3,5,5-Trimethylhexanoic acid
[CAS# 3302-10-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Fatty acid
• Name: 3,5,5-Trimethylhexanoic acid
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.24
• CAS Registry Number: 3302-10-1
• EC Number: 221-975-0
• SMILES: CC(CC(=O)O)CC(C)(C)C

Properties

• Density: 0.91 g/mL
• Melting point: -70 °C
• Boiling point: 121 °C (10 mmHg)
• Refractive index: 1.429
• Flash point: 125 °C

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H302-H315-H318-H319
• Safety Statements: P264-P264+P265-P270-P280-P301+P317-P302+P352-P305+P351+P338-P305+P354+P338-P317-P321-P330-P332+P317-P337+P317-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Serious eye damage	Eye Dam.	1	H318
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovery and Applications

3,5,5-Trimethylhexanoic acid, also known as isoheptanoic acid, is a branched fatty acid that was first synthesized in the mid-20th century. The compound was developed through the oxidation of branched hydrocarbons and has since been recognized for its unique chemical properties. Its discovery provided new tools for various chemical processes and industrial applications due to its unique structure and reactivity.

The molecular formula of 3,5,5-trimethylhexanoic acid is C11H20O2 and it is a colorless to pale yellow liquid with a characteristic odor. The compound is soluble in organic solvents and has a melting point of about 1°C (34°F). It has a branched structure that gives it unique stereo and electronic properties that can be used in a variety of applications.

In the chemical industry, 3,5,5-trimethylhexanoic acid is used as a base for the synthesis of esters for a variety of uses. These esters are important in the production of flavors, fragrances, and plasticizers. It is used as a ligand in coordination chemistry and as a catalyst in certain chemical reactions, where its branched structure enhances catalytic activity and selectivity.

3,5,5-Trimethylhexanoic acid is used in the production of lubricants for its ability to reduce friction and wear. Its unique structure helps maintain the stability and performance of lubricants under different conditions. It is used as a plasticizer in polymers to improve flexibility and durability. The compound helps to modify the physical properties of plastics, making them suitable for a variety of applications.

The compound is involved in the synthesis of pharmaceutical intermediates and active ingredients. Its branched structure provides unique chemical properties that can be used in drug development and manufacturing.

3,5,5-Trimethylhexanoic acid is used as an intermediate in the production of pesticides. Its chemical properties improve the effectiveness and stability of agrochemical formulations.

Handling 3,5,5-Trimethylhexanoic acid requires standard safety precautions, use of gloves, goggles and proper ventilation to avoid direct contact and inhalation. The compound should be handled with care to prevent contact. Store the compound in a cool, dry place away from direct sunlight and incompatible materials. Make sure the container is sealed to prevent contamination.

3,5,5-Trimethylhexanoic acid has a relatively low impact on the environment. The compound is biodegradable and breaks down naturally in the environment. Proper disposal methods should be followed to minimize any potential environmental risks. Implementing proper handling and disposal practices can help mitigate any environmental issues associated with this compound.

References

2024. Neodymium Carbocxylates (Neodecanoate and 3,5,5-Trimethylhexanoate) for Development of Nd-Loaded Liquid Organic Scintillators. Russian Journal of Inorganic Chemistry, 69(11).
DOI: 10.1134/s0036023624601326

2016. Gadolinium(III) 3,5,5-trimethylhexanoate complexes for creation of stable Gd-loaded liquid organic scintillators. Russian Journal of Inorganic Chemistry, 61(2).
DOI: 10.1134/s0036023616020157

1966. Utility of branched chain carboxylic acids in the manufacture of driers. Journal of the American Oil Chemists' Society, 43(7).
DOI: 10.1007/bf02682418