VI) oxide; acetic anhydride; acetic acid at 20 - 40℃; for 2h;	55%
With ozone; cobalt(III) acetate In acetic acid at 100℃; for 6h; Product distribution; other time, other concentration of catalyzator;
With chromium(VI) oxide; acetic anhydride; acetic acid at 40 - 45℃;

: 104-15-4
toluene-4-sulfonic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
Stage #1: toluene-4-sulfonic acid With potassium permanganate; potassium hydroxide In water at 80℃; Stage #2: With chlorosulfonic acid at 25℃; for 2h;	20%
Multi-step reaction with 2 steps 1: potassium hydroxide; potassium permanganate; water / Reflux 2: chlorosulfonic acid / 6 h View Scheme

: 17405-00-4
4-carboxybenzenediazonium chloride

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With sulfur dioxide; copper(l) chloride

: 7790-94-5
chlorosulfonic acid

: 636-78-2
4-sulphobenzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
at 100℃; wasserfreie Mononatriumsalz;

anhydrous monosodium salt of/the/ 4-sulfo-benzoic acid: anhydrous monosodium salt of/the/ 4-sulfo-benzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid at 100℃;

monosodium-salt of/the/ 4-sulfo-benzoic acid: monosodium-salt of/the/ 4-sulfo-benzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride

: 65-85-0
benzoic acid

: 10130-89-9
p-carboxyphenylsulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid at 120℃; for 1h; Inert atmosphere;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 7516-60-1
4-chlorosulfonylbenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide for 1h; Inert atmosphere; Reflux;	100%
With thionyl chloride
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 18h;

: 583025-98-3
7-amino-8-methoxy-1,2, 4, 5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 625814-13-3
7-(4-carboxybenzenesulfonylamino)-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h;	100%

: 1075749-49-3
C15H15NO4

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 1075749-52-8
C22H19NO8S

Conditions

Conditions	Yield
With pyridine	100%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 142-84-7
di-n-propylamine

: 57-66-9
4-[(dipropylamino)sulfonyl]benzoic acid

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 18h;	99%
With sodium hydrogencarbonate In water; acetone at 25℃; Schotten-Baumann Reaction; Flow reactor;	78%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 124-40-3
dimethyl amine

: 1206-37-7
4-<(Dimethylamino)sulfonyl>benzoic Acid

Conditions

Conditions	Yield
In water	99%
In tetrahydrofuran at 0 - 20℃;	57%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 455-26-5
4-carboxybenzenesulfonyl fluoride

Conditions

Conditions	Yield
With potassium hydrogen bifluoride In 1,4-dioxane; water at 20℃; for 0.5h; Inert atmosphere;	99%
With potassium hydrogen difluoride In tetrahydrofuran; water at 20℃; for 3h;	90%
With potassium hydrogenfluoride In 1,4-dioxane at 20℃; for 1h; Inert atmosphere;	87%
With potassium hydrogen difluoride In water; acetonitrile at 20℃;	82%
With potassium hydrogen difluoride In acetonitrile at 20℃; for 5h;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 137898-68-1
1-methyl-2-(1-piperazinyl)-1H-benzimidazole

: 1454676-39-1
4-[4-(1-methylbenzimidazol-2-yl)piperazin-1-yl]sulfonylbenzoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 72h;	99%
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃;	99%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 55745-83-0
2-piperazinobenzothiazole

: 4-(4-benzothiazol-2-yl-piperazin-1-sulfonyl)benzoic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃;	98%

: 67-56-1
methanol

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 69812-51-7
4-chlorosulfonyl-benzoic acid methyl ester

Conditions

Conditions	Yield
Stage #1: p-carboxyphenylsulfonyl chloride With thionyl chloride In dichloromethane for 2h; Reflux; Stage #2: methanol for 0.166667h; Cooling with ice;	96%
Stage #1: p-carboxyphenylsulfonyl chloride With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: methanol With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	86%
Stage #1: p-carboxyphenylsulfonyl chloride With thionyl chloride In dichloromethane for 1h; Reflux; Stage #2: methanol at 20℃; for 0.25h; Cooling with ice bath;	63%
Stage #1: p-carboxyphenylsulfonyl chloride With thionyl chloride In dichloromethane for 2h; Reflux; Stage #2: methanol for 0.166667h; Cooling with ice;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester

: 1251465-28-7
4-(4-tert-butoxycarbonylaminopiperidine-1-sulfonyl)benzoic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	96%
Stage #1: p-carboxyphenylsulfonyl chloride; (piperidin-4-yl)carbamic acid tert-butyl ester With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride In water	96%
With triethylamine In 1,4-dioxane for 3h; Reflux;	52%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 146504-07-6
tert-butyl ((1R,2R)-2-aminocyclohexyl)carbamate

: 1158078-82-0
C18H26N2O6S

Conditions

Conditions	Yield
In dichloromethane at 20℃;	95%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 62-53-3
aniline

: 6314-72-3
4-(N-phenyl)sulfamoylbenzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	93%
In tetrahydrofuran at 20℃; Inert atmosphere;	88%
With pyridine In tetrahydrofuran; dichloromethane at 0 - 20℃; for 4h;	88%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 57260-68-1
2-piperazin-1-yl-1H-benzoimidazole

: 4-[4(1H-benzimidazol-2-yl)-piperazin-1-sulfonyl]benzoic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃;	92%

: 14446-75-4, 32410-46-1, 32452-46-3, 35794-11-7
(3S,5R)-3,5-dimethylpiperidine

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: cis-4-((3,5-dimethylpiperidin-1-yl)sulfonyl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	90%
Stage #1: (3S,5R)-3,5-dimethylpiperidine With triethylamine In toluene at 20℃; for 0.25h; Stage #2: p-carboxyphenylsulfonyl chloride In toluene for 4h;	69%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 18107-18-1
diazomethyl-trimethyl-silane

: 69812-51-7
4-chlorosulfonyl-benzoic acid methyl ester

Conditions

Conditions	Yield
In methanol at 20℃; for 5h;	88%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 111-92-2
dibutylamine

: 547-35-3
4-(N,N-dibutylsulfamoyl)benzoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h;	87%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 76838-74-9
2-(3,4-dichlorophenoxy)aniline

: 1021363-46-1
4-[2-(3,4-dichlorophenoxy)phenylsulfamoyl]benzoic acid

Conditions

Conditions	Yield
With pyridine at 20℃;	87%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 141-43-5
ethanolamine

: 716358-48-4
4-{[(2-hydroxyethyl)amino]sulfonyl}benzoic acid

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water; ethyl acetate at 20℃; for 5h;	87%
With triethylamine In dichloromethane at 0 - 25℃; for 5h;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 1428855-42-8
(S)-4-(2-(2-aminoacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)-phenyl)ethyl)-3,5-dichloropyridine 1-oxide

: 1428848-28-5
(S)-4-(2-(2-(4-carboxyphenylsulfonamido)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

Conditions

Conditions	Yield
With pyridine at 20℃; for 4h;	87%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 1428846-73-4
(S)-4-(2-(2-aminoacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide hydrochloride

: 1428848-28-5
(S)-4-(2-(2-(4-carboxyphenylsulfonamido)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

Conditions

Conditions	Yield
In pyridine at 20℃; for 4h;	87%

: 100-02-7
4-nitro-phenol

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 666715-90-8
4-((4-nitrophenoxy)sulfonyl)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran at 20℃; for 2h; pH=Ca. 8 - Ca. 9;	86%
With sodium hydroxide; Tris-HCl buffer In tetrahydrofuran at 20℃; for 4h; pH=8 - 9;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 2688-84-8
2-phenoxyaniline

: 1013559-24-4
4-(2-phenoxy-phenylsulfamoyl)-benzoic acid

Conditions

Conditions	Yield
Stage #1: p-carboxyphenylsulfonyl chloride; 2-phenoxyaniline With pyridine at 20℃; Stage #2: With hydrogenchloride In water	85.5%
In pyridine at 20℃; Cooling with ice; Inert atmosphere;	85.5%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 862118-75-0
2-(2-benzofuran-2-yl-1H-indol-3-yl)-ethylamine

: 880148-07-2
4-[2-(2-benzofuran-2-yl-1H-indol-3-yl)-ethylsulfamoyl]-benzoic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane	85%
With triethylamine In dichloromethane at 0 - 20℃; for 3.5h;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 111628-39-8
2-(1-piperazinyl)-1,3-benzoxazole

: 4-(4-benzoxazol-2-yl-piperazin-1-sulfonyl)benzoic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃;	85%

: 110-89-4
piperidine

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 10252-83-2
4-(piperidin-1-ylsulfonyl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	84%
Stage #1: piperidine; p-carboxyphenylsulfonyl chloride With triethylamine In dichloromethane at 20℃; for 18h; Stage #2: With sodium hydrogencarbonate In dichloromethane; water Stage #3: With hydrogenchloride; water In dichloromethane pH=2;	65%
Stage #1: piperidine With triethylamine In toluene at 20℃; for 0.25h; Stage #2: p-carboxyphenylsulfonyl chloride In toluene for 4h;	60%
In methanol at 0 - 20℃; for 3h;
With triethylamine In dichloromethane at 20℃; for 16h;

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 69812-51-7
4-chlorosulfonyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride In methanol; 1,1-dichloroethane; water	84%
In methanol; thionyl chloride
Multi-step reaction with 2 steps 1: thionyl chloride / dichloromethane / 2 h / 80 °C 2: 2 h / 0 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 2,2,2-trifluoro-N-(2-phenylcyclopropyl)-N-(piperidin-4-ylmethyl)acetamide

: 4-((4-(((tert-butoxycarbonyl)(2-phenylcyclopropyl)amino)methyl)piperidin-1-yl)sulfonyl)benzoic acid

Conditions

Conditions	Yield
Stage #1: p-carboxyphenylsulfonyl chloride; 2,2,2-trifluoro-N-(2-phenylcyclopropyl)-N-(piperidin-4-ylmethyl)acetamide With triethylamine In dichloromethane at 0 - 20℃; for 2h; Stage #2: With water; lithium hydroxide In tetrahydrofuran at 20℃; for 3h; Stage #3: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 2h;	84%

...Expand

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 768-52-5
N-Isopropylaniline

: 4-(N-isopropyl-N-phenylsulfamoyl)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	84%

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 74-89-5
methylamine

: 10252-63-8
4-methylsulfamoyl-benzoic acid

Conditions

Conditions	Yield
In dichloromethane at 20℃;	82%
With ammonia In water; ethyl acetate at 0℃; for 0.5h;	59%

4-(Chlorosulfonyl)benzoic acid Specification

The 4-(Chlorosulfonyl)benzoic acid, with the CAS registry number 10130-89-9 and EINECS registry number 233-367-2, has the systematic name of 4-(chlorosulfonyl)benzoic acid. It belongs to the following product categories: Organic Building Blocks; Sulfonyl Halides; Sulfur Compounds. And the molecular formula of the chemical is C₇H₅ClO₄S.

The characteristics of 4-(Chlorosulfonyl)benzoic acid are as followings: (1)ACD/LogP: 2.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.22; (4)ACD/LogD (pH 7.4): -1.01; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.55; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 68.82 Å²; (13)Index of Refraction: 1.588; (14)Molar Refractivity: 46.67 cm³; (15)Molar Volume: 138.6 cm³; (16)Polarizability: 18.5×10^-24cm³; (17)Surface Tension: 58 dyne/cm; (18)Density: 1.591 g/cm³; (19)Flash Point: 183.1 °C; (20)Enthalpy of Vaporization: 66.15 kJ/mol; (21)Boiling Point: 379.1 °C at 760 mmHg; (22)Vapour Pressure: 2.02E-06 mmHg at 25°C.

Uses of 4-(Chlorosulfonyl)benzoic acid: It can react with dimethylamine to produce 4-dimethylsulfamoyl-benzoic acid. This reaction will need reagent H₂O, and the yield is about 99%.

You should be cautious while dealing with this chemical. It may cause burns, and will liberate toxic gas if contact with water. It also harmful if swallowed. Therefore, you had better take the following instructions: Keep container dry; Wear suitable protective clothing, gloves and eye/face protection; In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=S(Cl)(=O)c1ccc(C(=O)O)cc1
(2)InChI: InChI=1/C7H5ClO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
(3)InChIKey: PTCSSXYPZOFISK-UHFFFAOYAT

Product Name

Benzoic acid,4-(chlorosulfonyl)-

Synthetic route

4-(Chlorosulfonyl)benzoic acid Specification

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