4-Mercaptobenzoic acid supplier

Name
4-Mercaptobenzoic acid
EINECS 205-704-3
CAS No. 1074-36-8
Article Data39
CAS DataBase
Density 1.346 g/cm³
Solubility
Melting Point 215-224 °C(lit.)
Formula C₇H₆O₂S
Boiling Point 314.278 °C at 760 mmHg
Molecular Weight 154.189
Flash Point 143.871 °C
Transport Information
Appearance Cream colour crystalline solid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzoicacid, p-mercapto- (7CI,8CI);4-Carboxybenzenethiol;4-Carboxythiophenol;NSC 32022;p-Carboxybenzenethiol;p-Mercaptobenzoicacid;
PSA 76.10000
LogP 1.67350

Synthetic route

: 619-58-9
4-iodobenzoic acid

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere; Sealed tube;	99%
With sodiumsulfide nonahydrate; copper; ethane-1,2-dithiol In dimethyl sulfoxide at 100℃; for 20h; Inert atmosphere; Green chemistry;	99%
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;	94%
With copper(l) iodide; thiourea; L-proline; sodium t-butanolate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	90%
Stage #1: 4-iodobenzoic acid With copper(l) iodide; potassium carbonate; sulfur In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In N,N-dimethyl-formamide at 40℃; Inert atmosphere; Cooling with ice;	87%

: 13511-93-8
S-(4-carbomethoxyphenyl) N,N-dimethylthiocarbamate

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water for 3h; Heating;	97%
With potassium hydroxide In methanol; water	2.7 g
With potassium hydroxide In methanol

: 24197-62-4
S-acetyl-4-mercaptobenzoic acid

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With sodium thiomethoxide In methanol at 23℃; for 0.5h;	94%

: 53339-53-0
4-mercaptobenzyl alcohol

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether at 70℃; for 0.5h; Sonication;	94%
With oxygen at 120℃; for 16h; Green chemistry;	84%

: 586-76-5
4-Bromobenzoic acid

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; ethane-1,2-dithiol; potassium hydroxide In water; dimethyl sulfoxide at 110℃; for 20h; Inert atmosphere;	91%
Multi-step reaction with 2 steps 1: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; sulfur / water / 48 h / 80 °C / Inert atmosphere; Sealed tube 2: hydrogenchloride; zinc / water / Inert atmosphere; Cooling with ice View Scheme

: C11H12O3S2

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 18h;	78%

: 35190-68-2
dimethyl 4,4'-dithiobisbenzoate

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With acetic acid; zinc for 4h; Heating;	42%

: 1155-51-7
4,4'-Dithiobisbenzoic acid

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With acetic acid; zinc for 4h; Heating;	38%
With triphenylphosphine In 1,4-dioxane; water at 30℃; Rate constant;
With sodium carbonate; aluminium

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With acetic acid; zinc at 90 - 100℃;
With acetic acid; zinc

: 140-89-6
potassium ethyl xanthogenate

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

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water; sodium nitrite Erwaermen des Reaktionsprodukts mit aethanol. Kalilauge;
With hydrogenchloride; sodium hydroxide; sodium nitrite In water; acetic acid

: 106-53-6
para-bromobenzenethiol

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With n-butyllithium; diethyl ether anschliessendes Behandeln mit Kohlendioxid;

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

A: 1155-51-7
4,4'-Dithiobisbenzoic acid

B: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; potassium ethyl xanthogenate; sodium nitrite Yield given. Multistep reaction. Yields of byproduct given;

: C12H17N2O2S(1+)*I(1-)

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With buffer (pH=11) at 20℃;
With buffer (pH=11) at 20℃; Rate constant;

: 74-11-3
para-chlorobenzoic acid

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate; sulfur 1.) 340 deg C, NaOH-KOH melt, 3 min.; 2.) water; Yield given. Multistep reaction;

: 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;

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

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
(i) aq. HCl, NaNO2, (ii) potassium ethyl xanthate, (iii) KOH, EtOH; Multistep reaction;

: 1155-51-7
4,4'-Dithiobisbenzoic acid

iron powder: iron powder

concentrated natrium carbonate: concentrated natrium carbonate

: 1074-36-8
4-mercaptobenzoic acid

...Expand

: 7647-01-0
hydrogenchloride

: 10130-89-9
p-carboxyphenylsulfonyl chloride

: 64-19-7
acetic acid

zinc: zinc

: 1074-36-8
4-mercaptobenzoic acid

...Expand

: C18H15NO4S

A: 1074-36-8
4-mercaptobenzoic acid

B: 14533-86-9
methyl (E)-2-cyano-3-phenylprop-2-enoate

Conditions

Conditions	Yield
In [D3]acetonitrile; water-d2 Equilibrium constant;

: C17H14N2O3S

A: 1074-36-8
4-mercaptobenzoic acid

B: 709-79-5, 148238-27-1, 15795-18-3
(E)-2-cyano-3-phenylacrylamide

Conditions

Conditions	Yield
In [D3]acetonitrile; water-d2 Equilibrium constant;

: C17H13ClN2O3S

A: 1074-36-8
4-mercaptobenzoic acid

B: 15804-58-7
(E)-3-(2-chlorophenyl)-2-cyanoacrylamide

Conditions

Conditions	Yield
In [D3]acetonitrile; water-d2 Equilibrium constant;

: 91358-96-2
4-mercaptobenzaldehyde

: 1074-36-8
4-mercaptobenzoic acid

Conditions

Conditions	Yield
With potassium permanganate In water; acetonitrile

: 1155-51-7
4,4'-Dithiobisbenzoic acid

: Ac-GGRCGW-NH2

A: 1074-36-8
4-mercaptobenzoic acid

B: C38H56N14O13S2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. phosphate buffer; dimethyl sulfoxide / 0.5 h 2: pH 7.4 View Scheme

...Expand

: 70-18-8
GLUTATHIONE

: C35H45N11O9S2

A: 1074-36-8
4-mercaptobenzoic acid

B: C38H56N14O13S2

Conditions

Conditions	Yield
pH=7.4; chemoselective reaction;

...Expand

: C37H49N11O9S2

A: 1074-36-8
4-mercaptobenzoic acid

B: C30H45N11O7S

Conditions

Conditions	Yield
With GLUTATHIONE pH=7.4;

: 1074-36-8
4-mercaptobenzoic acid

: 170170-14-6
2,4-Diamino-5-ethylpyrrolo<2,3-d>pyrimidine

: 945452-29-9
4-[(2,4-diamino-5-ethyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)sulfanyl]benzoic acid

Conditions

Conditions	Yield
With iodine In ethanol; water Heating;	100%

: 1074-36-8
4-mercaptobenzoic acid

: 1155-51-7
4,4'-Dithiobisbenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-mercaptobenzoic acid With dihydrogen peroxide; triethylamine In methanol; water at 5 - 25℃; for 0.666667h; Stage #2: With hydrogenchloride In methanol; water at 5 - 25℃; for 1h;	99.5%
With iodine; triethylamine In ethanol for 16h;	98%
With manganese(II)carbonate; 3,4,5-trihydroxybenzoic acid; oxygen; sodium carbonate In water at 80℃; under 2250.23 Torr; for 4h; pH=9; Schlenk technique; Green chemistry;	98%

: 1074-36-8
4-mercaptobenzoic acid

: 4919-48-6
4,4'-dicarboxydiphenyl sulfide

Conditions

Conditions	Yield
With dihydrogen peroxide; triethylamine In methanol; water at 25℃; for 0.5h;	99.5%

: 895582-17-9
2-chloro-1-[(2-iodophenyl)methyl]-1H-benzo[d]imidazole

: 1074-36-8
4-mercaptobenzoic acid

: 895582-08-8
4-({1-[(2-iodophenyl)methyl]-1H-benzo[d]imidazol-2-yl}sulfanyl)benzene-1-carboxylic acid

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol Heating;	99%

: 1174738-27-2
cis-3-(piperidin-1-yl)cyclobutyl 4-bromobenzenesulfonate

: 1074-36-8
4-mercaptobenzoic acid

: 1174737-87-1
4-{[trans-3-(piperidin-1-yl)cyclobutyl]sulfanyl}benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-mercaptobenzoic acid With sodium thiosulfate In N,N-dimethyl-formamide for 1h; Molecular sieve; Stage #2: cis-3-(piperidin-1-yl)cyclobutyl 4-bromobenzenesulfonate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20 - 50℃; for 14h;	99%

: 1074-36-8
4-mercaptobenzoic acid

: 18870-11-6
2,5-dibromobenzene-1,4-dinitrile

: 4,4'-((2,5-dicyano-1,4-phenylene)bis(sulfanediyl))dibenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;	99%

: 1897-41-2
2,3,5,6-tetrachloroterephthalonitrile

: 1074-36-8
4-mercaptobenzoic acid

: 4,4',4'',4'''-((3,6-dicyanobenzene-1,2,4,5-tetrayl)tetrakis(sulfanediyl))-tetrabenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;	99%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 48h; Inert atmosphere;	35%

: 1074-36-8
4-mercaptobenzoic acid

: 108-24-7
acetic anhydride

: 24197-62-4
S-acetyl-4-mercaptobenzoic acid

Conditions

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;	98%
With pyridine	88%
With potassium hydroxide; acetic acid	79%
In pyridine at 0 - 20℃;

: 33667-08-2
3,4-epoxyheptan-2-one

: 1074-36-8
4-mercaptobenzoic acid

: rel-(3R,4R)-3-(4-carboxyphenylthio)-4-hydroxyheptan-2-one

Conditions

Conditions	Yield
sodium hydroxide In water at 30℃; for 1h; pH=6.0;	98%

: 895582-18-0
1-[2-(2-bromophenyl)ethyl]-2-chloro-1H-benzo[d]imidazole

: 1074-36-8
4-mercaptobenzoic acid

: 895582-09-9
4-{1-[2-(2-bromo-phenyl)-ethyl]-1H-benzoimidazol-2-ylsulfanyl}-benzoic acid

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol Heating;	98%

: 895581-99-4
2-chloro-1-[(4-phenylselanyl)butyl]-1H-benzo[d]imidazole

: 1074-36-8
4-mercaptobenzoic acid

: 895582-02-2
4-({1-[(4-phenylselanyl)butyl]-1H-benzo[d]imidazol-2-yl}sulfanyl)benzoic acid

Conditions

Conditions	Yield
	98%

: 895582-00-0
2-chloro-1-[(5-phenylselanyl)pentyl]-1H-benzo[d]imidazole

: 1074-36-8
4-mercaptobenzoic acid

: 895582-03-3
4-({1-[(5-phenylselanyl)pentyl]-1H-benzo[d]imidazol-2-yl}sulfanyl)benzoic acid

Conditions

Conditions	Yield
	98%

: 67-56-1
methanol

: 1074-36-8
4-mercaptobenzoic acid

: 6302-65-4
methyl 4-mercaptobenzoate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	97.7%
With sulfuric acid at 90℃; for 24h;	95%
With sulfuric acid for 15h; Reflux;	90%

: 1074-36-8
4-mercaptobenzoic acid

: 53339-53-0
4-mercaptobenzyl alcohol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;	97%
With lithium aluminium tetrahydride In tetrahydrofuran for 16.5h; Inert atmosphere; Reflux;	93%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 16h; Inert atmosphere;	82%

: 1074-36-8
4-mercaptobenzoic acid

: 540-51-2
2-bromoethanol

: 7184-99-8
4-((2-hydroxyethyl)thio)benzoic acid

Conditions

Conditions	Yield
Stage #1: 4-mercaptobenzoic acid With sodium hydroxide at 80℃; for 0.75h; Stage #2: 2-bromoethanol for 2h; Stage #3: With hydrogenchloride In water	97%
With triethylamine In sodium hydroxide; dichloromethane	34.21 g (56.7%)

: 1074-36-8
4-mercaptobenzoic acid

: 67-63-0
isopropyl alcohol

: diisopropyl 4,4’-dithiobisbenzoate

Conditions

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

: 15448-59-6, 61840-91-3, 82864-14-0, 105016-62-4
2,3-epoxy-2-methyl-2,3-dihydro-1,4-naphthoquinone

: 1074-36-8
4-mercaptobenzoic acid

: 2-(4-carboxyphenylthio)-3-methyl-1,4-naphthoquinone

Conditions

Conditions	Yield
sodium hydroxide In water at 30℃; for 4h;	96%

: 1074-36-8
4-mercaptobenzoic acid

: 25440-14-6
tetrakis(pentafluorophenyl)porphyrin

: 5,10,15,20-tetrakis(4-carboxyphenylthio-2,3,5,6-tetrafluorophenyl)porphyrin

Conditions

Conditions	Yield
Stage #1: 4-mercaptobenzoic acid With pyridine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: tetrakis(pentafluorophenyl)porphyrin In N,N-dimethyl-formamide for 48h;	96%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;	80%

: chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I)

: 1074-36-8
4-mercaptobenzoic acid

: Au(SC6H4CO2H-4)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)

Conditions

Conditions	Yield
Stage #1: 4-mercaptobenzoic acid With potassium hydroxide In ethanol; water at 20℃; for 0.333333h; Stage #2: chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In ethanol; water at 20℃; for 5h;	96%
With sodium methylate In methanol; dichloromethane for 2h;	84%

: 1074-36-8
4-mercaptobenzoic acid

: 139152-08-2
4,5-dichlorophthalonitrile

: 4,4′-((4,5-dicyano-1,2-phenylene)bis(sulfanediyl))dibenzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;	96%

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

: 1074-36-8
4-mercaptobenzoic acid

: 396725-66-9
4-{[(tertbutoxy)carbonyl]sulfanyl}benzoic acid

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 3h;	95%
With dmap; triethylamine In tetrahydrofuran at 20℃;	82%

: 6705-49-3
7-oxabicyclo[4.1.0]heptan-2-one

: 1074-36-8
4-mercaptobenzoic acid

: 681824-23-7
2-(4-carboxyphenylthio)cyclohex-2-en-1-one

Conditions

Conditions	Yield
sodium hydroxide In water at 30℃; for 1h; pH=6.0;	95%

: 5411-12-1
chalcone epoxide

: 1074-36-8
4-mercaptobenzoic acid

: 4-((2-oxo-2-phenylethyl)thio)benzoic acid

Conditions

Conditions	Yield
With cetyltrimethylammonium hydroxide In water at 30℃; for 12h;	95%

: 1074-36-8
4-mercaptobenzoic acid

: 170170-13-5
2,4-Diamino-5-methylpyrrolo<2,3-d>pyrimidine

: 870754-12-4
4-(2,4-diamino-5-methylpyrrolo[2,3-d]pyrimidin-6-ylthio)benzoic acid

Conditions

Conditions	Yield
With water; iodine In ethanol for 2h; Heating;	95%
Stage #1: 4-mercaptobenzoic acid; 2,4-Diamino-5-methylpyrrolo<2,3-d>pyrimidine In ethanol; water for 0.0833333h; Reflux; Stage #2: With iodine In ethanol; water for 3h; Reflux;

: 33847-53-9
chloro-η(3)-(bis(diphenylphosphinoethyl)phenylphosphine)rhodium(I)

: 1074-36-8
4-mercaptobenzoic acid

: 918667-32-0
(4-carboxybenzenethiolato)(bis(diphenylphosphanylethyl)phenylphosphane)rhodium(I)

Conditions

Conditions	Yield
With N(CH2CH2CH2CH3)3 In tetrahydrofuran byproducts: (NH(CH2CH2CH2CH3)3)Cl; (N2); a soln. of ligand added over 30 min to a soln. of Rh complex and N(C4H9)3 at room temp., stirred overnight; evapd. (vac.), washed (toluene and n-hexane), dissolved in THF, pptd. (n-hexane), dried (vac.); elem. anal.;	95%

: 1074-36-8
4-mercaptobenzoic acid

: 728-87-0
4,4'-Dimethoxybenzhydrol

: 1619971-19-5
4-[bis(4-methoxyphenyl)methylthio]benzoic acid

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0) In water at 80℃; for 1h; Sealed tube;	95%

: 629-04-9
1-Bromoheptane

: 1074-36-8
4-mercaptobenzoic acid

: 32910-58-0
4-(heptylthio)benzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 12h; Williamson Ether Synthesis; Reflux;	95%

: 111-25-1
1-bromo-hexane

: 1074-36-8
4-mercaptobenzoic acid

: 22683-51-8
4-(hexylthio)benzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 12h; Williamson Ether Synthesis; Reflux;	95%

4-Mercaptobenzoic acid Specification

The 4-Mercaptobenzoic acid, with the CAS registry number 1074-36-8, is a kind of light yellow crystalline solid. And its product categories are including Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Phenol&Thiophenol&Mercaptan; Organic acids; Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds; Organic Building Blocks; Sulfur Compounds; Thiols/Mercaptans.

The physical properties of this chemical are as below: (1)ACD/LogP: 2.39; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.12; (4)ACD/LogD (pH 7.4): -0.79; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.47; (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; (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: 134.4 °C; (20)Enthalpy of Vaporization: 56.87 kJ/mol; (21)Boiling Point: 298.6 °C at 760 mmHg; (22)Vapour Pressure: 0.000563 mmHg at 25°C; (23)Exact Mass: 154.00885; (24)MonoIsotopic Mass: 154.00885; (25)Topological Polar Surface Area: 38.3; (26)Heavy Atom Count: 10; (27)Complexity: 128.

When you are dealing with this chemical, you should be much more cautious. For being among the irritant chemicals, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1C(=O)O)S
(2)InChI: InChI=1S/C7H6O2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H,(H,8,9)
(3)InChIKey: LMJXSOYPAOSIPZ-UHFFFAOYSA-N

Product Name

4-Mercaptobenzoic acid

Synthetic route

4-Mercaptobenzoic acid Specification

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