3,5,5-Trimethylhexanoic acid

Base Information

• Chemical Name: 3,5,5-Trimethylhexanoic acid
• CAS No.: 3302-10-1
• Deprecated CAS: 1336-12-5
• Molecular Formula: C9H18 O2
• Molecular Weight: 158.241
• Hs Code.: 2915.90 Oral rat LD50: 3135 mg/kg
• European Community (EC) Number: 221-975-0
• NSC Number: 52185
• UNII: AW943Q219O
• DSSTox Substance ID: DTXSID6029254
• Nikkaji Number: J100.888I
• Wikidata: Q15725607
• Metabolomics Workbench ID: 222
• ChEMBL ID: CHEMBL3182142
• Mol file: 3302-10-1.mol

Synonyms:3,5,5-Trimethyl-n-hexanoicacid; 3,5,5-Trimethylcaproic acid; 3,5,5-Trimethylhexanoic acid; Kyowanoic N;NSC 52185

Chemical Property of 3,5,5-Trimethylhexanoic acid

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: -70°C
• Refractive Index: 1.4278 -1.4298
• Boiling Point: 235 C
• PKA: 4.80±0.10(Predicted)
• Flash Point: 120 C
• PSA: 37.30000
• Density: 0.919g/cm³
• LogP: 2.53340
• Solubility.: Miscible with the usual organic solvents.
• Water Solubility.: 700mg/L at 20℃
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3,5,5-Trimethylhexanoic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(CC(=O)O)CC(C)(C)C
• Uses: 3,5,5-Trimethylhexanoic acid, is an important organic intermediate. It is also used as an an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 3,5,5-Trimethylhexanoic acid

There total 16 articles about 3,5,5-Trimethylhexanoic 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: 99.0%

2,4,4-trimethyl-1-pentene (107-39-1) + carbon monoxide (201230-82-2) → 3,5,5-trimethylhexanoic acid (3302-10-1)

Guidance literature:

With bis(acetylacetonato)palladium(II); 1,1’-ferrocenediyl-bis(tert-butyl(pyridin-2-yl)phosphine); toluene-4-sulfonic acid; acetic acid; In water; at 120 ℃; for 20h; under 30003 Torr; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Autoclave;

Reference yield: 98.5%

3,5,5-trimethyl hexanal (5435-64-3) → 3,5,5-trimethylhexanoic acid (3302-10-1)

Guidance literature:

With oxygen; valerianate de potassium; iron; In water; at 60 ℃; for 6h; Product distribution / selectivity;

Reference yield: 95.0%

2,4,4-trimethyl-1-pentene (107-39-1) + formic acid (64-18-6) + 2,4,4-trimethylpent-2-ene (107-40-4) → 3,5,5-trimethylhexanoic acid (3302-10-1)

Guidance literature:

With pyadbpx; palladium diacetate; toluene-4-sulfonic acid; In tetrahydrofuran; water; at 100 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.8b01123

upstream raw materials:

isononanol

3,5,5-trimethyl hexanal

5,5-dimethyl-3-methylenehexanoic acid

bis(3,5,5-trimethylhexanoyl) peroxide

Downstream raw materials:

isononanoyl chloride

3,5,5-trimethylhexylamine

3,5,5-trimethylhexanamide

bis(3,5,5-trimethylhexyl)amine

Refernces

• 1、 Schneider, Carolin,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "A direct synthesis of carboxylic acidsviaplatinum-catalysed hydroxycarbonylation of olefins". . p. 2703 - 2707. Retrieved 2021/05/05.
• 2、 -. "PROCESS FOR PD-CATALYZED HYDROXYCARBONYLATION OF DIISOBUTENE: EFFECT OF SOLVENT". Paragraph 0022. . Retrieved 2019/07/10.