3-Mercaptobenzoic acid supplier

Name
3-MERCAPTOBENZOIC ACID
EINECS
CAS No. 4869-59-4
Article Data26
CAS DataBase
Density 1.345 g/cm³
Solubility
Melting Point 144-147 °C(lit.)
Formula C₇H₆O₂S
Boiling Point 322.7 °C at 760 mmHg
Molecular Weight 154.189
Flash Point 149 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36/37/39-36
Risk Codes 36/37/38-41
Molecular Structure
Hazard Symbols Xi
Synonyms Benzoicacid, m-mercapto- (7CI,8CI);NSC 32021;m-Mercaptobenzoic acid;
PSA 76.10000
LogP 1.67350

Synthetic route

: 618-51-9
3-Iodobenzoic acid

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;	94%
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;	92%
Stage #1: 3-Iodobenzoic acid With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice;	91%

: 4025-64-3
3-Carboxybenzenesulfonyl chloride

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
Stage #1: 3-Carboxybenzenesulfonyl chloride With phosphorus; iodine In acetic acid at 100 - 110℃; for 0.5h; Stage #2: With water for 1.66667h; Heating / reflux;	92%
With phosphorus; water; iodine In acetic acid	91.7%
With triphenylphosphine In toluene for 0.166667h; Inert atmosphere; chemoselective reaction;	73%

: 110-86-1
pyridine

: 1227-49-2
3,3'-dithiobis-benzoic acid

A: 4869-59-4
3-mercapto benzoic acid

B: 1234-18-0
NSC 342015

...Expand

: 1227-49-2
3,3'-dithiobis-benzoic acid

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

A: 4869-59-4
3-mercapto benzoic acid

B: 1234-18-0
NSC 342015

...Expand

: 1227-49-2
3,3'-dithiobis-benzoic acid

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; zinc
With sodium hydroxide at 18℃;
With water; triphenylphosphine In tetrahydrofuran at 20℃; for 1h;

: 861306-71-0
3-p-tolyldisulfanyl-benzoic acid

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

A: 103-19-5
di(p-tolyl) disulfide

B: 4869-59-4
3-mercapto benzoic acid

...Expand

: 861306-71-0
3-p-tolyldisulfanyl-benzoic acid

A: 103-19-5
di(p-tolyl) disulfide

B: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; sodium carbonate

: 140-89-6
potassium ethyl xanthogenate

: 99-05-8
meta-aminobenzoic acid

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water; sodium nitrite Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;

: 1227-49-2
3,3'-dithiobis-benzoic acid

: 62-53-3
aniline

A: 4869-59-4
3-mercapto benzoic acid

B: 1234-18-0
NSC 342015

...Expand

: 535-80-8
3-chlorobenzoate

A: 1074-36-8
4-mercaptobenzoic acid

B: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate; sulfur 1.) 360 deg C, NaOH-KOH melt, 3 min.; 2.) water; Yield given. Multistep reaction. Yields of byproduct given;

dichloride of/the/ benzoic acid sulfonic acid-(3): dichloride of/the/ benzoic acid sulfonic acid-(3)

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 86119-84-8, 7664-38-2
phosphoric acid

: 4025-64-3
3-Carboxybenzenesulfonyl chloride

phosphorus: phosphorus

potassium iodide: potassium iodide

: 4869-59-4
3-mercapto benzoic acid

...Expand

: 861306-71-0
3-p-tolyldisulfanyl-benzoic acid

natrium carbonate: natrium carbonate

A: 103-19-5
di(p-tolyl) disulfide

B: 4869-59-4
3-mercapto benzoic acid

...Expand

: 3-(3-oxo-1,3-diphenyl-propylsulfanyl)-benzoic acid

aqueous sodium carbonate: aqueous sodium carbonate

A: 4869-59-4
3-mercapto benzoic acid

B: 614-47-1
1,3-diphenyl-propen-3-one

...Expand

: 65-85-0
benzoic acid

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85.6 percent / chlorosulfonic acid / 2 h / 120 - 125 °C 2: 91.7 percent / red phosphorus, iodine, water / acetic acid View Scheme
Multi-step reaction with 2 steps 1: chlorosulfonic acid / 125 °C 2: zinc dust; concentrated hydrochloric acid; alcohol View Scheme

: 15451-00-0
3-sulfinobenzoic acid

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated hydriodic acid; sulfuric acid; water 2: p-tolyl mercaptan; alcohol 3: natrium carbonate; NaOH-solution View Scheme

: 1234-18-0
NSC 342015

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-tolyl mercaptan; alcohol 2: natrium carbonate; NaOH-solution View Scheme

: 1012060-97-7
C11H12O3S2

: 4869-59-4
3-mercapto benzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 18h;

: 67-56-1
methanol

: 4869-59-4
3-mercapto benzoic acid

: 72886-42-1
methyl 3-sulfanylbenzoate

Conditions

Conditions	Yield
With hydrogenchloride for 4h; Esterification; Heating;	100%
Stage #1: methanol; 3-mercapto benzoic acid With sulfuric acid at 0 - 20℃; for 20h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate	85.9%
With sulfuric acid for 4h; Reflux;	77%

: 4869-59-4
3-mercapto benzoic acid

: 121-44-8
triethylamine

: triethylammonium hemi(3,3'-disulfanediyldibenzoate)

Conditions

Conditions	Yield
With air In tetrahydrofuran at 50℃; for 12h;	100%

: 1241507-32-3
6-iodo-3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridine

: 4869-59-4
3-mercapto benzoic acid

: 1241507-33-4
3-{3-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl}-benzoic acid

Conditions

Conditions	Yield
With caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In N,N-dimethyl-formamide at 90℃; for 24h; Inert atmosphere;	100%

: 4869-59-4
3-mercapto benzoic acid

: 111-46-6
diethylene glycol

: di(ethylene glycol) bis(3-mercaptobenzoate)

Conditions

Conditions	Yield
With sulfuric acid In toluene for 6h; Heating / reflux;	99%

: 4869-59-4
3-mercapto benzoic acid

: tert-butyl (Z)-(4-bromo-3-fluorobut-2-en-1-yl)carbamate

: (Z)-3-((4-((tert-butoxycarbonyl)amino)-2-fluorobut-2-en-1-yl)thio)benzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;	99%

: 4869-59-4
3-mercapto benzoic acid

: 74-88-4
methyl iodide

: 90721-40-7
3-methanesulfanyl benzoic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone	98%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 1h;	96%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 1h;	96%

: 1313802-49-1
1-(3-(bromomethyl)phenyl)-4-phenyl-1H-indole

: 4869-59-4
3-mercapto benzoic acid

: 1313802-50-4
3-(3-(4-phenyl-1H-indol-1-yl)benzylthio)benzoic acid

Conditions

Conditions	Yield
Stage #1: 3-mercapto benzoic acid With sodium hydroxide In tetrahydrofuran; water at 100℃; for 0.0833333h; Stage #2: 1-(3-(bromomethyl)phenyl)-4-phenyl-1H-indole In tetrahydrofuran; water at 20℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water	98%
Stage #1: 3-mercapto benzoic acid With sodium hydroxide In water at 100℃; for 0.0833333h; Stage #2: 1-(3-(bromomethyl)phenyl)-4-phenyl-1H-indole In tetrahydrofuran; water at 25℃; for 16h;	98%

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

: 4869-59-4
3-mercapto benzoic acid

: 323191-90-8
3-S-(t-butoxycarbonyl)mercaptobenzoic acid

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃;	97%

: 4869-59-4
3-mercapto benzoic acid

: 67-63-0
isopropyl alcohol

: diisopropyl 3,3’-dithiobisbenzoate

Conditions

Conditions	Yield
With thionyl chloride at 80℃; for 168h;	97%

: 4073-59-0
bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinan-2-yl)disulfide

: 4869-59-4
3-mercapto benzoic acid

: C12H15O4PS3

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.0833333h; Solvent;	96%

: 4869-59-4
3-mercapto benzoic acid

: 75-03-6
ethyl iodide

: 5537-74-6
3-ethylsulfanylbenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 15h;	96%

: 104-76-7
2-Ethylhexyl alcohol

: 4869-59-4
3-mercapto benzoic acid

: 86705-33-1
2-ethylhexyl 3-mercaptobenzoate

Conditions

Conditions	Yield
With sulfuric acid In toluene for 6h; Heating / reflux;	95%

: 33924-45-7
2-bromo-4-chlorobenzyl bromide

: 4869-59-4
3-mercapto benzoic acid

: 3-[(2-bromo-4-chlorophenyl)methylsulfanyl]benzoic acid

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 45℃; for 20h;	95%

: 4869-59-4
3-mercapto benzoic acid

: 540-51-2
2-bromoethanol

: 3-[(2-hydroxyethyl)sulfanyl]benzoic acid

Conditions

Conditions	Yield
With sodium hydride In ethanol at 20℃; for 2h;	94%

: 4869-59-4
3-mercapto benzoic acid

: {FeBd2(BrGm)(BF)2}2

: {FeBd2((meta-HOOCC6H4S)Gm)(BF)2}2

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 0.5h; Inert atmosphere;	92%
With triethylamine In N,N-dimethyl-formamide for 0.5h; Inert atmosphere;	92%

: 49763-41-9
(tricyclohexylphosphine)gold(I) chloride

: 4869-59-4
3-mercapto benzoic acid

: C25H38AuO2PS

Conditions

Conditions	Yield
With sodium hydroxide In water; acetonitrile at 50℃;	91%

: 4869-59-4
3-mercapto benzoic acid

: 174258-32-3
4-{[3-(chloromethyl)phenoxy]methyl}-5-methyl-2-phenyl-1,3-oxazole

: 3-[3-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzylthio]benzoic acid

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 1 - 30℃; for 1h;	90%

: 4869-59-4
3-mercapto benzoic acid

: 100-51-6
benzyl alcohol

: 60739-40-4
3-(benzylthio)benzoic acid

Conditions

Conditions	Yield
With water; palladium diacetate; sodium 3-(diphenylphosphanyl)benzenesulfonate at 120℃; for 24h; chemoselective reaction;	90%
With tris-(dibenzylideneacetone)dipalladium(0) In water at 120℃; for 16h; Sealed tube;	80%

: 4869-59-4
3-mercapto benzoic acid

: 622-95-7
4-chlorobenzyl bromide

: 1367928-40-2
3-((4-chlorobenzyl)thio)benzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water for 24h; Reflux;	90%
Stage #1: 3-mercapto benzoic acid; 4-chlorobenzyl bromide With potassium hydroxide In ethanol; water for 20h; Reflux; Stage #2: With potassium hydroxide In ethanol; water for 4h; Reflux;	90%

: chloroauric acid

: 4869-59-4
3-mercapto benzoic acid

: Au25(1-)*18C7H5O2S(1-)

Conditions

Conditions	Yield
Stage #1: chloroauric acid; 3-mercapto benzoic acid With sodium hydroxide In water for 2h; Stage #2: With carbon monoxide In water for 72h; pH=11.6;	90%

: 4869-59-4
3-mercapto benzoic acid

: 1129-28-8
3-methoxycarbonylbenzyl bromide

: 3-(3-(methoxycarbonyl)benzylthio)benzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 16h;	90%

: 4869-59-4
3-mercapto benzoic acid

: 83794-86-9
3-mercaptobenzyl alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 6h; Heating;	89%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	22%
Multi-step reaction with 4 steps 1: 1.) bromine, 2.) potassium carbonate / 1.) dichloromethane, irradiated, 2.75 h, 2.) water, 5-12 deg C, 30 min; 12 deg C, 40 min. 2: sodium borohydride, boron trifluoride etherate / tetrahydrofuran / 5 h / 10 - 15 °C 3: 78.4 percent / sodium hydroxide; HCl / methanol; H2O / 1 h / Heating 4: 92 percent / dry hydrogen bromide / tetrahydrothiophene 1,1-dioxide / 3 h / 15 °C View Scheme

: [tris(μ-1,2-dichloro-1,2-ethanedionedioximato-O:O')di-n-butyldiboronato-2]-N-N1,N2,N3,N4,N5-iron(II)

: 4869-59-4
3-mercapto benzoic acid

: Fe((meta-HOOCC6H4S)2C2N2O2)3(B(n-C4H9))2

Conditions

Conditions	Yield
With triethyl amine In dichloromethane under Ar; Fe compd. and proper benzoic acid dissolved in CH2Cl2, soln. of Et3N in CH2Cl2 added dropwise, stirred (24 h); flash chromy. (SiO2, CH2Cl2-DMF 2:1, then DMF), pptd. (Et2O-hexane), washed (hexane), dried (vac.); elem. anal.;	89%

: 78-77-3
Isobutyl bromide

: 4869-59-4
3-mercapto benzoic acid

: 3-(isobutylthio)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 60℃; for 12h;	89%

: 4869-59-4
3-mercapto benzoic acid

: 108-24-7
acetic anhydride

: 90887-44-8
3-(acetylthio)benzoic acid

Conditions

Conditions	Yield
Stage #1: 3-mercapto benzoic acid; acetic anhydride With sodium hydroxide In water at 0℃; for 1h; Stage #2: With hydrogenchloride In water	88%
With sodium hydroxide In water at 0℃; for 1h;	88%
With sodium hydroxide at 0℃; for 1h;	88%

: 4869-59-4
3-mercapto benzoic acid

: 106-95-6
allyl bromide

: 864148-06-1
3-allylsulfanyl-benzoic acid allyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 0.5h;	86%

: 4869-59-4
3-mercapto benzoic acid

: 54670-78-9
(5-Bromo-thiazol-2-yl)-pyridin-2-yl-amine

: 439579-07-4
3-[2-(pyridin-2-ylamino)-thiazol-5-ylsulfanyl]-benzoic acid

Conditions

Conditions	Yield
With sodium methylate In methanol	86%
With sodium methylate In methanol at 52℃;

3-Mercaptobenzoic acid Specification

This chemical is called Benzoic acid, 3-mercapto-, and its systematic name is 3-sulfanylbenzoic acid. With the molecular formula of C₇H₆O₂S, its molecular weight is 154.19. The CAS registry number of this chemical is 4869-59-4. Additionally, its product categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic Acids; Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds; Organic Building Blocks; Thiols / Mercaptans.

Other characteristics of the chemical can be summarised as followings: (1)ACD/LogP: 2.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.64; (4)ACD/LogD (pH 7.4): -1.34; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 9.49; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 51.6 Å²; (13)Index of Refraction: 1.641; (14)Molar Refractivity: 41.35 cm³; (15)Molar Volume: 114.5 cm³; (16)Polarizability: 16.39×10^-24cm³; (17)Surface Tension: 59.2 dyne/cm; (18)Density: 1.345 g/cm³; (19)Flash Point: 149 °C; (20)Enthalpy of Vaporization: 59.6 kJ/mol; (21)Boiling Point: 322.7 °C at 760 mmHg; (22)Vapour Pressure: 0.000113 mmHg at 25°C.

Production method of this chemical: The Benzoic acid, 3-mercapto- could be obtained by the reactant of 3-chlorosulfonyl-benzoic acid. This reaction needs the reagent of zinc-powder
aqueous sulfuric acid, benzene.

Uses of this chemical: The Benzoic acid, 3-mercapto- could react with methanol, and obtain the 3-mercapto-benzoic acid methyl ester. This reaction needs the reagent of HCl(g). The yield is 100 %. In addition, this reaction should be taken for 4 hours. The other condition is heating.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(O)c1cc(S)ccc1
2.InChI: InChI=1/C7H6O2S/c8-7(9)5-2-1-3-6(10)4-5/h1-4,10H,(H,8,9)
3.InChIKey: RSFDFESMVAIVKO-UHFFFAOYAJ

Product Name

3-MERCAPTOBENZOIC ACID

Synthetic route

3-Mercaptobenzoic acid Specification

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