1,5-Dibromopentane

Base Information

• Chemical Name: 1,5-Dibromopentane
• CAS No.: 111-24-0
• Molecular Formula: C5H10Br2
• Molecular Weight: 229.942
• Hs Code.: 29033036
• European Community (EC) Number: 203-849-7
• NSC Number: 5373
• UNII: B8Q228QYS1
• DSSTox Substance ID: DTXSID2049395
• Nikkaji Number: J5.106C
• Wikidata: Q161550
• ChEMBL ID: CHEMBL3182198
• Mol file: 111-24-0.mol

Synonyms:1,5-dibromopentane

Chemical Property of 1,5-Dibromopentane

Chemical Property:

• Appearance/Colour: clear colorless to yellow-brownish liquid
• Vapor Pressure: 0.136mmHg at 25°C
• Melting Point: -34 °C(lit.)
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 94.7 °C
• PSA: 0.00000
• Density: 1.673 g/cm³
• LogP: 2.94650
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol (Sparingly)
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 229.91288
• Heavy Atom Count: 7
• Complexity: 25.3

Purity/Quality:

99% min ^*data from raw suppliers

1,5-Dibromopentane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/38-22
• Safety Statements: 23-26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(CCBr)CCBr
• Uses: 1,5-Dibromopentane is used in the preparation of 1,5-di-Grignard reagent and novel spirocyclic pyrrolidones. It acts as a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast. It is involved in the synthesis of N-alkylated piperidine as well as tetrydrothiopyran (thiane) by reaction with primary amine and sodium sulfide respectively. 1,5-Dibromopentane can be used to prepare:Derivatives of 5-pyrazolones.O-alkylated phloroglucinol derivatives, which forms the core of poly(alkyl aryl ether) dendrimers.Intermediate for dezocine viz, (R)-(+)-1-(5-bromopentyl)-1-methyl-7-methoxy-2-tetralone using 1-methyl-7-methoxy-2-tetralone.

Technology Process of 1,5-Dibromopentane

There total 27 articles about 1,5-Dibromopentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

bromopentene (1119-51-3) → 1,5-dibromo-pentane (111-24-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); hydrogen bromide; In toluene; at 0 ℃; for 2h; Reagent/catalyst; Solvent;

DOI:10.1039/c6ob00692b

Reference yield: 91.0%

{η5-(C5H5)Ru(CO)2}{μ-(CH2)5} → 1,5-dibromo-pentane (111-24-0) + bromodicarbonyl(η5-cyclopentadienyl)ruthenium

Guidance literature:

With bromine; In tetrahydrofuran; under N2, stirred at room temp. for 10 min; solvent removed under reduced pressure, residue dissolved (CH2Cl2), chromy. (alumina, hexane, CH2Cl2);

DOI:10.1016/S0277-5387(00)86916-8

Reference yield: 90.0%

→ furan (110-00-9) + 1,5-dibromo-pentane (111-24-0)

Guidance literature:

upstream raw materials:

TETRAHYDROPYRANE

acetic anhydride

N-benzoylpiperidine

1 ,5-pentanediol

Downstream raw materials:

1,5-bis(N-methylpyrrolidinium)pentane dibromide

3,4-dihydro-1H-spiro[isoquinoline-2,1'-piperidinium]; bromide

1-(thiophen-2-yl)cyclohexanecarbonitrile

1,7-di(2-pyridyl)heptane

Refernces

Effect of surfactant architecture on the properties of polystyrene- montmorillonite nanocomposites

10.1021/la904827d

The study investigates the influence of surfactant architecture on the properties of polystyrene-montmorillonite (PS-MMT) nanocomposites. A variety of surfactants were designed and synthesized to modify clay, aiming to understand how their chemical structure affects the nanocomposite's morphology after polymerization. The research focused on the behavior of surfactant-modified clays at three stages: post ion-exchange, after dispersion in styrene monomer, and following polymerization. The compatibility and prediction of the nanocomposite morphology were assessed based on the styrene monomer's ability to swell the surfactant-modified clay. Key factors identified for achieving exfoliated morphologies included the position of the ammonium group, the presence of a polymerizable group, surfactant solubility in the monomer, the length of the alkyl chain, and the concentration of surfactant used for clay modification. Techniques such as small-angle X-ray scattering (SAXS), cryogenic transmission electron microscopy (cryo-TEM), wide-angle X-ray scattering (WAXS), dynamic mechanical thermal analysis (DMTA), and thermal gravimetric analysis (TGA) were utilized to characterize the clay-polymer interactions and the properties of the resulting composites. The findings are expected to enhance the design of clay modifications for polymer nanocomposites.

A triphenylphosphonium-functionalised cyclometalated platinum(II) complex as a nucleolus-specific two-photon molecular dye

10.1002/chem.200902919

This research presents the development of a cyclometalated platinum(II) complex, [Pt(L3)Cl][PF6], which is a two-photon molecular dye with a specific affinity for the cell nucleolus. The study aimed to synthesize a compound that could be used for nucleolus-specific staining and multiphoton imaging, leveraging the unique photophysical properties of cyclometalated platinum(II) systems. The researchers designed and synthesized the complex using a cyclometalating ligand, HL3, which contains a triphenylphosphonium moiety. The complex, [Pt(L3)Cl]+, demonstrated a high two-photon absorption cross-section and was able to selectively stain the cell nucleolus in both live and fixed mammalian cells. The research concluded that [Pt(L3)Cl]+ is a potent inhibitor of transcription and a powerful multiphoton imaging tool for optical sectioning of cells and thick tissues. The chemicals used in the process included 2-phenyl-6-(1H-pyrazol-3-yl)pyridine, 1,5-dibromopentane, PPh3, NaH, KPF6, K2PtCl4, and various solvents and reagents for synthesis and characterization.