84672-48-0

Basic information

• Product Name: 2-Bromophenyl p-Toluenesulfonate
• Synonyms: 2-Bromophenyl p-Toluenesulfonate;2-Bromophenyl p-Toluenesulfonate;Phenol,2-bromo-, 1-(4-methylbenzenesulfonate)
• CAS NO: 84672-48-0
• Molecular Formula: C₁₃H₁₁BrO₃S
• Molecular Weight: 327.19364
• EINECS: -0
• Mol File: 84672-48-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 74.0 to 78.0 °C
• Boiling Point: 432.6°Cat760mmHg
• Flash Point: 215.5°C
• Appearance: /
• Density: 1.517g/cm³
• Vapor Pressure: 2.76E-07mmHg at 25°C
• Refractive Index: 1.606
• CAS DataBase Reference: 2-Bromophenyl p-Toluenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromophenyl p-Toluenesulfonate(84672-48-0)
• EPA Substance Registry System: 2-Bromophenyl p-Toluenesulfonate(84672-48-0)

Safety Data

• Hazardous Substances Data: 84672-48-0(Hazardous Substances Data)

Usage

Description

2-Bromophenyl p-Toluenesulfonate is an organobromine compound with the molecular formula C14H13BrO3S. It is a white to off-white solid that is soluble in organic solvents such as acetone, ethyl acetate, and dichloromethane. 2-Bromophenyl p-Toluenesulfonate is commonly used as a reagent for the synthesis of various organic compounds due to its powerful nucleophilic properties and versatility in organic chemistry reactions.

Uses

Used in Organic Chemistry:
2-Bromophenyl p-Toluenesulfonate is used as a reagent for the synthesis of various organic compounds, particularly in the formation of carbon-carbon bonds. Its powerful nucleophilic properties make it a valuable tool in organic chemistry reactions.
Used in Peptide and Ester Synthesis:
2-Bromophenyl p-Toluenesulfonate is also used as a coupling reagent in the synthesis of peptide and ester compounds, facilitating the formation of these important biomolecules.
Used in Drug Discovery and Development:
2-Bromophenyl p-Toluenesulfonate has been studied for potential applications in drug discovery and development due to its reactivity and versatility in organic synthesis, offering a promising avenue for the creation of new pharmaceutical agents.

InChI:InChI=1/C13H11BrO3S/c1-10-6-8-11(9-7-10)18(15,16)17-13-5-3-2-4-12(13)14/h2-9H,1H3

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 19061-38-2 (9s,10s)-9,10-diphenyl-9,10-dihydro-9,10-epoxyanthracene 
• 157953-24-7 1-(3-hydroxy-3-methylbutynyl)-2-tosyloxybenzene 
• 56426-65-4 2-(α-methylvinyl)benzofuran 
• 59302-96-4 2-(1-methyl-1-hydroxyethyl)benzofuran 
• 1198-96-5 2,2-dimethylchroman 
• 1128-92-3 2-prenylphenol 
• 4167-73-1 4-(2-hydroxyphenyl)-2-methyl-2-butanol 
• 157953-28-1 Benzoic acid 2-(3-methyl-but-2-enyl)-phenyl ester 
• 7469-77-4 2-methylnaphthalen-1-ol 
• 51804-15-0 4-carboxyphenyl 4-methylbenzenesulfonate 
• 13047-06-8 o-bromobenzophenone 

Relevant articles and documents

Graphite/methanesulfonic acid (GMA) as a new reagent for sulfonylation of phenols and thia-Fries rearrangement of aryl sulfonates to sulfonylphenols

A new facile method for direct sulfonylation of phenols was developed. Graphite in methanesulfonic acid (GMA) was used to prepare sulfonylphenols by sulfonylation of phenol and naphthalene derivatives with p-toluenesulfonic acid (=4-methylbenzenesulfonic acid) (Table 1) and the thia-Fries rearrangement of aryl sulfonates (Table 4). Mechanistic studies showed that the sulfonylation reaction of phenols in GMA occurred through an initial sulfonate formation followed by a thia-Fries rearrangement of the aryl sulfonate by an intermolecular mechanism (Scheme 3).

Regioselectivity in the Reactions of Methoxydehydrobenzenes with Furans. Part 3. 3-Methoxyfuran and Methoxydehydrobenzenes and the Chemistry of their Adducts

The cycloadditions of methoxydehydrobenzenes containing a 3-methoxy group and 3-methoxyfuran are highly regioselective.The adducts, 1,4-dihydro-2-methoxy-1,4-epoxynaphthalenes, undergo mild acid-catalysed hydrolysis providing, first, an isolable 1,2,3,4-tetrahydro-2-methoxy-1,4-epoxynaphthalen-2-ol, and then a 3,4-dihydro-1,4-epoxynaphthalen-2(1H)-one.The chemistry of these ketones is explored.One of them, 3,4-dihydro-5-methoxy-1,4-epoxynaphthalen-2(1H)-one, readily undergoes catalytic reduction to yield the hexahydro-1,4-epoxynaphthalene-2,5(1H,4aH)-dione.The X-ray mo lecular structure of this dione and of the 2-monobrosyl ester of the derived diol are reported.Treatment of the above adducts with trifluoroacetic acid and acetic anhydride provides a convenient synthesis of 1-acetoxy-2-methoxynaphthalenes.