106-53-6

Basic information

• Product Name: 4-Bromothiophenol
• Synonyms: Benzenethiol,p-bromo- (6CI,7CI,8CI);1-Bromo-4-mercaptobenzene;4-Bromobenzenethiol;4-Bromophenylthiol;NSC 229563;NSC 32018;p-Bromobenzenethiol;p-Bromophenyl thiol;p-Bromothiophenol;Benzenethiol, 4-bromo-
• CAS NO: 106-53-6
• Molecular Formula: C₆H₅BrS
• Molecular Weight: 189.0697
• EINECS: 203-407-3
• Product Categories: Phenyls & Phenyl-Het;Miscellaneous;Phenyls & Phenyl-Het;Phenol&Thiophenol&Mercaptan
• Mol File: 106-53-6.mol
• Article Data: 37

Chemical Properties

• Melting Point: 71-76℃
• Boiling Point: 231.3 °C at 760 mmHg
• Flash Point: 93.7 °C
• Appearance: White to light yellow crystal powder
• Density: 1.599 g/cm³
• Vapor Pressure: 0.0954mmHg at 25°C
• Storage Temp.: Refrigerator
• PKA: 6.08±0.10(Predicted)
• Water Solubility: Slightly soluble in water
• BRN: 507031
• CAS DataBase Reference: 4-Bromothiophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromothiophenol(106-53-6)
• EPA Substance Registry System: 4-Bromothiophenol(106-53-6)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26:
• RIDADR: 2923
• WGK Germany: 3
• F: 10-13-23
• TSCA: T
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 106-53-6(Hazardous Substances Data)

Usage

Description

4-Bromothiophenol is an organic compound characterized by its white to beige crystalline structure. It is a derivative of thiophene with a bromine atom attached at the 4th position, which contributes to its unique chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
4-Bromothiophenol is used as a reagent for the synthesis of indolyl-3-ethanone-α-thioethers, which are non-toxic antimalarial agents. These compounds exhibit significant anti-malarial activity without causing toxicity to HeLa cell lines, making them a promising option for the development of new treatments against malaria.
In addition to its application in the pharmaceutical industry, 4-Bromothiophenol may also find use in other areas such as chemical synthesis, materials science, and research, due to its unique chemical properties and reactivity.

InChI:InChI=1/C6H5BrS/c7-5-1-3-6(8)4-2-5/h1-4,8H/p-1

Upstream product

• 722-27-0 bis(4-aminophenyl)disulfide 
• 126253-78-9 S-(4-Bromophenyl)mercapturic acid 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 3226-41-3 4-bromobenzenediazonium tetrafluoroborate 
• 60775-10-2 (4-bromo-phenyl)-(2,4-dinitro-phenyl)-sulfide 
• 68724-10-7 S-(4-bromo-phenyl)-cysteine 
• 108-98-5 thiophenol 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 123-75-1 pyrrolidine 
• 154393-31-4 (4-bromo-phenyl)-picryl sulfide 
• 106-37-6 1.4-dibromobenzene 
• 82884-30-8 Diisopropyl-dithiocarbamic acid 4-bromo-phenyl ester 
• 109-73-9 N-butylamine 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 6631-76-1 Piperidinomethyl-<4-brom-phenyl>-sulfid 
• 53136-21-3 1-benzylsulphanyl-4-bromobenzene 
• 63116-04-1 (4-bromo-phenyl)-(2-nitro-phenyl)-disulfide 
• 26732-20-7 4-bromo-(ethylsulfonyl)benzene 
• 223557-20-8 1-bromo-4-(propane-2-sulfonyl)benzene 
• 26410-33-3 S-p-bromophenyl cyclopropanecarboxylate 
• 83782-35-8 2-(4-Bromo-phenylsulfanylmethyl)-pyridin-3-ol 
• 83782-49-4 2-<<(p-bromophenyl)thio>methyl>-4-chloropyridine 
• 14703-92-5 4-(2-hydroxyethylthio)bromobenzene 
• 3393-78-0 4,4'-dibromodiphenyl sulfide 
• 136152-38-0 (1R,2R)-2-(4-Bromo-phenylsulfanyl)-indan-1-ol 
• 96804-05-6 1-bromo-4-[(2,2-diethoxyethyl)sulfanyl]benzene 
• 75931-81-6 1-p-bromophenylthio-4-chloro-2-butyne 

Relevant articles and documents

-

-

Synthesis of 4-hydroxy-l-thiacoumarins. 2

-

-

-

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

The Chan-Lam reaction of chalcogen elements leading to aryl chalcogenides

A copper-catalyzed chalcogenation of arylboronic acids with elemental sulfur or selenium is established, which provides diaryl disulfides or diaryl monoselenides in moderate to good yields with excellent selectivities, respectively. Moreover, after sequential reduction and coupling with aryl/alkyl iodides in one pot, unsymmetrical monosulfides were obtained in good yields.