Methyl 2-mercaptobenzoate supplier

Name
METHYL THIOSALICYLATE
EINECS 628-716-4
CAS No. 4892-02-8
Article Data45
CAS DataBase
Density 1.202 g/mL at 25 °C(lit.)
Solubility
Melting Point 164 °C
Formula C₈H₈O₂S
Boiling Point 261.9 °C at 760 mmHg
Molecular Weight 168.216
Flash Point 161.5 °C
Transport Information
Appearance clear colorless to light yellow or light green
Safety 26-37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Benzoicacid, o-mercapto-, methyl ester (6CI,7CI,8CI);2-(Methoxycarbonyl)benzenethiol;2-(Methoxycarbonyl)thiophenol;2-Mercaptobenzoic acid methyl ester;Methyl2-mercaptobenzoate;Methyl 2-sulfanylbenzoate;Methyl 2-thiosalicylate;Methylo-mercaptobenzoate;Methyl thiosalicylate;NSC 30156;Thiosalicylic acid methylester;
PSA 65.10000
LogP 1.76190

Synthetic route

: 5459-63-2
bis[2-(methoxycarbonyl)phenyl]disulfide

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With hydrogenchloride; diphenylphosphinopolystyrene In tetrahydrofuran for 24h; Heating;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform	20%
With hydrogenchloride; triphenylphosphine
With triphenylphosphine In 1,4-dioxane; water at 30℃; Rate constant;

: 67-56-1
methanol

: 147-93-3
Thiosalicylic acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With sulfuric acid In water at 5℃; Reflux;	96%
With sulfuric acid Reflux;	95%
With sulfuric acid for 48h; Reflux;	94%

: 77586-85-7
4H-3,1-benzoxathiin-4-thione

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
Stage #1: 4H-3,1-benzoxathiin-4-thione at 850℃; under 0.0015 Torr; Stage #2: In methanol at -78℃;	94%

: methyl 2-(benzoylthio)benzoate

A: 1207-95-0
2-phenylbenzo[b]thiophene

B: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; titanium tetrachloride; zinc In dichloromethane for 2h; Heating;	A 87% B 3%
With titanium tetrachloride; zinc In dichloromethane Heating;	A 15% B 75%

: 7283-41-2
thiosalicilyc acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With oxalyl dichloride In methanol for 6h; Reflux;	85%
With hydrogenchloride; acetyl chloride In methanol; hexane; ethyl acetate

: 67-56-1
methanol

: 7283-41-2
thiosalicilyc acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃; for 7h;	85%

: 2-tert-butoxycarbonylsulfanyl-benzoic acid methyl ester

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With titanium tetrachloride; zinc In dichloromethane at 25℃; for 0.166667h;	84%

: 152766-18-2
methyl 2-(acetylthio)benzoate

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With titanium tetrachloride; zinc In dichloromethane at 25℃; for 0.166667h;	83%

: 67-56-1
methanol

: 1677-27-6
3H-1,2-benzodithiol-3-one

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
for 50h; Ambient temperature;	60%
for 0.25h; Ambient temperature;	35%

: 67-56-1
methanol

: 16671-86-6
2-thiocyanatobenzoic acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With hydrogenchloride

: 67-56-1
methanol

: 21083-36-3
benzothietan-2-one

A: 21083-38-5
dibenzo[b,f][1,5]dithiocin-6,12-dione

B: 5459-63-2
bis[2-(methoxycarbonyl)phenyl]disulfide

C: 39264-06-7
1,9,17-trithia-[2.2.2]orthocyclophane-2,10,18-trione

D: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
In dichloromethane at -196 - 20℃; for 0.166667h;	A n/a B 9 % Spectr. C n/a D 85 % Spectr.
With oxygen 1.) CH2Cl2, from -196 deg C to 20 deg C, 10 min, 2.) CH2Cl2, RT, 12 h; Yield given. Multistep reaction;

...Expand

: C13H19N2O2S(1+)*I(1-)

: 4892-02-8
Methyl thiosalicylate

Conditions

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

: 51471-72-8
(2-methoxycarbonyl-phenylsulfanyl)-acetic acid

A: 298-12-4
Glyoxilic acid

B: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With perchloric acid; sodium perborate; acetic acid at 24.9℃; Rate constant; Thermodynamic data; Mechanism; var. temp., ΔH(excit.), ΔS(excit.);

: 13511-92-7
S-(2-carbomethoxyphenyl) N,N-dimethylthiocarbamate

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With sodium hydroxide at 120℃; for 1.5h;

: 134-20-3
2-carbomethoxyaniline

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
With hydrogenchloride; sodium disulfide; acetic acid; zinc; sodium nitrite Multistep reaction;

: 7647-01-0
hydrogenchloride

: 67-56-1
methanol

: 16671-86-6
2-thiocyanatobenzoic acid

: 4892-02-8
Methyl thiosalicylate

...Expand

: 5651-33-2
4H-benzo[d][1,3]oxathiin-4-one

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 34 percent / Lawesson reagent / xylene / 4 h / Heating 2.1: 850 °C / 0 Torr 2.2: 94 percent / methanol / -78 °C View Scheme

: 493-57-2
benzo-[b]thiophene-2,3-dione

sodium-compound of N-chloro-toluene-4-sulfonamide: sodium-compound of N-chloro-toluene-4-sulfonamide

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 620 °C / 0 Torr 2: 2.) O2 / 1.) CH2Cl2, from -196 deg C to 20 deg C, 10 min, 2.) CH2Cl2, RT, 12 h View Scheme

: 13165-80-5
o-(hydroxysulfinyl)benzoic acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc dust; alcohol / weiteres Reagens: Salzsaeure 2: hydrogen chloride View Scheme

: 119-80-2
2,2'-dithiobenzoic acid

: 4892-02-8
Methyl thiosalicylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2SO4 2: Ph3P / H2O; dioxane / 30 °C View Scheme

: 4892-02-8
Methyl thiosalicylate

: 4521-31-7
o-hydroxymethyl thiophenol

Conditions

Conditions	Yield
Stage #1: Methyl thiosalicylate With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water; ethyl acetate at 0℃; Inert atmosphere;	100%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;

: 100-39-0
benzyl bromide

: 4892-02-8
Methyl thiosalicylate

: 58435-43-1
2-benzylthiobenzoic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere;	100%
With diguanidine carbonate In acetone Heating;	91%
With potassium carbonate In N,N-dimethyl-formamide Reflux;

: 13057-19-7
Iodomethyl methyl ether

: 4892-02-8
Methyl thiosalicylate

: 146335-12-8
2-[(methoxymethyl)sulfanyl]benzoic acid methyl ester

Conditions

Conditions	Yield
With methyllithium In tetrahydrofuran; diethyl ether at -78 - 20℃;	100%

: 4892-02-8
Methyl thiosalicylate

: 2-(methoxycarbonyl)benzenesulfinic acid lithium salt

Conditions

Conditions	Yield
With methyllithium; N-(benzenesulfonyl)-3-phenyloxaziridine In tetrahydrofuran; diethyl ether at -78 - -10℃;	100%
With methyllithium; N-(benzenesulfonyl)-3-phenyloxaziridine In tetrahydrofuran; diethyl ether at -78 - -40℃;

: 1068439-08-6
[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]benzene

: 4892-02-8
Methyl thiosalicylate

: phenyl 2-(methoxycarbonyl)phenyl disulfide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.25h;	100%

: 1068439-09-7
2-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]naphthalene

: 4892-02-8
Methyl thiosalicylate

: 1068439-12-2
methyl 2-(2-naphthyldisulfanyl)benzoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.25h;	100%

: 1068439-11-1
4-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]phenol

: 4892-02-8
Methyl thiosalicylate

: 1068439-13-3
methyl 2-[(4-hydroxyphenyl)disulfanyl]benzoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.25h;	100%

: 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one

: 4892-02-8
Methyl thiosalicylate

: 1443746-60-8
methyl 2-(((triisopropylsilyl)ethynyl)thio)benzoate

Conditions

Conditions	Yield
Stage #1: Methyl thiosalicylate With N,N,N',N'-tetramethylguanidine In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one In tetrahydrofuran at 20℃; for 0.0833333h; chemoselective reaction;	100%
With caesium carbonate In N,N-dimethyl acetamide at 20℃; Inert atmosphere; diastereoselective reaction;	80%

: 1068439-10-0
4-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]anisole

: 4892-02-8
Methyl thiosalicylate

: o-(methoxycarbonyl)phenyl p-methoxyphenyl disulfide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 0.25h;	99%

: 329-59-9
4-fluoro-3-nitro-benzoic acid methyl ester

: 4892-02-8
Methyl thiosalicylate

: 1319194-13-2
methyl 4-((2-(methoxycarbonyl) phenyl) thio)-3-nitrobenzoate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 40℃; for 4h;	99%
With caesium carbonate In N,N-dimethyl-formamide at 20 - 40℃; for 4h;	99%
With caesium carbonate In N,N-dimethyl-formamide at 20 - 60℃; for 2h; Inert atmosphere;	93%

: 146137-78-2
2-fluoro-5-trifluoromethylbenzaldehyde

: 4892-02-8
Methyl thiosalicylate

: methyl 2-[2-formyl-4-(trifluoromethyl)phenyl]sulfanylbenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;	98.78%

: 4892-02-8
Methyl thiosalicylate

: 5459-63-2
bis[2-(methoxycarbonyl)phenyl]disulfide

Conditions

Conditions	Yield
With cobalt(II)phthalocyanine-tetra-sodium sulfonate In water at 60℃; for 12h; Schlenk technique;	98%
With pyridinium chlorochromate In dichloromethane at 20℃; for 0.9h;	97%
With chlorosulphuric acid; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.0333333h;	97%

: 75-26-3
isopropyl bromide

: 4892-02-8
Methyl thiosalicylate

: 888497-18-5
3-(2-mercaptophenyl)-2,4-dimethylpentan-3-ol

Conditions

Conditions	Yield
Stage #1: isopropyl bromide With magnesium In tetrahydrofuran at 20℃; for 1.5h; Stage #2: Methyl thiosalicylate In tetrahydrofuran at 20℃;	98%

: 74-83-9
methyl bromide

: 4892-02-8
Methyl thiosalicylate

: 62172-72-9
2-(1-hydroxy-1-methylethyl)benzenethiol

Conditions

Conditions	Yield
Stage #1: methyl bromide With magnesium In tetrahydrofuran at 20℃; for 1.5h; Stage #2: Methyl thiosalicylate In tetrahydrofuran at 20℃;	98%

: 637358-90-8
1-(2-bromoethyl)-3-tert-butoxybenzene

: 4892-02-8
Methyl thiosalicylate

: 637358-91-9
methyl 2-{[2-(3-tert-butoxyphenyl)ethyl]thio}benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 3h; Heating / reflux;	98%

: tert-Butyl 3-(6-cyano-3-pyridyl)propanoate

: 4892-02-8
Methyl thiosalicylate

: tert-Butyl 3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-3-pyridyl]propanoate

Conditions

Conditions	Yield
With triethylamine In toluene for 18h; Heating / reflux;	98%

: 364-73-8
4-Bromo-1-fluoro-2-nitrobenzene

: 4892-02-8
Methyl thiosalicylate

: 200280-46-2
2-(4-bromo-2-nitrophenylsulfanyl) benzoic acid methyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 70℃;	98%
With caesium carbonate In N,N-dimethyl-formamide at 20 - 70℃;	98%

: 3385-78-2
trimethyl indium

: 4892-02-8
Methyl thiosalicylate

: 897402-63-0
di(dimethyindium (methyl thiosalicylate))

Conditions

Conditions	Yield
In hexane (N2), AlMe3 added to ligand in hexane at -78°C, warmed to room temp.; pptd., dissolved under heating, crystd.(toluene/hexane) at -20°C for 24 h;	98%

: 1426656-81-6
C15H17NO6

: 4892-02-8
Methyl thiosalicylate

: 1426657-43-3
methyl 2-(((2S,3S,4S)-2-((ethoxycarbonyl)methyl)-8-methoxy-3-methyl-3-nitro-chroman-4-yl)sulfanyl)benzoate

Conditions

Conditions	Yield
Stage #1: C15H17NO6 With quinine In acetonitrile at 60℃; for 0.25h; Stage #2: Methyl thiosalicylate In acetonitrile at 60℃; enantioselective reaction;	98%

: 120277-15-8
4-(bromomethyl)-2-methoxypyridine

: 4892-02-8
Methyl thiosalicylate

: methyl 2-(((2-methoxypyridin-4-yl)methyl)thio)benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	97.3%

: 1258880-41-9
(E)-ethyl 3-(4-bromo-2-((E)-2-nitroprop-1-en-1-yl)phenoxy)acrylate

: 4892-02-8
Methyl thiosalicylate

A: 1426657-56-8
methyl 2-(((2S,3S,4S)-6-bromo-2-((ethoxycarbonyl)methyl)-3-methyl-3-nitro-chroman-4-yl)sulfanyl)benzoate

B: C22H22BrNO7S

Conditions

Conditions	Yield
Stage #1: (E)-ethyl 3-(4-bromo-2-((E)-2-nitroprop-1-en-1-yl)phenoxy)acrylate With quinine In acetonitrile at 60℃; for 0.25h; Stage #2: Methyl thiosalicylate In acetonitrile at 60℃; enantioselective reaction;	A 97% B n/a

...Expand

: 4487-56-3
2,4-dichloro-5-nitropyridine

: 4892-02-8
Methyl thiosalicylate

: methyl 2-((2-chloro-5-nitropyridin-4-yl)thio)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 0 - 25℃; for 2h;	97%
With caesium carbonate In acetonitrile at 0 - 20℃; for 3h;	97%

: 6784-45-8, 67023-85-2, 72132-86-6, 67023-84-1
(2E,6E)-farnesyl chloride

: 4892-02-8
Methyl thiosalicylate

: methyl 2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 12h; Reflux;	96.7%

: 824-94-2
p-methoxybenzyl chloride

: 4892-02-8
Methyl thiosalicylate

: 117968-38-4
methyl 2-(4-methoxybenzylthio)benzoate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 60℃; for 1h;	96%
With sodium hydride In tetrahydrofuran at 60℃; for 1h;	89%

: 638-07-3
ethyl (2-chloroaceto)acetate

: 4892-02-8
Methyl thiosalicylate

: 131327-56-5
ethyl 4-<(2-methoxycarbonylphenyl)thio>-3-oxobutanoate

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 1h;	96%
With trimethylamine In tetrahydrofuran at 0 - 20℃; for 2.16667h;	90%

: 31938-07-5
(3-bromophenyl)acetonitrile

: 4892-02-8
Methyl thiosalicylate

: 83485-56-7
2-amino-3-(3-bromophenyl)-1-thia-4-chromone

Conditions

Conditions	Yield
With sodium t-butanolate In pyridine for 3h; Heating;	96%

: 2859-78-1
4-Bromoveratrole

: 4892-02-8
Methyl thiosalicylate

: bis(3,4-dimethoxyphenyl)(2-mercaptophenyl)methanol

Conditions

Conditions	Yield
Stage #1: 4-Bromoveratrole With magnesium In tetrahydrofuran at 20℃; for 1.5h; Stage #2: Methyl thiosalicylate In tetrahydrofuran at 20℃;	96%

: 75-24-1
trimethylaluminum

: 4892-02-8
Methyl thiosalicylate

: 897402-62-9
dimethylaluminum (methyl thiosalicylate)

Conditions

Conditions	Yield
In hexane (N2), AlMe3 added to ligand in hexane at -78°C, warmed to room temp.; pptd., dissolved under heating, crystd. at 0°C, elem. anal.;	96%

Methyl 2-mercaptobenzoate Specification

This chemical is called Benzoic acid, 2-mercapto-, methyl ester, and it can also be named as Benzoic acid, o-mercapto-, methyl ester. With the molecular formula of C₈H₈O₂S, its molecular weight is 168.21. The CAS registry number of this chemical is 4892-02-8. Additionally, its product categories are Organics; Metal Isotopes; Sulfur & Selenium Compounds.

Other characteristics of the Benzoic acid, 2-mercapto-, methyl ester can be summarised as followings: (1)ACD/LogP: 2.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.53; (4)ACD/LogD (pH 7.4): 1.13; (5)ACD/BCF (pH 5.5): 44.79; (6)ACD/BCF (pH 7.4): 1.78; (7)ACD/KOC (pH 5.5): 475.1; (8)ACD/KOC (pH 7.4): 18.93; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 51.6 Å²; (13)Index of Refraction: 1.574; (14)Molar Refractivity: 46.2 cm³; (15)Molar Volume: 139.9 cm³; (16)Polarizability: 18.31×10^-24cm³; (17)Surface Tension: 44.1 dyne/cm; (18)Density: 1.202 g/cm³; (19)Flash Point: 161.5 °C; (20)Enthalpy of Vaporization: 49.96 kJ/mol; (21)Boiling Point: 261.9 °C at 760 mmHg; (22)Vapour Pressure: 0.0113 mmHg at 25°C.

Uses of this chemical: The 2-mercapto-benzoic acid methyl ester could be obtained by the reactants of Benzoic acid, 2-mercapto-, methyl ester and methanol. This reaction needs the reagent of HCl. The yield is 75 %. This reaction should be taken for 16 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(OC)c1ccccc1S
2.InChI: InChI=1/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H3
3.InChIKey: BAQGCWNPCFABAY-UHFFFAOYAW

Product Name

METHYL THIOSALICYLATE

Synthetic route

Methyl 2-mercaptobenzoate Specification

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