2-Bromovalerophenone

Abstract

Alpha-Bromovalerophenone, also referred to as bromovalerophenone, is an aromatic haloketone in which a benzene ring is substituted with both a pentanoyl group and a bromine atom. This compound plays a crucial role as a precursor in the synthesis of a-PVP, a potent stimulant drug. The following article provides an extensive examination of bromovalerophenone, encompassing its physical and chemical properties, pertinent chemical information, diverse synthesis methodologies, concluding remarks, and an extensive bibliography.

Liquid 2-Bromovalerophenone

2-Bromovalerophenone General Information

Other synonyms names of 2-Bromovalerophenone are: 2-bromo-1-phenyl-pentan-1-one; 2-Bromo-1-phenylpentan-1-one; 2-Bromovalerophenone; 2-Bromo-1-phenyl-1-pentanone; bromovalerophenone; alpha-bromovalerophenone

• IUPAC Name of 2-Bromovalerophenone: 2-bromo-1-phenylpentan-1-one
• CAS number is 49851-31-2
• Trade name are bromovalerophenone; alpha-bromovalerophenone; 2-Bromovalerophenone

Physico-Chemical Properties of 2-Bromovalerophenone

• Molecular Formula C₁₁H₁₃BrO

• Molar Weight 241.12 g/mol

• Boiling point 290.3 °C

• Melting Point 58.78 °C

• Refraction index 1.541

• Density 1.3 g/mL

• Solubility: Chloroform (Slightly), Methanol (Slightly); in water 31.97 mg/L at 25 °C

• Color/Form: a bright yellow or pale yellow oily liquid

Structural formula of 2-bromo-1-phenylpentan-1-one

Commercial 2-Bromovalerophenone pack

Chemical Information of 2-Bromovalerophenone

2-Bromo-1-phenyl-1-pentanone is a unique chemical compound possessing both an aromatic hydrocarbon group, bromine atom and a carbonyl group, rendering it highly reactive. This compound serves as a crucial intermediate in the synthesis of various compounds with diverse applications. Additionally, research has revealed that 2-Bromo-1-phenyl-1-pentanone exhibits notable antimicrobial activity against a wide range of bacteria and fungi. Its ability to combat these microorganisms makes it a promising candidate for pharmaceutical and antimicrobial applications.

2-Bromovalerophenone Bromination

The alpha-bromination of ketones involves the addition of molecular bromine (Br₂) or bromine compounds to the alpha-position of the ketone group, resulting in the formation of alpha-bromoketones. This reaction can be carried out with the assistance of catalytic amounts of other substances, such as acids or Lewis acids, which serve to activate the bromine and impart regioselectivity to the reaction. When a ketone is treated with bromine or a bromine compound in the presence of an appropriate catalyst, the bromine molecule adds to the alpha-carbon atom of the ketone, leading to the formation of an alpha-bromoketone. The catalyst facilitates the activation of the bromine molecule, promoting its interaction with the ketone and directing the addition to the desired alpha-position.

Alpha-bromination of valerophenone

The reaction between 2-bromo-1-phenyl-1-pentanone and hydrochloric acid gives chlorobenzene. Figure 16.

a-PVP Synthesis from 2-Bromovalerophenone

Synthesis of 2-Bromovalerophenone

The synthesis of 2-Bromovalerophenone is carried out by brominating valerophenone according to the scheme

General scheme of 2-Bromovalerophenone synthesis

a-PVP/MDPV hydrochloride Synthesis with 2-Bromovalerophenone Synthesis

General scheme of 2-Bromovalerophenone synthesis

Conclusion

Bromovalerophenone represents a typical example of aromatic ketones and haloketones, exhibiting the characteristic properties of both ketones and halocompounds. Additionally, bromovalerophenone serves as a valuable precursor for the synthesis of a-PVP (alpha-pyrrolidinopentiophenone). With the application of suitable reaction conditions and reagents, the transformation of bromovalerophenone into a-PVP, a derivative of valerophenone, can be achieved. In essence, bromovalerophenone holds significant importance in organic chemistry, serving as a versatile compound that enables the synthesis of diverse molecules, including a-PVP, through appropriate chemical transformations and reactions. Its utility in various applications underscores its value as a key building block in synthetic endeavors.

Bibliography

1. https://pubchem.ncbi.nlm.nih.gov/compound/2-Bromo-1-phenyl-pentan-1-one

2. https://www.chemspider.com/Chemical-Structure.8880595.html?rid=11e2e1bc-ce1a-4caf-8610-a7ae1fa2ed2f

3. https://www.biosynth.com/p/FB75180/49851-31-2-2-bromo-1-phenyl-1-pentanone

4. https://www.trc-canada.com/product-detail/?B689020

5. https://en.wikipedia.org/wiki/Alpha-Pyrrolidinopentiophenone

6. https://bbgate.com/media/%CE%B1-pvp-mdpv-synthesis-from-2-bromovalerophenone.47/

7. https://bbgate.com/threads/alpha-pvp-synthesis-1-10kg-scale-complete-video-tutorial.12/

8. https://en.wikipedia.org/wiki/Pyrrolidine

9. https://bbgate.com/threads/alpha-pvp-synthesis-1-10kg-scale-complete-video-tutorial.12/

10. https://bbgate.com/media/2-bromovalerophenone-synthesis-from-valerophenone.48/