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Methyl 2-mercaptobenzoate

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Name

Methyl 2-mercaptobenzoate

EINECS 628-716-4
CAS No. 4892-02-8 Density 1.202 g/mL at 25 °C(lit.)
PSA 65.10000 LogP 1.76190
Solubility N/A 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 N/A Appearance clear colorless to light yellow or light green
Safety 26-37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 4892-02-8 (METHYL THIOSALICYLATE) Hazard Symbols HarmfulXn
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;

Article Data 45

Methyl 2-mercaptobenzoate Synthetic route

5459-63-2

bis[2-(methoxycarbonyl)phenyl]disulfide

4892-02-8

Methyl thiosalicylate

Conditions
ConditionsYield
With hydrogenchloride; diphenylphosphinopolystyrene In tetrahydrofuran for 24h; Heating;98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform20%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With thionyl chloride at 0 - 20℃; for 7h;85%

2-tert-butoxycarbonylsulfanyl-benzoic acid methyl ester

4892-02-8

Methyl thiosalicylate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With hydrogenchloride

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

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