4-Methyloctanoic acid

Base Information

• Chemical Name: 4-Methyloctanoic acid
• CAS No.: 54947-74-9
• Deprecated CAS: 153831-54-0
• Molecular Formula: C9H18O2
• Molecular Weight: 158.241
• Hs Code.: 2915 90 70
• European Community (EC) Number: 259-404-2
• UNII: 5545264N9R
• DSSTox Substance ID: DTXSID70866453
• Nikkaji Number: J267.356H
• Wikidata: Q27261272
• Metabolomics Workbench ID: 302
• Mol file: 54947-74-9.mol

Synonyms:4-methyloctanoic acid

Chemical Property of 4-Methyloctanoic acid

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.0057mmHg at 25°C
• Melting Point: -29.5°C (estimate)
• Refractive Index: n20/D 1.433(lit.)
• Boiling Point: 253.4 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 129.7 °C
• PSA: 37.30000
• Density: 0.919 g/cm³
• LogP: 2.67750
• Storage Temp.: −20°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 110

Purity/Quality:

98% ^*data from raw suppliers

HircinoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xi,Xn
• Statements: 34-36/37/38-21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(C)CCC(=O)O
• Description: 4-Methyloctanoic acid, also known as Hircinoic Acid, presents as a colorless to pale-yellow oil. It is slightly soluble in chloroform, DMSO and ethyl acetate. Store in a tightly closed container in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. This substance is stable under recommended storage conditions. 4-Methyloctanoic Acid is incompatible with strong oxidizing agents as well as strong bases. This chemical causes severe skin burns and eye damage.
• Physical properties: 4-Methyloctanoic acid is one of the acids mainly responsible for the so-called "soo" odour of mutton. The analogue 4-Ethyloctanoic acid (found in Virginia tobacco and Costus root oil) also has a related goaty odor; this analog has the lowest threshold of all the fatty acids at 1.8 ppb. 4-Methyloctanoic acid is used in flavours for cheese, meat, tobacco and (possibly) fish. Normal use levels in finished consumer product: up to 3 ppm.

Technology Process of 4-Methyloctanoic acid

There total 34 articles about 4-Methyloctanoic 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: 95.0%

(+/-)-Ethyl 4-methyloctanoate (56196-53-3,54831-51-5) → rac-4-methyloctanoic acid (54947-74-9)

Guidance literature:

With potassium hydroxide; In ethanol; for 2.5h; Heating;

DOI:10.1021/jf0704662

Reference yield: 73.0%

(6R)-2,6-Dimethyl-2-decene (171627-77-3) → (4R)-4-Methyloctanoic acid (54947-74-9,128342-72-3,128342-71-2)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 5h;

DOI:10.1016/j.tetasy.2016.01.014

Reference yield: 70.0%

carbon dioxide (124-38-9,18923-20-1) + C8H17BrMg (1227303-48-1) → rac-4-methyloctanoic acid (54947-74-9)

Guidance literature:

carbon dioxide; C₈H₁₇BrMg;

With hydrogenchloride; water;

DOI:10.1007/s10600-013-0489-0

upstream raw materials:

(4R)-Methyloctanol

carbon dioxide

ethanol

(S)-3,7-dimethyl-6-octen-1-ol

Downstream raw materials:

(R)-4-methyloctanoic acid ethyl ester

(+/-)-Ethyl 4-methyloctanoate

6-methyldecanoic acid

4-methyloctan-1-ol