1809-10-5

Usage

Uses

Used in Chemical Synthesis:
3-Bromopentane is used as a reagent in the chemical synthesis process for the preparation of 2-(1-ethyl-propoxy)-isoindole-1,3-dione. Its glass-forming properties contribute to the efficiency and effectiveness of this synthesis, making it a valuable component in the production of this specific compound.
Used in Organic Synthesis:
In the field of organic synthesis, 3-bromopentane serves as an essential building block for the creation of various organic compounds. Its versatility and glass-forming characteristics make it a preferred choice for researchers and chemists working on the development of new organic molecules and materials.
Used in Dielectric Relaxation Studies:
The dielectric relaxation of 3-bromopentane has been studied, which is crucial for understanding its behavior in different environments and under various conditions. This knowledge can be applied to improve its usage in various applications, such as in the development of new materials with specific dielectric properties.

InChI:InChI=1/C5H11Br/c1-3-5(6)4-2/h5H,3-4H2,1-2H3

Upstream product

• 26184-62-3 (S)-2-pentanol 
• 584-02-1 2-pentanol 
• 1809-05-8 3-pentyl iodide 
• 1191-96-4 ethylcyclopropane 
• 950-25-4 toluene-4-sulfonic acid 1-ethyl-propyl ester 
• 109-68-2 2-pentene 
• 109-66-0 pentane 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 107-81-3 2-bromopentane 
• 512-85-6 ascaridole 
• 627-20-3 (Z)-pent-2-ene 
• 646-04-8 (E)-pent-2-ene 
• 6032-29-7 (+/-)-2-pentanol 

Downstream Products

• 18980-15-9 6-Diethylmethyl-3-methyl-p-Chlorophenol 
• 13921-09-0 [(1-ethylpropyl)thio]benzene 
• 71691-56-0 Diethyl (1-ethylpropyl)malonate 
• 117-47-5 diethyl (1-methylbutyl)malonate 
• 10203-59-5 Ethyl-(1-ethyl-propyl)-malonsaeure-diethylester 
• 1196-58-3 (1-ethylpropyl)benzene 
• 19398-77-7 3,4-diethylhexane 
• 646-04-8 (E)-pent-2-ene 
• 109-68-2 2-pentene 
• 616-31-9 pentane-3-thiol 
• 28456-66-8 3-Ethyl-2-cyan-pentansaeure-ethylester 
• 22975-58-2 1-methyl-4-(1'-ethyl)propylbenzene 
• 7333-53-1 3-Pentyl-triphenylphosphoniumbromid 
• 39520-19-9 2-(1-Ethyl-propyl)-malonic acid dimethyl ester 

Relevant academic research and scientific papers

Induced Fitting and Polarization of a Bromine Molecule in an Electrophilic Inorganic Molecular Cavity and Its Bromination Reactivity

Dodecavanadate, [V12O32]4? (V12), possesses a 4.4 ? cavity entrance, and the cavity shows unique electrophilicity. Owing to the high polarizability, Br2 was inserted into V12, inducing the inversion of one of the VO5 square pyramids to form [V12O32(Br2)]4? (V12(Br2)). The inserted Br2 molecule was polarized and showed a peak at 185 cm?1 in the IR spectrum. The reaction of V12(Br2) and toluene yielded bromination of toluene at the ring, showing the electrophilicity of the inserted Br2 molecule. Compound V12(Br2) also reacted with propane, n-butane, and n-pentane to give brominated alkanes. Bromination with V12(Br2) showed high selectivity for 3-bromopentane (64 %) among the monobromopentane products and preferred threo isomer among 2-,3-dibromobutane and 2,3-dibromopenane. The unique inorganic cavity traps Br2 leading the polarization of the diatomic molecule. Owing to its new reaction field, the trapped Br2 shows selective functionalization of alkanes.

Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling

Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C?H bond functionalization methods. We describe herein a new step-economical approach that enables C?C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.

Highly efficient oxidative bromination of alkanes with the HBr-H 2O2 system in the presence of catalyst

Various cycloalkanes and straight-chain alkanes were efficiently brominated with an aqueous HBr-H2O2 system. This oxidative brominating process was promoted by catalysis and irradiation with light. The cycloalkanes were converted to the corresponding bromo-cycloalkanes in moderate yields and the straight-chain alkanes produced dominantly secondary bromides. This simple but effective bromination method of alkanes is characterized by high atom efficiency, inexpensive reagents and the absence of organic waste, which make it a good alternative to the existing method for Ci￡H activation through bromination. A simple, effective, environmentally friendly method was researched for bromination of alkanes in good yield with HBr as the origin of bromine.

Direct bromination and iodination of non-activated alkanes by hypohalite reagents

The direct functionalisation of alkanes through bromination and iodination has been successfully achieved. The combination of stoichiometric mixtures of elemental halogen and sodium alkoxides leads to the formation of alkyl hypobromites and hypoiodites as reagents. The halogenation occurs without external photostimulation under thermal reaction conditions. Georg Thieme Verlag Stuttgart.

Chemoselective monobromination of alkanes promoted by unactivated MnO 2

Reaction of alkanes with bromine promoted by unactivated MnO2 gave the corresponding alkylbromides in excellent yield with good chemoselectivity. The MnO2 could be easily recovered and reused.

A new simple and industrial process for bromination of alcohols

Alcohols treated with thionylchloride, followed by chlorine/bromine exchange using gaseous hydrobromic acid and thermal decomposition in the presence of a tertiary amine give the corresponding brominated compounds. The process is regio/stereo selective.

Silylaminyl Radicals. Part 2. Free Radical Chain Halogenation of Hydrocarbons using N-Halogenobis(trialkylsilyl)amines

The liquid-phase halogenation of a number of hydrocarbons and of 1-chlorobutane by N-halogenobis(trialkylsilyl)amines has been studied using product analysis techniques.The reactions take place by free radical chain mechanisms which involve the propagation steps generalised in equations (A) and (B) (X=Br or Cl).At 353 K, the molar reactivities of toluene (benzylic C-H) and cyclohexane towards (R3Si)2N+RH(R3Si)2NH+R (A) R+(R3Si)2NXRX+(R3Si)2N (B) (Me3Si)2N are approximately equal and toluene is 5.2 times more reactive than perdeuteriotoluene.The relative rates of hydrogen abstraction by (Me3Si)2N and (ButMe2Si)2N from the primary, secondary, and tertiary C-H groups in 2-methylbutane show that the silylaminyl radicals are not only highly reactive but also sterically demanding.Thus, at 333 K the average primary C-H reactivity is 0.6 times that of the tertiary C-H towards attack by (Me3Si)2N, but 4.2 times that of the tertiary C-H towards attack by the more bulky (ButMe2Si)2N.Silylaminyl radicals are much more reactive in hydrogen abstraction than are analogous dialkylaminyl radicals and this difference is interpreted in terms of thermodynamic and polar effects which arise because of the ?-donor-?-acceptor nature of the trialkylsilyl substituent.