13290-16-9

Basic information

• Product Name: 2-(P-TOLYLTHIO)-ETHANOL
• Synonyms: 2-[(4-Methylphenyl)thio]ethanol;Ai3-36461;Ethanol, 2-((4-methylphenyl)thio)-;2-(4-methylphenyl)sulfanylethanol
• CAS NO: 13290-16-9
• Molecular Formula: C₉H₁₂OS
• Molecular Weight: 168.25939
• Mol File: 13290-16-9.mol

Chemical Properties

• Boiling Point: 282°Cat760mmHg
• Flash Point: 137.6°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 0.00163mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 2-(P-TOLYLTHIO)-ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(P-TOLYLTHIO)-ETHANOL(13290-16-9)
• EPA Substance Registry System: 2-(P-TOLYLTHIO)-ETHANOL(13290-16-9)

Safety Data

• Hazardous Substances Data: 13290-16-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Production:
2-(P-TOLYLTHIO)-ETHANOL is utilized as an intermediate in the synthesis of various pharmaceuticals. Its presence in the production process is crucial for creating a range of medicinal compounds, highlighting its importance in the healthcare industry.
Used in Agrochemical Synthesis:
In the agrochemical sector, 2-(P-TOLYLTHIO)-ETHANOL is employed as an intermediate for the development of different agrochemicals. Its role in this industry is pivotal for the synthesis of substances that contribute to crop protection and enhancement of agricultural yields.
Used as a Solvent in Chemical Reactions:
2-(P-TOLYLTHIO)-ETHANOL is used as a solvent in a variety of chemical reactions and industrial processes. Its properties make it suitable for facilitating numerous types of chemical transformations, thereby playing a significant role in the advancement of chemical research and industrial applications.
Used in Organic Compound Synthesis:
2-(P-TOLYLTHIO)-ETHANOL is also used in the synthesis of other organic compounds. Its functional groups enable it to participate in a wide array of organic reactions, making it a versatile building block in the creation of complex organic molecules.

InChI:InChI=1/C9H12OS/c1-8-2-4-9(5-3-8)11-7-6-10/h2-5,10H,6-7H2,1H3

Upstream product

• 106-45-6 para-thiocresol 
• 107-07-3 2-chloro-ethanol 
• 75-21-8 oxirane 
• 106-38-7 para-bromotoluene 
• 60-24-2 2-hydroxyethanethiol 
• 540-51-2 2-bromoethanol 
• 87943-26-8 2-hydroxyethyl p-tolyl sulfoxide 
• 624-31-7 4-tolyl iodide 
• 96991-48-9 3-<2-(4-methylphenyl)-thioethyl>-sydnone 

Downstream Products

• 887231-36-9 N-2-p-Tolylthio-ethoxycarbonyl-L-alanin 
• 106360-35-4 N-2-p-Tolylthio-ethoxycarbonylglycylglycin-ethylester 
• 91642-33-0 N-2-p-Tolylthio-ethoxycarbonylglycin 
• 96792-90-4 N-2-p-Tolylthio-ethoxycarbonylglycylglycin 
• 93880-33-2 N-2-p-Tolylthio-ethoxycarbonylglycin-p-nitrophenylester 
• 100150-04-7 N-2-p-Tolylsulfonyl-ethoxycarbonylglycyl-diglycyl-glycinethylester 
• 96775-31-4 N-<2-(p-Toluolsulfonyl)-aethoxycarbonyl>-Gly-Gly 
• 106409-63-6 N-2-p-Tolylsulfonyl-ethoxycarbonylglycyl-glycin-ethylester 
• 97172-81-1 N-2-p-Tolylsulfonyl-ethoxycarbonylglycyl-glycin-hydrazid 
• 98365-44-7 N-2-p-Tolylthio-ethoxycarbonyl-L-alanyl-L-alanin-ethylester 
• 887231-07-4 N-2-p-Tolylthio-ethoxycarbonylglycyl-L-alanin-ethylester 
• 887231-39-2 N-2-p-Tolylthioethoxycarbonyl-L-alanin-p-nitrophenylester 
• 106-45-6 para-thiocresol 
• 87943-26-8 2-hydroxyethyl p-tolyl sulfoxide 

Relevant articles and documents

COMPOSITIONS AND METHODS FOR SYNTHESIS OF PHOSPHORYLATED MOLECULES

The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

SINGLE-STEP SYNTHESIS METHOD OF ARYL THIOL AND APPLICATION THEREOF

The present invention relates to a single-step synthesis method of aryl thiol, and more specifically, to a method of synthesizing aryl thiol in a single-step by making aryl halide react with alkane dithiol in the presence of a transition metal catalyst. According to the present invention, a single-step synthesis method using the transition metal catalyst, the synthesis method which is capable of synthesizing aryl thiol from aryl halide at a high yield, can be provided. Various aryl halides may be applied to the synthesis method. Further, the synthesis method has advantages that an easily usable reagent may be used, operations are simple, and reactions can be performed under mild conditions. In addition, the synthesized aryl thiol may be used in the synthesis of advanced molecules such as diaryl sulfides and benzothiophenes.COPYRIGHT KIPO 2017

Copper(II)-Catalyzed Single-Step Synthesis of Aryl Thiols from Aryl Halides and 1,2-Ethanedithiol

A highly efficient transition metal-catalyzed single-step synthesis of aryl thiols from aryl halides has been developed employing copper(II) catalyst and 1,2-ethanedithiol. The key features are use of readily available reagents, a simple operation, and relatively mild reaction conditions. This new protocol shows a broad substrate scope with excellent functional group compatibility. A variety of aryl thiols are directly prepared from aryl halides in high yields. Furthermore, the aryl thiols are used in situ for the synthesis of more advanced molecules such as diaryl sulfides and benzothiophenes.

A novel method for the reduction of sulfoxides with the N, N, N g, N g-tetrabromobenzene-1,3-disulfonamide (TBBDA)/PPh3 system

A new method is described for the reduction of sulfoxides to sulfides using N,N,N',N'-tetrabromobenzene-1,3-disulfonamide [TBBDA] in combination with triphenylphosphine. Good to excellent yields, short reaction times, high efficiency and facile isolation of the desired products are the advantages of this method.

Synthesis and evaluation of sulfonylethyl-containing phosphotriesters of 3′-azido-3′-deoxythymidine as anticancer prodrugs

A series of bis(sulfonylethyl) and mono(sulfonylethyl) phenyl phosphotriesters of zidovudine (3′-azido-3′-deoxythymidine, AZT) were synthesized as potential anticancer prodrugs that liberate AZT monophosphate via nonenzymatic β-elimination mechanism. Stab

Synthesis of a new class of arylsulfonylethylsulfonylmethyloxazolines and thiazolines

A new class of arylsulfonylethylsulfonylmethyl oxazolines and thiazolines were prepared using multistep, one-pot methodologies exploiting lanthanide alkoxides and under microwave irradiation. The microwave method provides an excellent approach in a single step with high yields.

Design, Synthesis, and Evaluation of 2-(arylsulfonyl)oxiranes as Cell-permeable Covalent Inhibitors of Protein Tyrosine Phosphatases

A structure-based design approach has been applied to develop 2-(arylsulfonyl)oxiranes as potential covalent inhibitors of protein tyrosine phosphatases. A detailed kinetic analysis of inactivation by these covalent inhibitors reveals that this class of compounds inhibits a panel of protein tyrosine phosphatases in a time- and dose-dependent manner, consistent with the covalent modification of the enzyme active site. An inactivation experiment in the presence of sodium arsenate, a known competitive inhibitor of protein tyrosine phosphatase, indicated that these inhibitors were active site bound. This finding is consistent with the mass spectrometric analysis of the covalently modified protein tyrosine phosphatase enzyme. Additional experiments indicated that these compounds remained inert toward other classes of arylphosphate-hydrolyzing enzymes, and alkaline and acid phosphatases. Cell-based experiments with human A549 lung cancer cell lines indicated that 2-(phenylsulfonyl)oxirane (1) caused an increase in intracellular pTyr levels in a dose-dependent manner thereby suggesting its cell-permeable nature. Taken together, the newly identified 2-(arylsulfonyl)oxiranyl moiety could serve as a novel chemotype for the development of activity-based probes and therapeutic agents against protein tyrosine phosphatase superfamily of enzymes.

Facile preparation of aryl sulfides catalyzed by PEG400 and nickel without solvent

A variety of aryl sulfides were synthesized by aryl bromides with thiols, with PEG400 and nickel as catalysts under basic conditions in the absence of solvents. This article reported an easy and convenient method for formation of aryl-sulfur bonds. Copyright Taylor & Francis Group, LLC.

2-(4-Tolylsulfonyl)ethoxymethyl (TEM) - A new 2′-OH protecting group for solid-supported RNA synthesis

The 2-(4-tolylsulfonyl)ethoxymethyl (TEM) as a new 2′-OH protecting group is reported for solid-supported RNA synthesis using phosphoramidite chemistry. The usefulness of the 2′-O-TEM group is exemplified by the synthesis of 12 different oligo-RNAs of var

Sulfonyl-containing aldophosphamide analogues as novel anticancer prodrugs targeted against cyclophosphamide-resistant tumor cell lines

A series of sulfonyl-group containing analogues of aldophosphamide (Aldo) were synthesized as potential anticancer prodrugs that liberate the cytotoxic phosphoramide mustards (PM, IPM, and tetrakis-PM) via β-elimination, a nonenzymatic activation mechanism. Kinetic studies demonstrated that all these compounds spontaneously liberate phosphoramide mustards with half-lives in the range of 0.08-15.2 h under model physiological conditions in 0.08 M phosphate buffer at pH 7.4 and 37 °C. Analogous to Aldo, the rates of β-elimination in all compounds was enhanced in reconstituted human plasma under same conditions. The compounds were more potent than the corresponding phosphoramide mustards against V-79 Chinese hamster lung fibroblasts in vitro (IC50 = 1.8-69.1 μM). Several compounds showed excellent in vivo antitumor activity in CD2F1 mice against both P388/0 (Wild) and P388/CPA (CP-resistant) tumor cell lines.