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

Chemical Properties

clear light yellow to yellow liquid

Uses

Different sources of media describe the Uses of 529-36-2 differently. You can refer to the following data:
1. 1-Thionaphthol is used to produce the di-[1]naphthyl disulfide. It is also used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
2. 1-NAT can be used as a model analyte to characterize the performance of the surface enhanced raman scattering (SERS).

General Description

1-Naphthalenethiol (1-NAT) is a standard analyte that can be diffused in the polymeric network for the detection of optical properties.

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 
• 703-55-9 1-naphthylmagnesiumbromide 
• 88220-33-1 ethyl 1-naphthyl xanthate 
• 110-81-6 Diethyl disulfide 
• 90-13-1 1-Chloronaphthalene 
• 7664-93-9 sulfuric acid 
• 85-46-1 1-Naphthalenesulfonyl chloride 
• 7732-18-5 water 
• 364362-49-2 N-methyl-naphthalene-1-sulfonanilide 
• 90-15-3 α-naphthol 
• 90-14-2 1-Iodonaphthalene 
• 85-47-2 1-naphthalenesulfonic acid 
• 90-11-9 1-Bromonaphthalene 
• 151141-80-9 [1]thionaphthoic acid S-[1]naphthyl ester 

Downstream Products

• 61623-80-1 [1]naphthyl-trityl sulfide 
• 5023-64-3 1-(benzylsulfanyl)naphthalene 
• 109251-86-7 1-naphtyl phenacyl sulfide 
• 234-41-3 naphtho[1,2-b]thiophene 
• 203-93-0 naphtho<1,8-b,c>thiopyran 
• 91-20-3 naphthalene 
• 85-01-8 phenanthrene 
• 25799-16-0 1-[4-(Naphthalen-1-ylsulfanyl)-3-nitro-phenyl]-ethanone 
• 300592-66-9 3-[(2R)-2-(1-naphthylthio)-3-methylbutanoyl]-(4S)-4-benzyl-1,3-oxazolidin-2-one 
• 25079-77-0 naphthalene-1,8-dithiol 
• 894418-01-0 2-(3,4,5-trimethoxyphenylamino)-6-(naphthalen-1-ylthio)-pyrazine 
• 1132653-43-0 2-acetylphenyl naphthyl sulfide 
• 1132653-44-1 4-acetylphenyl 1-naphthyl sulfide 
• 76180-75-1 naphthalen-1-yl(4-nitrophenyl)sulfane 

Relevant articles and documents

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-Catalyzed Direct Synthesis of Aryl Thiols from Aryl Iodides Using Sodium Sulfide Aided by Catalytic 1,2-Ethanedithiol

A copper-catalyzed direct and effective synthesis of aryl thiols from aryl iodides using readily available Na 2 S·9H 2 O and 1,2-ethanedithiol was described. A variety of aryl thiols were readily obtained in yields of 76-99%. In this protocol, Na 2 S·9H 2 O was used as ultimate sulfur source, and 1,2-ethanedithiol functioned as an indispensable catalytic reagent.

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.