2365-48-2

Basic information

• Product Name: Methyl thioglycolate
• Synonyms: MERCAPTOACETIC ACID METHYL ESTER;METG;METHYL THIOGLYCOLATE;METHYL THIOGLYCOLLATE;METHYL MERCAPTOACETATE;THIOGLYCOLIC ACID METHYL ESTER;mercapto-aceticacimethylester;Methanethiol, methoxy-
• CAS NO: 2365-48-2
• Molecular Formula: C₃H₆O₂S
• Molecular Weight: 106.14
• EINECS: 219-121-7
• Mol File: 2365-48-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: -24 °C
• Boiling Point: 42-43 °C10 mm Hg(lit.)
• Flash Point: 86 °F
• Appearance: Clear colorless/Liquid
• Density: 1.187 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.58mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 40g/l
• PKA: 8.04±0.10(Predicted)
• Water Solubility: 40 g/L (20 ºC)
• Sensitive: Air Sensitive
• BRN: 506259
• CAS DataBase Reference: Methyl thioglycolate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl thioglycolate(2365-48-2)
• EPA Substance Registry System: Methyl thioglycolate(2365-48-2)

Safety Data

• Hazard Codes: Xn,T
• Statements: 10-20/22-36/37/38-25
• Safety Statements: 26-36/37-45-36/37/39-28A
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 1
• RTECS: AI7350000
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2365-48-2(Hazardous Substances Data)

Usage

Description

Methyl thioglycolate is a derivative of Thioglycolic Acid (T350760), an organic compound that contains both a thiol and a carboxylic acid functional group. It is known for its role in organic synthesis as a nucleophile in thioglycolysis reactions and as a sulfur transfer agent for sulfonyl chloride synthesis. Methyl thioglycolate has been studied for its influence on neocarzinostatin activation and expression of DNA damage. It is a clear, colorless liquid.

Uses

1. Used in Organic Synthesis:
Methyl thioglycolate is used as a nucleophile in thioglycolysis reactions for the synthesis of various organic compounds.
2. Used in Sulfonyl Chloride Synthesis:
Methyl thioglycolate is used as a sulfur transfer agent in the synthesis of sulfonyl chlorides.
3. Used in Pharmaceutical Research:
Methyl thioglycolate has been studied for its influence on the activation of the antitumor antibiotic neocarzinostatin and the expression of DNA damage, making it a potential candidate for pharmaceutical applications.
4. Used in Gold Nanorod Preparation:
Methyl thioglycolate is used in the preparation of methyl thioglycolate and aminoethanethiol conjugated gold nanorods, which have potential applications in various fields, including drug delivery and imaging.
5. Used in the Preparation of Specific Compounds:
Methyl thioglycolate is utilized in the preparation of 3-carbomethoxy-4-oxotetrahydrothiopyran, 2and 4-carbomethoxy-3-oxotetrahydrothiophene, which are important intermediates in the synthesis of various chemical compounds.

InChI:InChI=1/C3H6O2S/c1-5-3(4)2-6/h6H,2H2,1H3

Synthetic route

methanol (67-56-1) + mercaptoacetic acid (68-11-1) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
With sulfuric acid for 4h; Reflux;	95%
With sulfuric acid for 4h; Reflux;	94%
at 40℃; for 3h; Temperature;	88.74%

(N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester (84495-75-0) → mercaptoacetic acid (68-11-1) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With hydrogenchloride In water Ambient temperature;	A 3% B 93%

methyl bis(thioacetate) (1665-64-1) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
With magnesium In methanol for 2h; Ambient temperature;	85%

methanol (67-56-1) + 3-methyl-thiazolidine-2,4-dione (16312-21-3) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
at 25℃; Rate constant; different sodium methoxide concentration;

C18H18NO5S(1-) (122801-33-6) → (E)-β-Methoxy-α-nitrostilbene (96746-56-4) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
In water; dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant; ionic strength 0.5 M KCl;

[(6-Hydroxy-2,2-dimethyl-4-oxo-4H-[1,3]dioxin-5-yl)-methoxy-phenyl-methylsulfanyl]-acetic acid methyl ester → Methyl thioglycolate (2365-48-2) + methoxybenzylidene Meldrum's acid (212068-02-5)

Conditions	Yield
In water; dimethyl sulfoxide at 20℃; Rate constant; Equilibrium constant;

7-[(1R,2R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methoxycarbonylmethylsulfanyl-5-oxo-cyclopentyl]-heptanoic acid methyl ester → prostaglandin A1 methyl ester (16887-11-9) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With deuterio phosphate buffer In d(4)-methanol at 25℃; pH=7.4; Equilibrium constant; Elimination;

7-[(2R,3R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methoxycarbonylmethylsulfanyl-5-oxo-cyclopent-(E)-ylidene]-heptanoic acid methyl ester → Methyl thioglycolate (2365-48-2) + Δ7-prostaglandin A1 methyl ester (92711-55-2)

Conditions	Yield
With deuterio phosphate buffer In d(4)-methanol at 25℃; pH=7.4; Equilibrium constant; Elimination;

C16H17O6S(1-) → 5-benzylidene Meldrum's acid (1214-54-6) + Methyl thioglycolate (2365-48-2) + [(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-phenyl-methylsulfanyl]-acetic acid methyl ester

Conditions	Yield
With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Kinetics; Further Variations:; pH-values; Elimination; protonation;

3-(4-hydroxy-phenyl)-2-(2-mercapto-acetylamino)-N-methyl-propionamide (771490-16-5) + SuccN-EELRRRLEELRRRRGG-SCH2C(O)-OMe → SuccN-EELRRRLEELRRRRGG-SCH2C(O)-YNHMe + Methyl thioglycolate (2365-48-2)

Conditions	Yield
In phosphate buffer for 3h; pH=7.0; Equilibrium constant;

3-(4-hydroxy-phenyl)-2-(2-mercapto-acetylamino)-N-methyl-propionamide (771490-16-5) + methyl H-Asn-Gly20-mercaptoacetate → H-Asn-Gly20-mercaptoacetyl-Tyr-NHMe + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With tris-(2-carboxyethyl)-phosphine hydrochloride pH=7; Equilibrium constant; aq. phosphate buffer;

methanol (67-56-1) + mercaptoacetic acid (68-11-1) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
With sulfuric acid for 4h; Reflux;	95%
With sulfuric acid for 4h; Reflux;	94%
at 40℃; for 3h; Temperature;	88.74%

(N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester (84495-75-0) → mercaptoacetic acid (68-11-1) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With hydrogenchloride In water Ambient temperature;	A 3% B 93%

methyl bis(thioacetate) (1665-64-1) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
With magnesium In methanol for 2h; Ambient temperature;	85%

methanol (67-56-1) + 3-methyl-thiazolidine-2,4-dione (16312-21-3) → Methyl thioglycolate (2365-48-2)

Conditions	Yield
at 25℃; Rate constant; different sodium methoxide concentration;

C18H18NO5S(1-) (122801-33-6) → (E)-β-Methoxy-α-nitrostilbene (96746-56-4) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
In water; dimethyl sulfoxide at 20℃; Equilibrium constant; Rate constant; ionic strength 0.5 M KCl;

[(6-Hydroxy-2,2-dimethyl-4-oxo-4H-[1,3]dioxin-5-yl)-methoxy-phenyl-methylsulfanyl]-acetic acid methyl ester → Methyl thioglycolate (2365-48-2) + methoxybenzylidene Meldrum's acid (212068-02-5)

Conditions	Yield
In water; dimethyl sulfoxide at 20℃; Rate constant; Equilibrium constant;

7-[(1R,2R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methoxycarbonylmethylsulfanyl-5-oxo-cyclopentyl]-heptanoic acid methyl ester → prostaglandin A1 methyl ester (16887-11-9) + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With deuterio phosphate buffer In d(4)-methanol at 25℃; pH=7.4; Equilibrium constant; Elimination;

7-[(2R,3R)-2-((E)-(S)-3-Hydroxy-oct-1-enyl)-3-methoxycarbonylmethylsulfanyl-5-oxo-cyclopent-(E)-ylidene]-heptanoic acid methyl ester → Methyl thioglycolate (2365-48-2) + Δ7-prostaglandin A1 methyl ester (92711-55-2)

Conditions	Yield
With deuterio phosphate buffer In d(4)-methanol at 25℃; pH=7.4; Equilibrium constant; Elimination;

C16H17O6S(1-) → 5-benzylidene Meldrum's acid (1214-54-6) + Methyl thioglycolate (2365-48-2) + [(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-yl)-phenyl-methylsulfanyl]-acetic acid methyl ester

Conditions	Yield
With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Kinetics; Further Variations:; pH-values; Elimination; protonation;

3-(4-hydroxy-phenyl)-2-(2-mercapto-acetylamino)-N-methyl-propionamide (771490-16-5) + SuccN-EELRRRLEELRRRRGG-SCH2C(O)-OMe → SuccN-EELRRRLEELRRRRGG-SCH2C(O)-YNHMe + Methyl thioglycolate (2365-48-2)

Conditions	Yield
In phosphate buffer for 3h; pH=7.0; Equilibrium constant;

3-(4-hydroxy-phenyl)-2-(2-mercapto-acetylamino)-N-methyl-propionamide (771490-16-5) + methyl H-Asn-Gly20-mercaptoacetate → H-Asn-Gly20-mercaptoacetyl-Tyr-NHMe + Methyl thioglycolate (2365-48-2)

Conditions	Yield
With tris-(2-carboxyethyl)-phosphine hydrochloride pH=7; Equilibrium constant; aq. phosphate buffer;

C85H26O10S5 → methyl bis(thioacetate) (1665-64-1) + Methyl thioglycolate (2365-48-2) + [5,6]fullerene-C70 (741268-81-5, 741268-84-8, 133227-82-4, 133320-10-2, 133320-11-3, 133869-47-3, 134054-62-9, 134932-61-9, 149820-05-3, 149820-06-4, 157903-26-9, 175779-21-2, 115383-22-7, 958017-68-0, 958017-71-5, 958017-74-8, 958017-77-1, 958017-80-6, 140630-87-1, 140694-21-9, 151716-50-6, 157008-89-4, 220062-79-3, 220062-83-9)

Conditions	Yield
at 50℃; Temperature;

Methyl thioglycolate (2365-48-2) + acrylic acid methyl ester (292638-85-8) → dimethyl-3-thiaadipate (7400-45-5)

Conditions	Yield
With piperidine at 20℃; for 1h;	100%
With piperidine at 20℃;	100%
With piperidine at 50℃; for 2h;	99%

Methyl thioglycolate (2365-48-2) → Thioglycolamide (758-08-7)

Conditions	Yield
With ammonia In methanol at 20℃; for 14h; Inert atmosphere;	100%
With ammonia In methanol at 23℃; for 48h; Inert atmosphere; Sealed tube;	99%
With ammonia

Methyl thioglycolate (2365-48-2) → chlorosulfonyl-acetic acid methyl ester (56146-83-9)

Conditions	Yield
With chlorine In dichloromethane; water at -20 - -6℃;	100%
With water; chlorine In dichloromethane at 0℃;	92%
With chlorine In dichloromethane at 0 - 5℃;	83%

dimethyl 2-bromofumarate (20688-29-3) + Methyl thioglycolate (2365-48-2) → dimethyl 3-hydroxythiophene-2,5-dicarboxylate (5556-24-1)

Conditions	Yield
With sodium methylate In methanol Ambient temperature;	100%

Methyl thioglycolate (2365-48-2) + 1-Bromooctadecane (112-89-0) → methyl 2-(octadecylthio)acetate (130614-27-6)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; acetone at 20℃; for 48h;	100%
With potassium carbonate In dimethyl sulfoxide; acetone at 20℃; for 24h; Alkylation;	90%

Methyl thioglycolate (2365-48-2) + C28H25IO7 (402483-42-5) → C31H30O9S (402483-43-6)

Conditions	Yield
With CsCO3 In N,N-dimethyl-formamide	100%

2-nitroisophthalic acid diallyl ester (145219-22-3) + Methyl thioglycolate (2365-48-2) → 3-hydroxybenzo[b]thiophene-2,7-dicarboxylic acid 7-allyl ester 2-methyl ester (892128-04-0)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 1h;	100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at -78℃; for 1h;	100%

3-methanesulfonyloxybenzo[b]thiophene-2,7-dicarboxylic acid 7-allyl ester 2-methyl ester (881034-04-4) + Methyl thioglycolate (2365-48-2) → 3-hydroxythieno[3,2-b][1]benzothiophene-2,5-dicarboxylic acid 5-allyl ester 2-methyl ester (881034-05-5)

Conditions	Yield
Stage #1: 3-methanesulfonyloxybenzo[b]thiophene-2,7-dicarboxylic acid 7-allyl ester 2-methyl ester; Methyl thioglycolate With triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: With sodium hydride In N,N-dimethyl-formamide for 0.5h;	100%

Methyl thioglycolate (2365-48-2) + 2-nitrophenylmethyl bromide (3958-60-9) → (2-nitro-benzylsulfanyl)-acetic acid methyl ester (110035-67-1)

Conditions	Yield
With potassium carbonate; potassium iodide In acetone for 4h; Heating / reflux;	100%
With sodium hydride In tetrahydrofuran at 20℃; for 2h;	99%

2-bromo-1-(2-chloro-4-methylphenyl)ethanone (871476-79-8) + Methyl thioglycolate (2365-48-2) → methyl 2-(2-(2-chloro-4-methylphenyl)-2-oxoethylthio)acetate (871476-80-1)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	100%
With triethylamine In dichloromethane at 20℃; for 1h;	99%
With triethylamine In dichloromethane at 20℃; for 1h;

5-bromo-1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-1H-benzimidazole (886049-63-4) + Methyl thioglycolate (2365-48-2) → methyl {[1-(cyclopropylmethyl)-2-(2,2-dimethyl-propyl)-1H-benzoimidazol-5-yl]thio}acetate (886049-65-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 21h; Heating / reflux;	100%
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 24h; Heating / reflux;	100%
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 115℃; for 92h; Inert atmosphere;	93%

lithium hydroxide monohydrate + Methyl thioglycolate (2365-48-2) + ethyl (E)-crotonate (623-70-1) → 4-ethoxycarbonyl-2-methylthiolan-3-one (80289-37-8)

Conditions	Yield
In ethyl acetate; N,N-dimethyl-formamide	100%

(vinyl)trimethoxylsilane (2768-02-7) + Methyl thioglycolate (2365-48-2) → methyl S-[2-(trimethoxysilyl)ethyl]thioglycolate (70615-97-3)

Conditions	Yield
at 20℃; for 3h; UV-irradiation; regioselective reaction;	100%

ethyl 4,6-dichloropyrimidine-5-carboxylate + Methyl thioglycolate (2365-48-2) → ethyl 4-chloro-6-((2-methoxy-2-oxoethyl)thio)pyrimidine-5-carboxylate

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 2h;	100%

5-bromo-2,3-difluorobenzonitrile (1105665-42-6) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-5-bromo-7-fluorobenzo[b]thiophene-2-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 1h;	100%

Methyl thioglycolate (2365-48-2) + 1-amino-3-(dimethylamino)propane (109-55-7) → C7H16N2OS

Conditions	Yield
at 80 - 90℃;	100%

Methyl thioglycolate (2365-48-2) + 2,2-dimethoxy-propane (77-76-9) → dimethyl 2,2-(propane-2,2-diylbis(sulfanediyl))diacetate (61713-28-8)

Conditions	Yield
With bismuth(III) chloride In acetonitrile at 50℃; for 72h; Inert atmosphere;	100%

Methyl thioglycolate (2365-48-2) + 2,6-di-t-butyl-4-<(octylthio)methyliden>cyclohexa-2,5-dien-1-one (176843-27-9) → 2,6-di-t-butyl-4-<<(methoxycarbonyl)methylthio>(octylthio)methyl>phenol (176843-24-6)

Conditions	Yield
With triethylamine In hexane at 65℃; for 2h;	99.8%

formaldehyd (50-00-0) + 2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]aniline (114136-76-4) + Methyl thioglycolate (2365-48-2) → C16H14ClF4N3O4S

Conditions	Yield
In water; toluene for 2h; Reflux;	99.2%
In toluene at 20 - 110℃;	92%

Methyl thioglycolate (2365-48-2) → methyl bis(thioacetate) (1665-64-1)

Conditions	Yield
With TiO2/MoS2 (10:1 molar ratio of Ti to Mo) nanocomposite; air In ethanol at 20℃; for 8h; Irradiation; Green chemistry;	99%
With copper(II) hydroxide phosphate In tetrahydrofuran; water at 20℃; for 2h; Catalytic behavior; Solvent; Irradiation;	98%
With ammonium cerium(IV) nitrate In acetonitrile for 0.333333h;	91%

methyl 2-chloroacrylate (80-63-7) + Methyl thioglycolate (2365-48-2) → α-Chlor-β-<(methoxycarbonylmethyl)thio>propansaeure-methylester (90237-73-3)

Conditions	Yield
With sodium In dichloromethane at 25℃; for 0.666667h;	99%

[Bis(methylthio)methylene]malononitrile (5147-80-8) + Methyl thioglycolate (2365-48-2) → methyl 3-amino-4-cyano-5-(methylsulfanyl)-2-thiophenecarboxylate (129332-45-2)

Conditions	Yield
With triethylamine In methanol for 2h; Reflux;	99%
With triethylamine In methanol for 1h; Heating;	84%
With triethylamine In methanol at 130℃; for 0.0666667h; Microwave irradiation;	82%
With triethylamine In methanol

(2-nitroethenyl)benzene (102-96-5) + Methyl thioglycolate (2365-48-2) → methyl {[alpha-(nitromethyl)benzyl]thio}acetate (76665-83-3, 91134-32-6)

Conditions	Yield
With C37H56N4O4; lanthanum(lll) triflate In 1,2-dichloro-ethane at 0℃; for 1h; Sulfa-Michael addition;	99%
With triethylamine In tetrahydrofuran at 20℃; for 2h; Michael addition;	97%
In benzene Heating;

1-bromo dodecane (112-29-8) + Methyl thioglycolate (2365-48-2) → methyl 2-(decylthio)acetate (294201-51-7)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; acetone at 20℃; for 24h; Alkylation;	99%
With potassium carbonate In dimethyl sulfoxide; acetone at 20℃; for 48h;	86%

benzoyl chloride (98-88-4) + Methyl thioglycolate (2365-48-2) → S-methoxycarbonylmethyl benzothioate (6398-72-7)

Conditions	Yield
Stage #1: benzoyl chloride; Methyl thioglycolate In dichloromethane at 20℃; Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane Heating;	99%

5-bromo-2-(2,2-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole (886049-81-6) + Methyl thioglycolate (2365-48-2) → methyl {[2-(2,2-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]thio}acetate (886049-82-7)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 0.5h; Microwaves;	99%

Methyl thioglycolate (2365-48-2) + acrylic acid (79-10-7) → 3-(2-methoxy-2-oxoethylsulfanyl)-propanoic acid (93274-67-0)

Conditions	Yield
With tetrabutyl ammonium fluoride at 50℃; for 1h;	99%

Ge[(CH2)6Ge[(CH2)6Ge((CH2)4CHCH2)3]3]4 + Methyl thioglycolate (2365-48-2) → Ge[(CH2)6Ge[(CH2)6Ge((CH2)6SCH2CO2CH3)3]3]4

Conditions	Yield
In neat (no solvent) excess thioglycolate; chromy. (SiO2);	99%

6-(methanesulfonyloxymethyl)-9-(2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl)purine (865434-80-6) + Methyl thioglycolate (2365-48-2) → 6-[(methoxycarbonylmethyl)sulfanylmethyl]-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine (1025504-52-2)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 10h;	99%

6-(methanesulfonyloxymethyl)-9-(2,3,5-tri-O-(p-toluoyl)-β-D-ribofuranosyl)purine (865434-79-3) + Methyl thioglycolate (2365-48-2) → 6-[(methoxycarbonylmethyl)sulfanylmethyl]-9-(2,3,5-tri-O-p-toluoyl-β-D-ribofuranosyl)purine (1025504-50-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 8h;	99%

Upstream product

• 771490-16-5 3-(4-hydroxy-phenyl)-2-(2-mercapto-acetylamino)-N-methyl-propionamide 
• 1665-64-1 methyl bis(thioacetate) 
• 84495-75-0 (N-Phenyl-formimidoylsulfanyl)-acetic acid methyl ester 
• 122801-33-6 C₁₈H₁₈NO₅S^(1-) 
• 67-56-1 methanol 
• 16312-21-3 3-methyl-thiazolidine-2,4-dione 
• 68-11-1 mercaptoacetic acid 

Downstream Products

• 110057-63-1 5-p-Methoxy-phenyl-3,4-dithia-pentansaeure-methylester 
• 16630-66-3 methyl 2-(methylthio)acetate 
• 13330-93-3 (+/-)-2-phenyl-2,2'-sulfanediyl-di-acetic acid 
• 14091-27-1 (1-Methyl-2-phenyl-ethylmercapto)-essigsaeure-methylester 
• 14091-29-3 <2-(4-Methyl-phenyl)-propylmercapto>-essigsaeure-methylester 
• 93282-64-5 S-Hexylmercapto-thioglykolsaeure-methylester 
• 16002-29-2 dimethyl thiodiglycolate 
• 63860-15-1 Methylmercaptoacetatmandelat 
• 14090-97-2 <2-(4-Brom-phenyl)-propylmercapto>-essigsaeure-methylester 
• 96418-50-7 S-<α-Methyl-benzylmercapto>-thioglykolsaeure-methylester 
• 94215-35-7 S-(4-Nitro-benzylmercapto)-thioglykolsaeure-methylester 
• 14091-28-2 <1-Methyl-2-phenyl-propyl>-mercaptoessigsaeure-methylester 
• 14090-96-1 S-<2-(4-Methoxy-phenyl)-propylmercapto>-essigsaeure-methylester 
• 7697-00-9 1-Carboxy-5-methoxycarbonyl-1-benzyloxycarbonylamino-3,4-dithiopentan 

Relevant articles and documents

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A new strategy for rapid evaluation of sequence-stability relationships in the parallel coiled-coil motif is described. The experimental design relies upon thiol-thioester exchange equilibria, an approach that is particularly well suited to examination of heterodimeric systems. Our model system has been benchmarked by demonstrating that it can quantitatively reproduce previously reported trends in interhelical a-a′ side-chain pairing preferences at the coiled-coil interface. This new tool has been used to explore the role of Coulombic interactions between a core position on one helix and a flanking position on the other helix (a-g′). This type of interhelical contact has received relatively little attention to date. Our results indicate that such interactions can influence coiled-coil partner preferences.

ADDITION OF METHYL MERCAPTOACETATE TO N-VINYLPYRROLES

Methyl esters of 2-(pyrryl-1)ethylthioacetic acid were synthesized in 53-71percent yield by addition of methyl mercaptoacetate to N-vinylpyrroles.Their reactions with ammonia and hydrazine hydrate were investigated.

Method for producing methyl thioglycolate based on sodium hydrosulfide method

The invention relates to a method for producing methyl thioglycolate based on a sodium hydrosulfide method, which belongs to the technical field of organic synthesis. The method comprises the step ofdistilling and concentrating thioglycolic acid acidified liquid, and adding CaCl2 to obtain distilled and concentrated liquid containing molten salt hydrate, an esterification reaction step in which the molten salt hydrate is used as a reaction medium, and the step of settling and layering to obtain methyl thioglycolate. The separation of thioglycolic acid, the treatment of the extraction tail wastewater and the esterification reaction are integrated, the production process is greatly simplified, the water and the solid salt can be effectively separated, the content of organic matters in the water and the solid salt is low, the separated water can be recycled, and the solid salt can also be used as a byproduct. The side reaction in the production process of the methyl thioglycolate is greatly reduced, the discharge of wastewater and the dosage of a catalyst are reduced, and the resource recycling is realized.

Unusual multistep reaction of C70Cl10 with thiols producing C70[SR]5H

We report a reaction of the chlorofullerene C70Cl10 with thiols producing C70[SR]5H with all organic addends attached around one central pentagon at the pole of the C70 cage. This reaction was shown to proceed via a complicated radical pathway, presumably involving addition, substitution, rearrangement, and/or elimination steps. The obtained C70[SR]5H products were shown to be very unstable and undergo quantitative decomposition to pristine C70, RSSR, and RSH at elevated temperatures (e.g., 50 °C). Quantum chemical calculations and NMR spectroscopy data showed that cleavage of organic addends from the fullerene cage could be induced by solvation effects in solution.