(3S)-3-Methylnonanoic acid

Base Information

• Chemical Name: (3S)-3-Methylnonanoic acid
• CAS No.: 59614-86-7
• Molecular Formula: C10H20O2
• DSSTox Substance ID: DTXSID20500976
• Nikkaji Number: J53.326B
• Wikidata: Q82353039
• Mol file: 59614-86-7.mol

Synonyms:59614-86-7;(3S)-3-Methylnonanoic acid;(S)-3-Methylnonanoicacid;SCHEMBL7823853;DTXSID20500976

Chemical Property of (3S)-3-Methylnonanoic acid

Chemical Property:

• Vapor Pressure: 0.00178mmHg at 25°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 172.146329876
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC(C)CC(=O)O
• Isomeric SMILES: CCCCCC[C@H](C)CC(=O)O

Technology Process of (3S)-3-Methylnonanoic acid

There total 18 articles about (3S)-3-Methylnonanoic 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:

4-(2,2-dimethyl-3-phenylpropyl)-1-fluorobenzene (49826-80-4) → (+)-3(R)-methylnonanoic acid (52075-16-8) + (3S)-3-Methylnonanoic acid (59614-86-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; water; In tetrachloromethane; acetonitrile; at 20 ℃; for 72h; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3765(19990702)5:7<2055::AID-CHEM2055>3.0.CO;2-9

Reference yield:

((S)-1-methyl-heptyl)-malonic acid (100807-68-9) → (3S)-3-Methylnonanoic acid (59614-86-7)

Guidance literature:

at 170 ℃;

DOI:10.1021/jo01088a025 DOI:10.1021/ja01536a030

Reference yield:

(E)-3-Methyl-non-2-enoyl chloride → (3S)-3-Methylnonanoic acid (59614-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH

2: H₂ / Pd/C / ethanol / 5171.5 Torr

3: LiOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

With lithium hydroxide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;

DOI:10.1016/S0040-4039(00)83972-6

upstream raw materials:

((S)-1-methyl-heptyl)-malonic acid

methyllithium

n-hexylmagnesium bromide

(S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-methyl-nonan-1-one

Downstream raw materials:

(S)-1-bromo-3-methylnonane