10230-26-9

Usage

Uses

Used in Organic Synthesis:
1,2-dibromocyclopentane is used as a reagent for the preparation of other organic compounds, leveraging its reactivity to facilitate various chemical reactions in the synthesis of target molecules.
Used in Chemical Research:
In the field of chemical research, 1,2-dibromocyclopentane is utilized as a model compound to study the properties and reactions of halogenated cycloalkanes, contributing to the understanding of organic chemistry and the development of new synthetic methods.
Used in Pharmaceutical Industry:
1,2-dibromocyclopentane is employed as an intermediate in the synthesis of pharmaceutical compounds, where its reactivity can be harnessed to create new drugs or modify existing ones to improve their efficacy and safety.
Used in Material Science:
In material science, 1,2-dibromocyclopentane may be used in the development of new materials with specific properties, such as polymers with tailored characteristics, by incorporating its reactive bromine atoms into the material's structure.
Used in Environmental Applications:
1,2-dibromocyclopentane can be used in environmental applications, such as the synthesis of compounds that can be employed in pollution control or remediation processes, taking advantage of its reactivity to create effective agents for environmental management.

InChI:InChI=1/C5H8Br2/c6-4-2-1-3-5(4)7/h4-5H,1-3H2

Upstream product

• 142-29-0 cyclopentene 
• 137-43-9 Cyclopentyl bromide 
• 75-62-7 Bromotrichloromethane 
• 185-94-4 bicyclo[2.1.0]pentane 
• 93700-90-4 2-(2-E-deuteriocyclpentyloxy)tropone 
• 67-63-0 isopropyl alcohol 
• 67-56-1 methanol 
• 71-23-8 propan-1-ol 
• 64-17-5 ethanol 
• 78-83-1 2-methyl-propan-1-ol 
• 78-92-2 iso-butanol 
• 71-36-3 butan-1-ol 
• 285-67-6 Cyclopentene oxide 
• 287-92-3 Cyclopentane 

Downstream Products

• 29887-56-7 trans-1,2-dimethoxycyclopentane 
• 6942-65-0 1,3-diphenyl-cyclopentane 
• 542-92-7 cyclopenta-1,3-diene 
• 5057-98-7 cis-1,2-cyclopentanediol 
• 5057-99-8 trans-cyclopentane-1,2-diol 
• 1192-04-7 1-bromocyclopentene 
• 700-88-9 cyclopentylbenzene 
• 1417905-86-2 1,2-trans-diaminocyclopentane diiodoplatinum(II) 
• 3145-88-8 trans-cyclopentane-1,2-diamine 

Relevant academic research and scientific papers

Phase-vanishing reactions that use fluorous media as a phase screen. Facile, controlled bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide

In fluorous triphasic reactions, such as bromination of alkenes by dibromine and dealkylation of aromatic ethers by boron tribromide, the middle fluorous phase acts as a liquid membrane permitting passive transport of the reagents at the bottom to the top layer involving the substrates, thereby regulating the reactions. Copyright

VALISA: A new procedure for total lineshape analysis of NMR spectra. Conformational analysis of trans-1,2-dibromocyclopentane

A new strategy of total lineshape analysis of the multiplet structure of NMR spectra was proposed and a VALISA program was developed to implement the computational procedure. Evaluation of the new technique taking a solution of several test problems and the complete analysis of the 1H NMR spectrum of trans-1,2-dibromocyclopentane as examples showed its high efficiency. Using a complete set of vicinal spin-spin coupling constants, detailed conformational analysis of this molecule was carried out and a more correct model for the description of conformational interconversions of the five-membered cycles was proposed. Conformational behavior of trans-1,2-dibromocyclopentane molecule can be reasonably described assuming large-amplitude molecular vibrations along a sector of the pseudorotation path, containing mostly diequatorial conformations.

A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide

The pairing of DMSO and oxalyl bromide is reported as a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination approach demonstrates remarkable advantages, such as mild conditions, low cost, short reaction times, provides excellent yields in most cases and represents a very attractive alternative for the preparation of dibromides and α-bromoketones.

Method for preparing o-dibromo compounds from olefins

The invention relates to a method for preparing o-dibromo compounds from olefins, and the structural formulae of the o-dibromo compounds are as follows. The method comprises the following steps: dropwise adding a dichloromethane solution of dimethyl sulfoxide (1.5 equiv) into a dichloromethane solution of oxalyl bromide (1.5 equv) at a temperature of -10 DEG C, then dropwise adding a raw materialolefin, and then recovering the temperature to room temperature or carrying out heating to 30-40 DEG C, carrying out a reaction to obtain the corresponding o-dibromo compounds, wherein the yield is ina range of 79-97%.

A method for the treatment of tumor cell proliferative diseases of platinum (II) compound

Disclosed are a platinum compound with the leaving group malonic derivative "2" position substituent containing a primary amino, a secondary amino, a tertiary amino, and a quaternary amino, as well as pharmaceutically acceptable salt, preparation method thereof, and pharmaceutical composition containing the compound. Also disclosed are uses of the compound for treating cell proliferative diseases, particularly cancers. The platinum compound of the present invention has the high water solubility and the low toxicity.

PLATINUM COMPOUND OF MALONIC ACID DERIVATIVE HAVING LEAVING GROUP CONTAINING AMINO OR ALKYLAMINO

Disclosed are a class of platinum compounds of malonic acid derivatives having a leaving group containing an amino or alkylamino, and pharmaceutically acceptable salt thereof, preparation method thereof and pharmaceutical composition containing the compou

PLATINUM COMPOUND HAVING AMINO OR ALKYLAMINO-CONTAINING SUCCINIC ACID DERIVATIVES AS LEAVING GROUP, PREPARTION METHOD THEREOF, AND USE THEREOF

Disclosed are a category of platinum compounds having amino- or alkylamino-containing succinato derivatives as leaving group, or pharmaceutically acceptable salts thereof, preparation method thereof, and medicinal compositions containing the compounds. Also disclosed is a use of the compounds in treating cell proliferative diseases, especially cancers. The platinum compounds of the present invention have high water solubility and small toxic side effect.

Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system

The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.

Direct sustainable bromination of alkenes in aqueous media and basic ionic liquids

Electron-rich and electron-poor alkenes have been dibrominated using a rapid and sustainable procedure. The reactions were conducted in aqueous medium and basic ionic liquids which catalyzed the direct addition of bromine. The protocol leads to remarkable results, high yields under mild conditions, complete chemo- and stereo-selectivity and allows the recycling of ionic liquids, reducing costs, and environmental impact.

A bimetallic palladium(II) catalyzed synthesis of 1,2-dibromo compounds

A bimetallic palladium(II) catalyst containing a triketone ligand and a bridging dinitrogen ligand oxidizes aromatic and cyclic aliphatic olefins in bromide-containing aqueous-THF to 1,2-dibromo compounds and bromohydrins. With aromatic olefins, the 1,2-dibromo products were obtained in a 70-80% yield and the bromohydrins in a 10-15% yield; this observation is opposition to that obtained in chloride containing medium where the chlorohydrin product predominates. The oxidation of 2,3-dihydrofuran gave trans-2,3- dibromotetrahydrofuran, 3-oxotetrahydrofuran, and 3-bromo-2- hydroxytetrahydrofuran in relative yields of 75%, 15%, and 10%, respectively. On the other hand, the oxidation of cyclopentene and cyclohexene affords only trans-1,2-dibromo products in about 90% yield. The stereochemistry is consistent with an anti-at-tack of bromide followed by decomposition involving attack of bromide from the coordination sphere of the Pd(II). The procedure outlined here is a convenient method for the one step synthesis of 1,2-dibromides.