7383-63-3

Basic information

• Product Name: Mercaptoacetic acid benzyl ester
• Synonyms: MERCAPTOACETIC ACID BENZYL ESTER;benzyl 2-mercaptoacetate
• CAS NO: 7383-63-3
• Molecular Formula: C₉H₁₀O₂S
• Molecular Weight: 182.24
• Mol File: 7383-63-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 285.9 °C at 760 mmHg
• Flash Point: 182.7 °C
• Appearance: /
• Density: 1.166 g/cm³
• Vapor Pressure: 0.00272mmHg at 25°C
• Refractive Index: 1.554
• PKA: 7.94±0.10(Predicted)
• CAS DataBase Reference: Mercaptoacetic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Mercaptoacetic acid benzyl ester(7383-63-3)
• EPA Substance Registry System: Mercaptoacetic acid benzyl ester(7383-63-3)

Safety Data

• Hazardous Substances Data: 7383-63-3(Hazardous Substances Data)

Usage

General Description

Mercaptoacetic acid benzyl ester, also known as benzyl thioglycolate, is a chemical compound primarily used in the cosmetic industry. This organic sulfur compound functions as a hair waving or straightening agent in many products and is categorized as an ester. Its chemical formula is C9H10O2S and it appears as a colorless liquid with a strong odor. Handling of this substance should be done with care as inhalation, ingestion, or skin contact may cause irritation and other harmful effects. Moreover, it is also classified as a hazardous substance, suggesting potential environmental ramifications if not disposed of properly.

InChI:InChI=1/C9H10O2S/c10-9(7-12)11-6-8-4-2-1-3-5-8/h1-5,12H,6-7H2

Upstream product

• 68-11-1 mercaptoacetic acid 
• 100-51-6 benzyl alcohol 
• 1186663-59-1 benzyl S-(4,4'-dimethoxytrityl)mercaptoacetate 

Downstream Products

• 122591-25-7 benzyl 4-oxo-4-phenylbutanoate 
• 88517-49-1 Diazo-(4-oxo-azetidin-2-ylmethanesulfonyl)-acetic acid benzyl ester 
• 88517-50-4 (2R,5S)-3,3,7-Trioxo-3λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzyl ester 
• 102652-75-5 phenylmethyl (phtalimidothio)acetate 

Relevant articles and documents

Visible-light induced metal-free cascade Wittig/hydroalkylation reactions

Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.

Indium salts-catalyzed O and S-glycosylation of bromo sugar with benzyl glycolate: An unprecedented hydrogenolysis

Various O and S-glycosyl esters and their corresponding acids are synthesized through a reaction of bromo sugar and benzyl glycolate in the presence of indium trichloride and indium tribromide as promoter. We discovered unprecedented catalytic effects of

Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues

Two series of compounds were designed to mimic the transition state and high-energy intermediates (HEI) of the enzymatic reaction of 6-phosphogluconate dehydrogenase (6PGDH). Sulfoxide analogues (7-11) were designed to mimic the transition state during the oxidation of the substrate to 3-keto-6-phosphogluconate, an enzyme-bound intermediate of the enzyme. Hydroxamate and amide derivatives of D-erythronic acid were designed to mimic the 1,2-cis-enediol HEI of the 6PGDH reaction. These two series of compounds were assayed as competitive inhibitors of the Trypanosoma brucei and sheep liver enzymes, and their selectivity value (ratio sheep/parasite) was calculated. The sulfoxide transition-state analogues showed weak and selective inhibition of the T. brucei enzyme. The hydroxamic derivatives showed potent and selective inhibition of the T. brucei 6PGDH with a Ki in the nanomolar range.