529-36-2

Basic information

• Product Name: 1-NAPHTHALENETHIOL
• Synonyms: 1-THIONAPHTHOL;1-THIONAPHTOL;1-NAPHTHALENETHIOL;naphthalene-1-thiol;1-Thionaphthol,99%;1-mercaptonaphthalene;Naphthalin-1-thiol;1-Naphthalenethiol,99%
• CAS NO: 529-36-2
• Molecular Formula: C₁₀H₈S
• Molecular Weight: 160.24
• EINECS: 208-462-7
• Product Categories: Building Blocks;Chemical Synthesis;Contact Printing;Materials Science;Micro/NanoElectronics;Organic Building Blocks;Ring Thiols;Self Assembly &Self-Assembly Materials;Sulfur Compounds;Thiols;Thiols/Mercaptans
• Mol File: 529-36-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 15 °C
• Boiling Point: 131 °C (5 mmHg)
• Flash Point: >110°C
• Appearance: Clear light yellow to yellow/Liquid
• Density: 1.15
• Vapor Pressure: 0.00495mmHg at 25°C
• Refractive Index: 1.679-1.681
• PKA: 6?+-.0.30(Predicted)
• Water Solubility: Soluble in diethyl ether and ethanol. Slightly soluble in water and dilute alkalis.
• CAS DataBase Reference: 1-NAPHTHALENETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHALENETHIOL(529-36-2)
• EPA Substance Registry System: 1-NAPHTHALENETHIOL(529-36-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 20/21/22-36/37/38-51-22
• Safety Statements: 24/25-61
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 529-36-2(Hazardous Substances Data)

Usage

Description

1-Naphthalenethiol (1-NAT) is a clear light yellow to yellow liquid with chemical properties that make it a versatile compound in various industries. It is commonly used in the production of di-[1]naphthyl disulfide and plays a significant role in organic synthesis, pharmaceuticals, agrochemicals, and dyestuff.

Uses

Used in Chemical Synthesis:
1-Naphthalenethiol is used as a key component in the production of di-[1]naphthyl disulfide, which is an important intermediate in the synthesis of various organic compounds.
Used in Organic Synthesis:
1-Naphthalenethiol serves as a valuable building block in the creation of complex organic molecules, contributing to the development of new pharmaceuticals, agrochemicals, and dyes.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-Naphthalenethiol is utilized as a starting material for the synthesis of various drugs, thanks to its unique chemical properties.
Used in Agrochemicals:
1-Naphthalenethiol is employed in the development of agrochemicals, such as pesticides and herbicides, due to its ability to form stable and effective compounds.
Used in Dye Industry:
1-Naphthalenethiol is also used in the dye industry to produce a range of colors for various applications, including textiles and plastics.
Used in Surface Enhanced Raman Scattering (SERS):
1-Naphthalenethiol can be used as a model analyte to characterize the performance of SERS, a powerful analytical technique that enhances the Raman scattering signal of molecules adsorbed on certain surfaces.
Used in Polymeric Network for Optical Property Detection:
1-Naphthalenethiol is a standard analyte that can be diffused in the polymeric network for the detection of optical properties, making it a valuable tool in the study and development of advanced materials.

Purification Methods

It is steam volatile and is purified by distillation in the absence of O2, as it oxidises to the disulfide. It is soluble in Et2O and EtOH but very slightly soluble in H2O and dilute alkalis. The S-ethyl derivative, [17539-31-0] M 188.2, has b 175-176o/25mm, and do 1.120. [Beilstein 6 III 2943, 6 IV 4241.]

InChI:InChI=1/C10H8S/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H/p-1

Upstream product

• 91-20-3 naphthalene 
• 140-89-6 potassium ethyl xanthogenate 
• 3177-49-9 1-naphthyldiazonium chloride 
• 703-55-9 1-naphthylmagnesiumbromide 
• 90-11-9 1-Bromonaphthalene 
• 28912-93-8 1-naphthyldiazonium tetrafluoroborate 
• 10387-40-3 potassium thioacetate 
• 110-81-6 Diethyl disulfide 
• 90-13-1 1-Chloronaphthalene 
• 90-15-3 α-naphthol 
• 7783-06-4 hydrogen sulfide 
• 85-47-2 1-naphthalenesulfonic acid 
• 151141-80-9 [1]thionaphthoic acid S-[1]naphthyl ester 
• 7664-93-9 sulfuric acid 

Downstream Products

• 5023-64-3 1-(benzylsulfanyl)naphthalene 
• 92795-29-4 [1]naphthyl-(2-nitro-phenyl)-sulfide 
• 16928-76-0 Benzhydryl-2-naphthyl-sulfid 
• 5335-81-9 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(naphthalen-1-ylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 77900-98-2 6-(Naphthalen-1-ylsulfanyl)-pteridine-2,4-diamine 
• 300592-66-9 3-[(2R)-2-(1-naphthylthio)-3-methylbutanoyl]-(4S)-4-benzyl-1,3-oxazolidin-2-one 
• 109996-24-9 [(S)-1-((S)-1-{(S)-1-[(R)-1-Hydroxy-2-(naphthalen-1-ylsulfanyl)-ethyl]-3-methyl-butylcarbamoyl}-ethylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 
• 136436-91-4 Methyl-[3-(naphthalen-1-ylsulfanyl)-3-phenyl-propyl]-amine 
• 861612-00-2 2-(naphthalen-1-ylsulfonyl)-1-phenylethan-1-one 
• 613670-88-5 1-(2-bromomethyl-phenylsulfanyl)-naphthalene 
• 56057-01-3 [2-(naphthalene-1-ylsulfanyl)-phenyl]-methanol 
• 56057-02-4 [2-(naphthalene-1-ylsulfanyl)-phenyl]-acetonitrile 
• 56057-03-5 [2-(naphthalene-1-ylsulfanyl)phenyl]acetic acid 
• 5526-61-4 2-(naphthalen-1-ylthio)benzoic acid 

Relevant articles and documents

Method for preparing sulfhydryl compounds by hydroxyl substitution and sulfhydryl compounds

The invention provides a method for preparing sulfhydryl compounds by hydroxyl substitution and the sulfhydryl compounds. According to the method, low-cost and easily-obtained benzene or fused ring compounds with phenolic hydroxyl groups or benzyl hydroxyl substituents serving as raw materials to react with the raw materials such as inorganic sulfide under the catalysis conditions to prepare the corresponding sulfhydryl compounds. The method has the advantages that the preparation method is simple, convenient and rapid, low in cost, mild in reaction condition, high in reaction site selectivity and high in yield, a post-processing process is simple, and no pollution is caused.

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

Vinyl sulfone-based peptidomimetics as anti-trypanosomal agents: Design, synthesis, biological and computational evaluation

A series of vinyl sulfone-containing peptidomimetics were rationally designed, synthesized, and evaluated against Trypanosoma brucei brucei. These electrophilic compounds are likely to exert their antitrypanosomal activity via inhibition of trypanosomal cysteine proteases, TbCatB and rhodesain, through alkylation of a key cysteine residue within the protease active site. The series was designed to present complementary groups to naturally recognized peptide substrates while probing tolerance to a range of substitutions at the P1, P1′, and P2 positions. The most potent compound, 29 (EC50 = 70 nM, T. b. brucei whole cell assay), displayed minimal toxicity (>785 times selectivity) when assayed for cytotoxicity against the human promyelocytic leukemia (HL-60) cell line. Cells treated with compound 29, as with K777 (2), exhibited an increase in both the number of multinucleated cells and cells with swollen flagellar pockets. Computational analysis revealed a strong correlation between the hypothetical binding mode in TbCatB/rhodesain and trypanocidal activity in vitro.