Production Method 1

82657-70-3

91062-39-4

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Hydrogen bromide Solvents: Toluene ,  Water ;  reflux; 10 h, reflux

Reference

Synthesis and property of oxymethylene-bridged bent-core liquid crystals

Wang, Yongli; Du, Qiong; Wang, Guohua; Zhang, Zhiyong; Dai, Zhiqun; et al, Youji Huaxue, 2013, 33(9), 2010-2015

Production Method 2

82657-70-3

91062-39-4

Reaction Conditions

1.1 Reagents: Phosphorus tribromide Solvents: Diethyl ether ;  4 h, rt

Reference

Design, synthesis and evaluation of 3-(imidazol-1-ylmethyl)indoles as antileishmanial agents. Part II

Giraud, Francis; Loge, Cedric; Pagniez, Fabrice; Crepin, Damien; Barres, Sophie; et al, Journal of Enzyme Inhibition and Medicinal Chemistry, 2009, 24(5), 1067-1075

1-(Bromomethyl)-4-propylbenzene Raw materials

• 4-n-Propylbenzyl alcohol

1-(Bromomethyl)-4-propylbenzene Preparation Products

• 1-(Bromomethyl)-4-propylbenzene (91062-39-4)

• 1. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 2. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
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• 3. Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents
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• 4. Dissociative dynamics of O2 on Ag(110)?
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  Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylpropanes

Professional Introduction to 1-(Bromomethyl)-4-propylbenzene (CAS No. 91062-39-4)

1-(Bromomethyl)-4-propylbenzene, identified by the Chemical Abstracts Service Number (CAS No.) 91062-39-4, is a significant compound in the field of organic chemistry and pharmaceutical research. This aromatic hydrocarbon derivative features a bromomethyl substituent at the ortho position relative to a propyl group on the benzene ring. Its unique structural properties make it a valuable intermediate in synthetic chemistry, particularly in the development of more complex molecules.

The compound's molecular structure consists of a benzene core substituted with a propyl group at the para position and a bromomethyl group at the ortho position. This arrangement imparts distinct reactivity, making it useful in various chemical transformations. The bromomethyl group, in particular, is highly reactive and can participate in nucleophilic substitution reactions, allowing for further functionalization of the molecule.

In recent years, 1-(Bromomethyl)-4-propylbenzene has garnered attention in the pharmaceutical industry due to its potential applications in drug synthesis. Researchers have explored its utility as a building block for more intricate pharmacophores. For instance, studies have demonstrated its role in constructing heterocyclic compounds, which are prevalent in many therapeutic agents. The ability to introduce diverse functional groups via the bromomethyl moiety provides chemists with flexibility in designing novel molecules with specific biological activities.

One of the most compelling aspects of this compound is its application in Suzuki-Miyaura cross-coupling reactions. This palladium-catalyzed reaction is a cornerstone of modern organic synthesis, enabling the formation of carbon-carbon bonds between aryl halides and boronic acids. The bromomethyl group in 1-(Bromomethyl)-4-propylbenzene serves as an excellent coupling partner, facilitating the construction of biaryl structures that are common motifs in medicinal chemistry. Such transformations have been instrumental in developing drugs with enhanced efficacy and reduced side effects.

Furthermore, 1-(Bromomethyl)-4-propylbenzene has been investigated for its role in polymer chemistry. The bromomethyl functionality allows for polymerization reactions, leading to the synthesis of polymers with tailored properties. These polymers find applications in various sectors, including drug delivery systems and advanced materials. The propyl group contributes to the solubility and mechanical properties of the resulting polymers, making them suitable for industrial applications.

The compound's reactivity also makes it a valuable tool in synthetic organic chemistry education. Its straightforward structure and versatile reactivity provide students with an excellent opportunity to learn about reaction mechanisms and synthetic strategies. By working with 1-(Bromomethyl)-4-propylbenzene, students can gain hands-on experience with important transformations such as nucleophilic substitution and cross-coupling reactions, preparing them for careers in research and industry.

In conclusion, 1-(Bromomethyl)-4-propylbenzene (CAS No. 91062-39-4) is a multifaceted compound with broad applications across organic synthesis, pharmaceutical research, and polymer chemistry. Its unique structural features and reactivity make it an indispensable tool for chemists seeking to develop novel molecules and materials. As research continues to uncover new methodologies and applications, this compound is poised to remain at the forefront of chemical innovation.

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