52772-11-9

Basic information

• Product Name: ETHYL THIOSALICYLATE
• Synonyms: ETHYL THIOSALICYLATE;Benzenecarbothioic acid S-(2-hydroxyethyl) ester;S-2-Hydroxyethyl benzenecarbothioate;ethyl 2-sulfanylbenzoate
• CAS NO: 52772-11-9
• Molecular Formula: C₉H₁₀O₂S
• Molecular Weight: 182.2395
• Product Categories: Phenol&Thiophenol&Mercaptan
• Mol File: 52772-11-9.mol

Chemical Properties

• Boiling Point: 298℃
• Flash Point: 134℃
• Appearance: /
• Density: 1.209
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.5942
• PKA: 14.13±0.10(Predicted)
• CAS DataBase Reference: ETHYL THIOSALICYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL THIOSALICYLATE(52772-11-9)
• EPA Substance Registry System: ETHYL THIOSALICYLATE(52772-11-9)

Safety Data

• Hazardous Substances Data: 52772-11-9(Hazardous Substances Data)

Usage

Uses

Used in Fragrance Industry:
Ethyl thiosalicylate is used as a fragrance ingredient for its sweet, fruity scent, adding a fruity or berry-like note to perfumes and personal care products.
Used in Flavor Industry:
In the food and beverage sector, ethyl thiosalicylate is utilized in the production of various flavor compounds, enhancing the taste profiles of different products.
Used in Cosmetics and Personal Care Products:
Ethyl thiosalicylate is incorporated into cosmetics and personal care products for its pleasant scent; however, it is used at low concentrations to ensure safety and minimize the risk of skin irritation or allergic reactions.

InChI:InChI=1/C9H10O2S/c1-2-11-9(10)7-5-3-4-6-8(7)12/h3-6,12H,2H2,1H3

Upstream product

• 75-21-8 oxirane 
• 98-91-9 thiobenzoic acid 
• 98-91-9 thiobenzoic acid 
• 624-76-0 Iodoethanol 
• 93-97-0 benzoic acid anhydride 
• 540-51-2 2-bromoethanol 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 60-24-2 2-hydroxyethanethiol 
• 60759-50-4 3-acyl-2-oxazolone(R=Ph) 
• 618-32-6 Benzoyl bromide 

Downstream Products

• 194612-85-6 bis(phenyl)S-acyl-2-thioethyl H-phosphonate 
• 1454611-85-8 N-3-tert-butoxycarbonyl-1-(6-deoxy-6-di(S-benzoylthio)ethylphosphono-2,3-O-isopropylidene-β-D-ribo-(5S)-hexofuranosyl)uracil 
• 145803-43-6 (E)-3,3'-Dioxo-3H,3'H-[2,2']bi[benzo[b]thiophenylidene]-7,7'-dicarboxylic acid bis-(2-benzoylsulfanyl-ethyl) ester 

Relevant articles and documents

One-pot synthesis of thioesters with sodium thiosulfate as a sulfur surrogate under transition metal-free conditions

In this paper, we report an efficient synthetic method for thioester formation from sodium thiosulfate pentahydrate, organic halides, and aryl anhydrides. In the one-pot two-step reactions developed in this study, sodium thiosulfate was used as the sulfur surrogate for acylation with anhydrides, followed by substitution with organic halides through the in situ generation of thioaroylate. Furthermore, two important organic compounds could be successfully synthesized using our developed method. The advantages of the one-pot two-step reactions are operational simplicity, structurally diverse products with 42%-90% yields, use of relatively low toxic and odourless reagents, and easy applicability to large-scale operation.

Silica-promoted facile synthesis of thioesters and thioethers: A highly efficient, reusable and environmentally safe solid support

An efficient, mild and rapid procedure for the acylation and alkylation of aromatic and aliphatic thiols mediated on a silica gel surface at room temperature is described. The protocol allows the protection of thiols under neutral heterogeneous conditions without requiring any bases or Lewis acids, and the silica gel used as the promoter can be recycled for several runs without any loss of activity.

Effective esterification of carboxylic acids using (6-oxo-6H-pyridazin-1-yl)phosphoric acid diethyl ester as novel coupling agents

(6-Oxo-6H-pyridazin-1-yl)phosphoric acid diethyl esters (3) are efficient and selective coupling agents for equimolar esterification of carboxylic acids and alcohols. Esterification of aliphatic and aromatic carboxylic acids with aliphatic and aromatic alcohols using 3 afforded the corresponding esters chemoselectively in good to excellent yield.

Mononucleoside Phosphotriester Derivatives with S-Acyl-2-thioethyl Bioreversible Phospate-Protecting Groups: Interacellular Delivery of 3'-Azido-2',3'-dideoxythymidine 5'-Monophosphate

The synthesis, in vitro anti-HIV-1 activity, and decomposition pathways of several mononucleoside phosphotriester derivatives of 3'-azido-2',3'-dideoxythymidine (AZT) incorporating a new kind of carboxylate esterase-labile transient phosphate-protecting group, namely S-acyl-2-thioethyl, are reported.All the described compounds showed marked antiviral activity in thymidine kinase-deficient CEM cells in which AZT was virtually inactive.The results strongly support the hypothesis that such pronucleotides exert their biological effects via intracellular delivery of the 5'-mononucleotide of AZT.This point was corroborated by decomposition studies in cell extracts and culture medium.

New prodrugs of 9-(2-phosphonomethoxyethyl) adenine [PMEA]: Synthesis and stability studies

The synthesis, and stability in different media of new PMEA prodrugs, with S-acyl-thioethyl (SATE) as enzyme-labile phosphonate protecting groups, are described in comparison with the already known Bis(POM)- and Bis(DTE)PMEA.

3-ACYL-2-(N-CYANOIMINO)THIAZOLIDINES AS AN ACYLATING AGENT. PREPARATION OF AMIDES, ESTERS, AND THIOESTERS

3-Acyl-2-(N-cyanoimino)thiazolidines proved to be powerful acylating agents.They reacted easily with amines, alcohols and thiols to give the corresponding amides, esters and thioesters in good yields.

ACTIVATION OF CARBOXYL GROUPS BY DIPHENYL 2-OXO-3-OXAZOLINYLPHOSPHONATE. FACILE PREPARATION OF VERSATILE REAGENTS, 3-ACYL-2-OXAZOLONES

Synthetic utility of the 2-oxazolone moiety as an excellent new leaving group is described.Based on such a function of the heterocycles, diphenyl 2-oxo-3-oxazolinylphosphonate has been newly introduced as a carboxyl-activating reagent which permits a facile direct preparation of 3-acyl-2-oxazolones and amides including peptides from a wide variety of carboxylic acids.The 3-acyl-2-oxazolides also serve as versatile reactive agents for highly chemoselective acyl-transfer to the nucleophilic species such as amines, alcohols and thiols, providing convenient and high-yield routes to amides, esters and thiol esters under mild conditions.They are also useful intermediates for ketones and alcohols.