5-Methyl-4-octanone

Base Information

• Chemical Name: 5-Methyl-4-octanone
• CAS No.: 6175-51-5
• Molecular Formula: C9H18O
• Molecular Weight: 142.241
• Hs Code.: 2914190090
• DSSTox Substance ID: DTXSID40338798
• Nikkaji Number: J1.530.023J
• Mol file: 6175-51-5.mol

Synonyms:5-Methyl-4-octanone;6175-51-5;5-methyloctan-4-one;5-Methyl-5-octanone;SCHEMBL269738;DTXSID40338798;AKOS006273236;6-Bromo-2,3-Dihydro-1h-IndoleHydrochloride;FT-0692781

Chemical Property of 5-Methyl-4-octanone

Chemical Property:

• Melting Point: -18.52°C (estimate)
• Refractive Index: 1.4197 (estimate)
• Boiling Point: 184.85°C (estimate)
• PSA: 17.07000
• Density: 0.8258 (estimate)
• LogP: 2.79180
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 142.135765193
• Heavy Atom Count: 10
• Complexity: 96.9

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C)C(=O)CCC

Technology Process of 5-Methyl-4-octanone

There total 13 articles about 5-Methyl-4-octanone 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: 63.0%

5-methyl-2,4-octanedione (144881-95-8) → 5-methyl-4-octanone (6175-51-5)

Guidance literature:

With carbon monoxide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; selenium; In tetrahydrofuran; at 120 ℃; for 24h;

DOI:10.1016/S0040-4039(00)60970-X

Reference yield: 63.0%

5-Methyl-4-octanol (59734-23-5) → 5-methyl-4-octanone (6175-51-5)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; for 0.333333h; Microwave irradiation;

DOI:10.1021/acs.jafc.1c01875

Reference yield:

(S)-1-amino-2-(methoxymethyl)pyrrolidine (59983-39-0,187035-29-6) → (+)-(S)-5-ethyl-octane-4-one (6175-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / 11 h / 60 °C

2: 85 percent / n-BuLi, diisopropylamine / hexane; diethyl ether / 0 degC, 15 min then -110 degC then allowed to reach room temperature

3: 2.) HCl / 1.) 60 degC; 2.) 5 min, room temperature then n-pentane, 30 min

With hydrogenchloride; n-butyllithium; diisopropylamine; In diethyl ether; hexane;

DOI:10.1016/S0040-4020(01)82420-0

upstream raw materials:

5-Methyl-4-octanol

2-methylvaleraldehyde

n-propylmagnesium bromide

3-methyl-2-hexanone

Downstream raw materials:

trans-5-methyloct-4-ol

cis-5-methyloct-4-ol