14248-15-8

Basic information

• Product Name: 2,2-Dimethylpropyl 4-bromobenzenesulfonate
• Synonyms: 2,2-Dimethylpropyl 4-bromobenzenesulfonate;Neopentyl 4-bromobenzenesulfonate
• CAS NO: 14248-15-8
• Molecular Formula: C₁₁H₁₅BrO₃S
• Molecular Weight: 307.204
• Mol File: 14248-15-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: Room temperature.
• Solubility: Dichloromethane, Diethyl Ether
• CAS DataBase Reference: 2,2-Dimethylpropyl 4-bromobenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethylpropyl 4-bromobenzenesulfonate(14248-15-8)
• EPA Substance Registry System: 2,2-Dimethylpropyl 4-bromobenzenesulfonate(14248-15-8)

Safety Data

• Hazardous Substances Data: 14248-15-8(Hazardous Substances Data)

Usage

Description

2,2-Dimethylpropyl 4-bromobenzenesulfonate, also known as Neopentyl 4-Bromobenzenesulfonate, is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its chemical structure, which includes a bromobenzene sulfonate group attached to a 2,2-dimethylpropyl moiety.

Uses

Used in Pharmaceutical Synthesis:
2,2-Dimethylpropyl 4-bromobenzenesulfonate is used as an intermediate in the synthesis of 5-Amino-3-(4-sulfonylphenyl)salicyclic Acid Sodium Salt (A629340), which is an impurity of mesalamine (M258100). Mesalamine is the active metabolite of Sulfasalazine (S699084), a drug used for treating inflammatory bowel diseases such as ulcerative colitis and Crohn's disease. The use of 2,2-Dimethylpropyl 4-bromobenzenesulfonate in this synthesis process is crucial for the development of effective anti-inflammatory medications for gastrointestinal conditions.
Used in the Chemical Industry:
In the chemical industry, 2,2-Dimethylpropyl 4-bromobenzenesulfonate may be utilized as a building block or reagent in the synthesis of other complex organic molecules, potentially leading to the development of new compounds with various applications in different fields, such as materials science, pharmaceuticals, or agrochemicals. Its unique chemical structure allows for further functionalization and modification, making it a versatile component in organic synthesis.

Upstream product

• 75-84-3 2,2-dimethyl-propanol-1 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 13351-61-6 2,2-dimethyl-3-phenyl-1-propanol 
• 108-86-1 bromobenzene 

Downstream Products

• 134724-20-2 Neopentyl 2,4,6-tri-t-butylphenyl ether 
• 513-35-9 2-methyl-but-2-ene 
• 648905-68-4 neopentyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonate 
• 1200440-34-1 neopentyl 4-(2-thienyl)benzenesulfonate 
• 1200440-35-2 neopentyl 4-(3-pyridinyl)benzenesulfonate 
• 126842-35-1 4-methoxy-1,1':4',1'':4'',1'''-quaterphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 135-70-6 p-quaterphenyl 
• 124110-29-8 4-methyl-1,1':4',1'':4'',1'''-quaterphenyl 

Relevant articles and documents

Sky-blue-emitting cationic iridium complexes with oxadiazole/triazine-type counter-anions and their use for efficient solution-processed organic light-emitting diodes

Counter-anion control has emerged as a facile approach to tune the properties of cationic iridium complexes for optoelectronic applications. Here we report sky-blue-emitting cationic iridium complexes with electron-deficient oxadiazole/triazine-type count

Thermally Induced Self-Doping of π-Conjugated Polymers Bearing a Pendant Neopentyl Sulfonate Group

A regioregular head-to-tail (HT)-type polythiophene was synthesized by the deprotonative nickel-catalyzed cross-coupling polymerization of 2-chlorothiophene bearing a neopentyl benzenesulfonate group at the 3-position. The obtained HT-regioregular polymer was found to dissolve in chloroform or THF, while it became soluble in water upon heating at 185 °C for 10 min by the liberation of the protected neopentyl group. The thin film of the polymer showed a remarkable improvement in conductivity of ca. 103 times before/after heating, suggesting the thermally induced intramolecular doping of polythiophene by the formed sulfonic acid at the side chain. The related doping was also observed in a poly(phenylacetylene) derivative, which was synthesized by rhodium-catalyzed polymerization. Copolymerization of such thiophene- and acetylene-bearing neopentyl sulfonate with 3-alkylthiophene and phenylacetylene, respectively, produced the corresponding statistical copolymers, demonstrating the formal self-doping of poly(3-alkylthiophene) and poly(phenylacetylene).

Synthesis and characterization of a mesogen-jacketed polyelectrolyte

In an attempt to construct a new kind of rodlike polyelectrolyte, poly[sodium 2,5-bis(4′-sulfophenyl)styrene] (PSBSS) was prepared from its precursor, poly[2,5-bis(4′-neopentylsulfophenyl)styrene] (PBNSS), which was polymerized by atom transfer radical polymerization. Small-angle X-ray scattering (SAXS) results demonstrate that PBNSS exhibits a hexagonal columnar phase and PSBSS exhibits a smectic A phase in bulk. The conformation of PSBSS in the aqueous solution is cylindrical, and the length and the diameter of the cylinder are ca. 25 nm and ca. 2.4 nm, respectively. The persistence length (lp) of the PSBSS chain in the aqueous solution is 11.50 ± 0.09 nm calculated by fitting the SAXS profile with the modified wormlike chain model. The conformation, the maximum length, and the lp of the chain are only weakly dependent on the concentration of the added salt. These results indicate that we have successfully obtained a new kind of polyelectrolyte with a highly rigid chain, a high charge density, and a narrow molecular weight distribution, which can serve as a new model macromolecule in studying rodlike polyelectrolytes.