38360-81-5

Basic information

• Product Name: 3,5-DIMETHYLTHIOPHENOL
• Synonyms: 3,5-DIMETHYLTHIOPHENOL;3,5-DIMETHYLBENZENE-1-THIOL;3,5-DIMETHYLBENZENETHIOL;3,5-dimethyl-benzenethio;Benzenethiol, 3,5-dimethyl-;Benzenethiol, 3,5-dimethyl- (9CI);3,5-DIMETHYLTHIOPHENOL 98%;3,5-Dimethylthiophenol,98%
• CAS NO: 38360-81-5
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• EINECS: 253-901-8
• Product Categories: THIOL;Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans
• Mol File: 38360-81-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: -30°C (estimate)
• Boiling Point: 127.5 °C50 mm Hg(lit.)
• Flash Point: 185 °F
• Appearance: Clear yellow/Liquid
• Density: 1.015 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.209mmHg at 25°C
• Refractive Index: n20/D 1.568(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.82±0.11(Predicted)
• Sensitive: Stench
• BRN: 3233085
• CAS DataBase Reference: 3,5-DIMETHYLTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DIMETHYLTHIOPHENOL(38360-81-5)
• EPA Substance Registry System: 3,5-DIMETHYLTHIOPHENOL(38360-81-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 26-36-36/37-36/37/39-23
• RIDADR: 2810
• WGK Germany: 2
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 38360-81-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
3,5-Dimethylthiophenol is used as a starting reagent for the preparation of Lithium 2-lithio-3,5-dimethylbenzenethiolate. 3,5-Dimethylthiophenol is an important intermediate in the synthesis of various organic molecules.
Used in Pharmaceutical Industry:
3,5-Dimethylthiophenol is used as a starting reagent in the preparation of 1,1,2-trichloro-4-(3,5-dimethylphenylthio)-1-buten-3-yne and 1,1,2,4-tetrachloro-4-(3,5-dimethylphenylthio)-1,3-butadiene. These compounds have potential applications in the development of pharmaceuticals, particularly in the synthesis of novel therapeutic agents.
Used in Research and Development:
Due to its unique chemical properties, 3,5-Dimethylthiophenol is also utilized in research and development for the exploration of new chemical reactions and the creation of novel compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C8H10S/c1-6-3-7(2)5-8(9)4-6/h3-5,9H,1-2H3/p-1

Upstream product

• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 108-68-9 3,5-Dimethylphenol 
• 7783-06-4 hydrogen sulfide 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 65625-49-2 3,5-dimethylbenzenesulfonamide 
• 2905-27-3 3,5-dimethyl-benzenesulfonyl chloride 
• 18023-22-8 3,5-dimethylbenzenesulfinic acid 
• 219667-41-1 trifluoromethanesulfonic acid 3,5-dimethylphenyl ester 
• 108-69-0 3,5-dimethylaminoaniline 
• 89816-83-1 3,5-dimethylphenyl ethyl xanthate 

Downstream Products

• 21557-53-9 [2,5-Dichloro-4-(3,5-dimethyl-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 3,5-dimethyl-phenyl ester 
• 65151-60-2 3,5,3',5'-tetramethyldiphenyldissulfide 
• 640767-43-7 2-(3,5-dimethylphenylthio)nitrobenzene 
• 113296-92-7 2-(3,5-dimethylphenylthio)benzoic acid 
• 473258-21-8 1-(3,5-dimethylphenylthio)pyrrolidine-2,5-dione 
• 936562-73-1 2-(3,5-dimethylphenylthio)ethylamine 
• 112374-99-9 2-(phenylazo)-3,4,6-trimethylthianaohthene 

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

Preparation method for synthesizing thiophenol compound based on sodium sulfide nonahydrate

The invention provides a preparation method for synthesizing a thiophenol compound based on sodium sulfide nonahydrate. In an inert gas protective atmosphere, substituted iodobenzene and a sulfhydrylation reagent are added into an aprotic polar solvent, then a copper salt catalyst and a ligand compound are orderly added into the solution, the mixed solution undergoes a reaction at a temperature of 90 to 120 DEG C for 12-24h, and the reaction solution is cooled to the room temperature and is acidized so that the product is obtained. The preparation method has the advantages of simple reaction conditions, good compatibility of functional groups, high yield and small environmental pollution. Thiophenol is an important intermediate for pharmaceutical chemical synthesis and has a very wide application range in fields of chemical raw materials, pesticides and medicines. The preparation method has a great use value and good social and economic benefits.

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.

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.

Solvent-free synthesis of thiophenol using uncatalyzed transfer hydrogenation

Clean and sustainable transfer hydrogenation for aryl sulfonamides and sulfonyl chlorides is described. The protocol is chemoselective and uses neither catalyst nor solvent.

Catalytic transfer hydrogenation of aryl sulfo compounds

A new method to reduce aryl sulfo compounds via transfer hydrogenation was investigated, using Pd/C as a catalyst, and 2-propanol or formic acid as hydrogen sources. This new process is simple and clean.

Palladium catalyzed synthesis of aryl thiols: Sodium thiosulfate as a cheap and nontoxic mercapto surrogate

A Pd-catalyzed coupling reaction of ArBr/ArCl/ArOTf with sodium thiosulfate takes place in presence of Cs2CO3 at 80 °C. The reaction mixture is directly treated with Zn/HCl to afford aryl thiols in good to excellent yields.

A general and efficient approach to aryl thiols: Cul-catalyzed coupling of aryl iodides with sulfur and subsequent reduction

A Cul-catalyzed coupling reaction of aryl iodides and sulfur powder takes place in the presence of K2CO3 at 90 °C. The coupling mixture is directly treated with NaBH4 or triphenylphosphine to afford aryl thiols in good to

Arylthioindole inhibitors of tubulin polymerization. 3. Biological evaluation, structure-activity relationships and molecular modeling studies

The new arylthioindole (ATI) derivatives 10, 14-18, and 21-24, which bear a halogen atom or a small size ether group at position 5 of the indole moiety, were compared with the reference compounds colchicine and combretastatin A-4 for biological activity. Derivatives 10, 11, 16, and 21-24 inhibited MCF-7 cell growth with IC50 values 2/M phase at 24 h, and at 48 h, 26% of the cells were hyperploid. Molecular modeling studies showed that, despite the absence of the ester moiety present in the previously examined analogues, most of the compounds bind in the colchicine site in the same orientation as the previously studied ATIs. Binding to β-tubulin involved formation of a hydrogen bond between the indole and Thr179 and positioning of the trimethoxy phenyl group in a hydrophobic pocket near Cys241.

Antiviral 2, 4-pyrimidinedione derivatives

Novel 2,4-pyrimidinedione compounds, and pharmaceutically acceptable salts thereof which possess good antiviral activities, and specifically represented by the following formula(I): STR1 wherein: R 1 represents an unsubstituted or substituted allyl group represented by CH 2 CH CR 5 R 6 or an unsubstituted or substituted propargyl group represented by CH 2 C CR 7 wherein R 5, R 6 and R 7 are each independently a hydrogen atom; a methyl group optionally substituted with a halogen atom, or a C 1-10 carbonyloxy, hydroxy, azido, cyano, optionally substituted amino, optionally substituted phosphonyl, optionally substituted phenyl, C 3-10 heteroaryl, C 1-3 alkoxy or benzyloxy radical; a C 2-10 alkyl or alkenyl group; a cyclopropyl group; an optionally substituted phenyl group; a C 3-10 heteroaryl group; a C 1-10 ester group; or an optionally substituted C 1-10 alkylamide group;R 2 represents a halogen atom, an optionally substituted C 1-5 alkyl, C 3-6 cycloalkyl, C 2-8 alkenyl, C 2-8 alkynyl group or a benzyl group;R 3 and R 4 represent independently a hydrogen or halogen atom, or a hydroxy, C 1-3 alkyl, fluoromethyl, C 1-3 alkoxy, amino, C 2-6 alkylester or C 2-7 alkylamide group;A represents an oxygen or sulfur atom;Z represents an oxygen or sulfur atom; a carbonyl group; an amino group; or a methylene group optionally substituted with at least one selected from the group consisting of a halogen atom, and a cyano, hydroxy, azido, amino, C 1-3 alkylamide, C 1-4 ester, and nitro groups.