Pentanoic acid, 5-bromo-2,2-dimethyl-, methyl ester

Base Information

• Chemical Name: Pentanoic acid, 5-bromo-2,2-dimethyl-, methyl ester
• CAS No.: 79520-52-8
• Molecular Formula: C8H15BrO2
• Molecular Weight: 223.11
• Mol file: 79520-52-8.mol

Synonyms:5-Bromo-2,2-dimethyl-pentanoic acid methyl ester;methyl 2,2-dimethyl-5-bromopentanoate;5-bromo-2,2-dimethylvaleric acid,methyl ester;Pentanoic acid,5-bromo-2,2-dimethyl-,methyl ester;

Chemical Property of Pentanoic acid, 5-bromo-2,2-dimethyl-, methyl ester

Chemical Property:

• Boiling Point: 217.3±23.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.258±0.06 g/cm3(Predicted)
• LogP: 2.36070

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pentanoic acid, 5-bromo-2,2-dimethyl-, methyl ester

There total 4 articles about Pentanoic acid, 5-bromo-2,2-dimethyl-, methyl ester 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: 86.0%

Methyl isobutyrate (547-63-7,133320-07-7,67505-84-4) + 1,3-dibromo-propane (109-64-8) → 5-Bromo-2,2-dimethylpentanoic acid,methyl ester (79520-52-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 4h;

DOI:10.1016/j.bmc.2019.02.010

Reference yield:

2,2-dimethylpent-4-enoic acid (16386-93-9) → 5-Bromo-2,2-dimethylpentanoic acid,methyl ester (79520-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dibenzoyl peroxide; hydrogen bromide / hexane / 5 h / 0 - 5 °C

2: sulfuric acid / 16 h / 60 - 70 °C

With sulfuric acid; hydrogen bromide; dibenzoyl peroxide; In hexane;

DOI:10.14233/ajchem.2015.17491

Reference yield:

methanol (67-56-1) + 2,2-dimethyl-5-bromopentanoic acid (82884-95-5) → 5-Bromo-2,2-dimethylpentanoic acid,methyl ester (79520-52-8)

Guidance literature:

With sulfuric acid; at 60 - 70 ℃; for 16h;

DOI:10.14233/ajchem.2015.17491

upstream raw materials:

methanol

2,2-dimethyl-5-bromopentanoic acid

2,2-dimethylpent-4-enoic acid

Methyl isobutyrate

Downstream raw materials:

5-[5-(4-Methoxycarbonyl-4-methyl-pentyloxy)-2-methyl-phenoxy]-2,2-dimethyl-pentanoic acid methyl ester

dimethyl 5,5'-[(2-fluoro-1,4-phenylene)bis(oxy)]bis[2,2-dimethylpentanoate]

dimethyl 5,5'-[[2-(1-oxopropyl)-1,4-phenylene]bis(oxy)]bis[2,2-dimethylpentanoate]

5-[4-(4-Methoxycarbonyl-4-methyl-pentyloxy)-2,5-dimethyl-phenoxy]-2,2-dimethyl-pentanoic acid methyl ester

Refernces

• 1、 Gabizon, Ronen,Shraga, Amit,Gehrtz, Paul,Livnah, Ella,Shorer, Yamit,Gurwicz, Neta,Avram, Liat,Unger, Tamar,Aharoni, Hila,Albeck, Shira,Brandis, Alexander,Shulman, Ziv,Katz, Ben-Zion,Herishanu, Yair,London, Nir. "Efficient Targeted Degradation via Reversible and Irreversible Covalent PROTACs". supporting information. p. 11734 - 11742. Retrieved 2020/07/21.
• 2、 Nunna, Rambabu,Jayanna,Ramachandran. "An improved new path to synthesize gemfibrozil". . p. 925 - 928. Retrieved 2015/02/05.