2,2,4-Trimethylpentanoic acid

Base Information

• Chemical Name: 2,2,4-Trimethylpentanoic acid
• CAS No.: 866-72-8
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• European Community (EC) Number: 841-514-2
• DSSTox Substance ID: DTXSID40235692
• Nikkaji Number: J292.528A
• Wikidata: Q83117578
• Mol file: 866-72-8.mol

Synonyms:2,2,4-trimethylpentanoic acid;866-72-8;2,2,4-Trimethylvaleric acid;Valeric acid, 2,2,4-trimethyl-;2,2,4-Trimethylpentansaure;2,2,4-trimethylpentanoicacid;SCHEMBL301722;DTXSID40235692;NHBUGGCJRMEOCC-UHFFFAOYSA-N;AKOS012031528;AT29479;BB 0259442;CS-0230275;EN300-103043;F8889-1718;Z995179602

Chemical Property of 2,2,4-Trimethylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.0348mmHg at 25°C
• Boiling Point: 223.8°C at 760 mmHg
• Flash Point: 99.4°C
• Density: 0.926g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C)(C)C(=O)O

Technology Process of 2,2,4-Trimethylpentanoic acid

There total 11 articles about 2,2,4-Trimethylpentanoic acid 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: 30.0%

Isobutyl bromide (78-77-3) + Methyl isobutyrate (547-63-7,133320-07-7,67505-84-4) → 2,2,4-trimethylpentanoic acid (866-72-8)

Guidance literature:

Methyl isobutyrate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; for 0.5h; Inert atmosphere;

Isobutyl bromide; In tetrahydrofuran; hexane; for 20.1667h; Inert atmosphere;

With sodium hydroxide; In methanol; water; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.7b01202

Reference yield:

Isobutyl bromide (78-77-3) + isobutyric Acid (79-31-2) → 2,2,4-trimethylpentanoic acid (866-72-8)

Guidance literature:

isobutyric Acid; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

Isobutyl bromide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jacs.6b04297

Reference yield:

2,2,4-trimethyl-valeric acid amide (90227-07-9) → 2,2,4-trimethylpentanoic acid (866-72-8)

Guidance literature:

With dinitrogen trioxide; In acetic acid;

DOI:10.1039/jr9620002248

upstream raw materials:

3,3,5-trimethyl-hexan-2-one

2,2,4-trimethyl-valeric acid amide

2,4,4,6-tetramethyl-heptan-3-one

formic acid

Downstream raw materials:

2,2,4-trimethyl-1-pentanol