40248-84-8

Basic information

• Product Name: 3-Hydroxythiophenol
• Synonyms: 3-MERCAPTOPHENOL;3-HYDROXYTHIOPHENOL;3-HYDROXYBENZENETHIOL;M-HYDROXYBENZENETHIOL;m-Hydroxy Thiophenol;3-MERCAPTOPHENOL 98%;Phenol, 3-mercapto- (9CI);3-Hydroxy
• CAS NO: 40248-84-8
• Molecular Formula: C₆H₆OS
• Molecular Weight: 126.18
• Product Categories: THIOL;Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Miscellaneous
• Mol File: 40248-84-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 16-17 °C(lit.)
• Boiling Point: 242-243 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.237 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00967mmHg at 25°C
• Refractive Index: n20/D >1.6290(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.50±0.10(Predicted)
• Sensitive: Stench
• CAS DataBase Reference: 3-Hydroxythiophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxythiophenol(40248-84-8)
• EPA Substance Registry System: 3-Hydroxythiophenol(40248-84-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36-36/37/38-20/21/22
• Safety Statements: 26-36-7/9
• RIDADR: UN 3334
• WGK Germany: 3
• HazardClass: IRRITANT, AIR SENSITIVE, STENCH
• Hazardous Substances Data: 40248-84-8(Hazardous Substances Data)

Usage

Description

3-Hydroxythiophenol, also known as 3-mercaptophenol, is a colorless liquid with unique chemical properties. It is a compound that contains a hydroxyl group and a thiol group attached to a phenol ring, which gives it the ability to form various complexes and exhibit selective reactivity.

Uses

Used in Chemical Synthesis:
3-Hydroxythiophenol is used as a key intermediate in the synthesis of various organic compounds. For instance, it is utilized in the production of 4-(3-hydroxyphenylthio)naphthalene-1,2-dione, which exhibits fluorescence emission. Additionally, it serves as a non-symmetric ligand that can combine with PdCl2 to form a pincer complex, which has potential applications in catalysis and other chemical processes.
Used in Sensor Technology:
3-Hydroxythiophenol is used as a component in the development of formaldehyde sensors. When coated on cantilevers, it demonstrates high selectivity towards formaldehyde, resulting in the highest downward deflection upon contact with the target molecule. This property makes it a valuable material for detecting and monitoring formaldehyde levels in various environments, such as indoor air quality monitoring and industrial safety applications.

InChI:InChI=1/C6H6OS/c7-5-2-1-3-6(8)4-5/h1-4,7-8H

Upstream product

• 2388-74-1 1-methoxy-3-methylsulfanyl-benzene 
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• 36971-28-5 3-Bromo-(trimethylsilyloxy)benzene 
• 591-20-8 3-Bromophenol 
• 21101-56-4 3,3’-dihydroxydiphenyl disulfide 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 951238-24-7 N-{1,1-bis(acetoxymethyl)-3-[2-chloro-4-(hydoxyphenylthio)phenyl]propyl}acetamide 
• 943772-39-2 N-(3-bromo-phenyl)-4-(3-hydroxy-phenylsulfanyl)-3-nitro-benzamide 
• 869099-04-7 C₂₁H₁₇F₆NO₃S 
• 1007165-67-4 (3-(benzyloxy)phenyl)(3-chloro-4-nitrophenyl)sulfane 
• 1007165-40-3 1-(4-(3-(benzyloxy)phenylthio)-2-chlorophenyl)ethanone 
• 1007165-48-1 4-methoxybenzyl 4-(3-(benzyloxy)phenylthio)-3-(trifluoromethyl)benzoate 
• 3463-03-4 3-methylsulfanylphenol 
• 18232-03-6 2-phenylsulfanyl-[1,4]benzoquinone 
• 5831-37-8 2-(p-tolylthio)cyclohexa-2,5-diene-1,4-dione 
• 18232-05-8 2-((4-chlorophenyl)thio)cyclohexa-2,5-diene-1,4-dione 

Relevant articles and documents

Improved 3-hydroxythiophenol synthesis

Hydroxythiophenols have provided access to a number of unique heterocycles. Historically, access to 3-hydroxythiophenol has been challenging because of inefficiencies and prohibitive cost. A straightforward and efficient route to 3-hydroxythiphenol has been devised.

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.

Practical and scaleable syntheses of 3-hydroxythiophenol

3-Hydroxythiophenol is a versatile intermediate for the synthesis of medicinal and heterocyclic compounds. Two novel and practical syntheses of 3-hydroxythiophenol are achieved using readily available and inexpensive starting materials. An overall cost comparison of these syntheses is also given.