5-Bromopentan-2-one

Base Information

• Chemical Name: 5-Bromopentan-2-one
• CAS No.: 3884-71-7
• Molecular Formula: C5H9 Br O
• Molecular Weight: 165.03
• Hs Code.: 2914790090
• European Community (EC) Number: 223-419-2
• DSSTox Substance ID: DTXSID7063219
• Nikkaji Number: J24.227F
• Wikidata: Q81990579
• Mol file: 3884-71-7.mol

Synonyms:5-Bromopentan-2-one;3884-71-7;5-BROMO-PENTAN-2-ONE;2-Pentanone, 5-bromo-;5-Bromo-2-pentanone;1-Bromo-4-pentanone;EINECS 223-419-2;SCHEMBL808507;DTXSID7063219;MFCD00051425;AKOS006273529;GS-6091;SB36971;CS-0103669;FT-0696042;EN300-101257;A930705

Chemical Property of 5-Bromopentan-2-one

Chemical Property:

• Vapor Pressure: 0.537mmHg at 25°C
• Boiling Point: 190.6°Cat760mmHg
• Flash Point: 76.1°C
• PSA: 17.07000
• Density: 1.359g/cm³
• LogP: 1.75050
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.98368
• Heavy Atom Count: 7
• Complexity: 61.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-pentan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CCCBr

Technology Process of 5-Bromopentan-2-one

There total 30 articles about 5-Bromopentan-2-one 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: 90.0%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) → bromo-5-pentanone-2 (3884-71-7)

Guidance literature:

With sulfuric acid; hydrogen bromide; In dichloromethane; water; for 3h; Inert atmosphere; Reflux;

DOI:10.1055/s-0036-1588551

Reference yield: 84.0%

Cyclopropyl methyl ketone (765-43-5) → bromo-5-pentanone-2 (3884-71-7)

Guidance literature:

With trifluorormethanesulfonic acid; at 70 ℃; for 10h;

DOI:10.1021/jo800337t

Reference yield: 78.0%

3-(2-methyl-[1,3]dioxolan-2-yl)-propan-1-ol (29021-98-5) → bromo-5-pentanone-2 (3884-71-7)

Guidance literature:

With chloro-trimethyl-silane; lithium bromide; In acetonitrile; for 15h; Heating;

DOI:10.1002/jlcr.2580360806

upstream raw materials:

4-bromopent-1-ene

3-acetyl-2-oxo-4,5-dihydrofuran

5-Hydroxy-2-pentanone

2-Methyl-4,5-dihydrofuran

Downstream raw materials:

1-N,N-dimethylaminopentan-4-one

cyano-2 methyl-2 tetrahydrofuranne

decane-2,9-dione

n-hexan-2-one

Refernces

• 1、 Burke, Anthony M.,Kandur, Wynne,Novitsky, Eric J.,Kaake, Robyn M.,Yu, Clinton,Kao, Athit,Vellucci, Danielle,Huang, Lan,Rychnovsky, Scott D.. "Synthesis of two new enrichable and MS-cleavable cross-linkers to define protein-protein interactions by mass spectrometry". . p. 5030 - 5037. Retrieved 2015.
• 2、 Quintard, Jean-Paul,Dumartin, Gilles,Guerin, Christian,Dubac, Jacques,Laporterie, Andre. "METALLATION DES CHLOROSILANES PAR LES TRIALKYLSTANNYLANIONS". . p. 123 - 138. Retrieved 1984.
• 3、 Larsen, Matthew A.,Hennessy, Elisabeth T.,Deem, Madeleine C.,Lam, Yu-Hong,Saurí, Josep,Sather, Aaron C.. "A Modular and Diastereoselective 5 + 1 Cyclization Approach to N-(Hetero)Aryl Piperidines". supporting information. p. 726 - 732. Retrieved 2020/01/31.
• 4、 Komori, Saki,Yamaguchi, Yoshiko,Murakami, Yuka,Kataoka, Yasutaka,Ura, Yasuyuki. "Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone". . p. 3946 - 3955. Retrieved 2020/07/06.