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% ^*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:

6-azaspiro[5.5]undecan-6-ium bromide

1,4-Di(N,N-pentamethylen)-piperazinium-dibromid

4,5-Dimethyl-2-piperidino-phenol

1,5-diphenylpentane

Refernces

• 1、 v. Braun,Steindorff. "-". . p. 959. Retrieved 1905.
• 2、 Essiz, Sel?uk,Da?tan, Arif. "1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction". . p. 150 - 156. Retrieved 2019/05/16.
• 3、 Mekala, Shekar,Hahn, Roger C.. "Process intensification-assisted conversion of α,ω-alkanediols to dibromides". supporting information. p. 630 - 632. Retrieved 2015/03/03.