28941-54-0

Basic information

• Product Name: (+)-2-bromo-hexane
• CAS NO: 28941-54-0
• Molecular Weight: 165.073
• Mol File: 28941-54-0.mol

Chemical Properties

• CAS DataBase Reference: (+)-2-bromo-hexane(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-2-bromo-hexane(28941-54-0)
• EPA Substance Registry System: (+)-2-bromo-hexane(28941-54-0)

Safety Data

• Hazardous Substances Data: 28941-54-0(Hazardous Substances Data)

Upstream product

• 110-54-3 hexane 
• 592-41-6 1-hexene 
• 18589-27-0 2-iodohexane 
• 7664-93-9 sulfuric acid 
• 111-27-3 hexan-1-ol 
• 7726-95-6 bromine 
• 638-45-9 1-Iodohexane 
• 626-93-7 (-)-hexanol-2 
• 626-93-7 n-hexan-2-ol 
• 106-97-8 n-butane 
• 111-25-1 1-bromo-hexane 
• 4536-23-6 2-methylhexanoic acid 
• 558-13-4 carbon tetrabromide 
• 6423-02-5 2,3-dibromohexane 

Downstream Products

• 2216-33-3 3-methyloctane 
• 638-28-8 2-chlorohexane 
• 105625-06-7 (1-methyl-pentyl)-diphenyl-phosphane 
• 319906-42-8 2-iodo-9,9-bis(n-hexyl)fluorene 
• 1429478-91-0 2-[3-(hexan-2-yl)-5-(n-propoxy)-phenyl]pyridine 
• 1429478-73-8 2-[3-(hexan-2-yl)-4-methoxyphenyl]pyridine 
• 1429478-78-3 2-[4-fluoro-3-(hexan-2-yl)-phenyl]pyridine 
• 1429478-65-8 2-[3-(hexan-2-yl)-phenyl]-3-methylpyridine 
• 1429478-64-7 2-[3-(hexan-2-yl)-phenyl]-3-methoxypyridine 
• 51770-85-5 1-(hexan-2-yl)-4-methylbenzene 
• 25117-33-3 5-methylpentadecane 
• 110-54-3 hexane 
• 592-43-8 2-hexene 
• 3377-87-5 3-bromohexane 

Relevant articles and documents

Tetrabutylphosphonium Bromide Catalyzed Dehydration of Diols to Dienes and Its Application in the Biobased Production of Butadiene

We report the use of the ionic liquid tetrabutylphosphonium bromide as a solvent and catalyst for dehydration of diols to conjugated dienes. This system combines stability, high reaction rates, and easy product separation. A reaction mechanism for the model compound 1,2-hexanediol is proposed and experimentally corroborated. This particular mechanism allows for the selective formation of conjugated dienes, in contrast with purely acidic catalysis. Next, the reaction is also performed on various other diols. As a first application, we assessed the biobased production of 1,3-butadiene. With 1,4-butanediol as the starting material, a 94% yield of butadiene was reached at 100% conversion.

C-H Activation on Platinum, a Mechanistic Study

C-H activation on heterogeneous Pt catalysts is found to be most facile at low Pt dispersion and surface structure intensive at dispersions above 10percent.Two distinct processes have been identified which lead to the formation of mono- and polydeuterated products, repectively.The ratio of mono-/polydeuteration processes increases with increasing dispertion.Evidence is provided for the formation of ?-intermediates as the initiator of polydeuteration.The most facile mechanism of exchange propagation in a single molecule is through a ?-allyl-type interconversion.The deuterium in monodeuterated n-hexane is located at the terminal position by high-resolution deuterium NMR.NMR spectroscopy also provides evidence for steric effects which prevent significant H/D exchange at positions close to quaternary centers.C-H activation appears to be steric hindrance, the C-H bond energy, and the partial pressure of the substrate.

An Unusually Mild and Selective Bromination of Some n-Alkanes with Barium Tetrafluorobromate

Abstract: Barium tetrafluorobromate Ba(BrF4)2 is a brominating agent for hexane, octane, and decane. The reaction occurs under very mild conditions at –25 to –20°C and results in preferential formation of 2-bromoalkanes.

Preparation method of alkane brominated material

The invention relates to a preparation method of an alkane brominated material. The preparation method comprises the following steps: adding alkane, a bromine-containing compound or elemental bromine,a catalyst and acid into a solvent; adding the solvent into a light-transmission reaction container under air or oxygen atmosphere; sealing; performing stirring reaction under constant pressure and light illumination conditions; then analyzing a nuclear magnetic yield, and performing extraction, drying, filtration, distillation under reduced pressure and column separation to obtain the alkane brominated material. Compared with the prior art, the preparation method disclosed by the invention has the advantages that by using low-cost and safe bromic salt as a bromine source, the air as an oxidizing agent and a nitrogen-containing reagent as the catalyst, reaction is carried out under the conditions of constant temperature and constant pressure, so that energy conservation and economy are realized, and the preparation method is convenient and safe to operate and is environmentally friendly.

Catalytic Bromination of Alkyl sp3C-H Bonds with KBr/Air under Visible Light

Alkyl sp3C-H bonds of cycloalkanes and functional branch/linear alkanes have been successfully brominated with KBr using air or O2 as an oxidant at room temperature to 40 °C. The reactions are carried out in the presence of catalytic NaNO2 in 37% HCl (aq)/solvent under visible light, combining aerobic oxidations and photochemical radical processes. For various alkane substrates, CF3CH2OH, CHCl3, or CH2Cl2 is employed as an organic solvent, respectively, to enhance the efficiency of bromination.

Preparation of manganese/Graphite oxide composite using permanganate and graphite: Application as catalyst in bromination of hydrocarbons

A highly efficient one-pot preparation of manganese/graphite oxide (MnOX/GO) composite from graphite and KMnO4 is described. Hummers preparation method of GO requires a stoichiometric amount of KMnO4, as a result, the method produces a large amount of reduced Mn species. The Mn residue generally is a waste, therefore, we envisioned converting it to value-Added materials. A MnOX/GO composite was prepared in one-pot by treating the unpurified GO with aqueous KOH. The composite was characterized by XRD, XAFS, SEM and TEM. Among various applications of the MnOX/GO composite, we applied it as a recyclable catalyst for bromination of saturated hydrocarbons, one of the most basic but important chemical transformations. The MnOX/GO composite is expected to be an efficient catalyst because of the high surface area and high accessibility of substrates derived from the 2- dimensional sheet structure. When the reaction of a saturated hydrocarbon and Br2 in the presence of catalytic MnOX/GO was performed under fluorescent light irradiation, a brominated product was formed in high yield in a short reaction time. GO could strongly bind with Mn to prevent elution to the liquid phase, enabling the high recyclability.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

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.

Site-selective aliphatic C-H bromination using N -bromoamides and visible light

Transformations that selectively functionalize aliphatic C-H bonds hold significant promise to streamline complex molecule synthesis. Despite the potential for site-selective C-H functionalization, few intermolecular processes of preparative value exist. Herein, we report an approach to unactivated, aliphatic C-H bromination using readily available N-bromoamide reagents and visible light. These halogenations proceed in useful chemical yields, with substrate as the limiting reagent. The site selectivities of these radical-mediated C-H functionalizations are comparable (or superior) to the most selective intermolecular C-H functionalizations known. With the broad utility of alkyl bromides as synthetic intermediates, this convenient approach will find general use in chemical synthesis.

Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation

The bromination of hydrocarbons with CBr4 as a bromine source, induced by light-emitting diode (LED) irradiation, has been developed. Monobromides were synthesized with high efficiency without the need for any additives, catalysts, heating, or inert conditions. Action and absorption spectra suggest that CBr4 absorbs light to give active species for the bromination. The generation of CHBr3 was confirmed by NMR spectroscopy and GC-MS spectrometry analysis, indicating that the present bromination involves the homolytic cleavage of a C-Br bond in CBr4 followed by radical abstraction of a hydrogen atom from a hydrocarbon.