2,6-Dimethyloctanal

Base Information

• Chemical Name: 2,6-Dimethyloctanal
• CAS No.: 7779-07-9
• Molecular Formula: C₁₀H₂₀O
• Molecular Weight: 156.268
• European Community (EC) Number: 616-503-9
• UNII: N4726GT28P
• DSSTox Substance ID: DTXSID20864121
• Nikkaji Number: J1.536.537D
• Wikidata: Q27284536
• Metabolomics Workbench ID: 47934
• Mol file: 7779-07-9.mol

Synonyms:2,6-Dimethyloctanal;Octanal, 2,6-dimethyl-;FEMA No. 2390;7779-07-9;2,6-dimethyl octanal;N4726GT28P;UNII-N4726GT28P;2,6-dimethyl-octanal;SCHEMBL28439;DTXSID20864121;2,6-DIMETHYLOCTANAL[FHFI];(+/-)-2,6-DIMETHYLOCTANAL;2,6-DIMETHYLOCTANAL, (+/-)-;Q27284536

Chemical Property of 2,6-Dimethyloctanal

Chemical Property:

• Boiling Point: 197.9°Cat760mmHg
• Flash Point: 75.8°C
• PSA: 17.07000
• Density: 0.815g/cm³
• LogP: 3.03780
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 99

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)CCCC(C)C=O

Technology Process of 2,6-Dimethyloctanal

There total 4 articles about 2,6-Dimethyloctanal 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: 81.0%

2,6-Dimethyl-octansaeure-methylester (54798-85-5) → 2,6-dimethyloctanal (7779-07-9)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -78 ℃;

DOI:10.3762/bjoc.7.200

Reference yield:

3-methyl-1-pentanol (589-35-5,20281-83-8) → 2,6-dimethyloctanal (7779-07-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bromine; triphenylphosphine / dichloromethane / 2 h / 0 °C

2.1: magnesium

2.2: 3.5 h / -78 °C

3.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 2 h / -78 - 20 °C

4.1: diisobutylaluminium hydride / diethyl ether; hexane / -78 °C

With n-butyllithium; bromine; diisobutylaluminium hydride; magnesium; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;

DOI:10.3762/bjoc.7.200

Reference yield:

3-methylpentyl bromide (51116-73-5) → 2,6-dimethyloctanal (7779-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium

1.2: 3.5 h / -78 °C

2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 2 h / -78 - 20 °C

3.1: diisobutylaluminium hydride / diethyl ether; hexane / -78 °C

With n-butyllithium; diisobutylaluminium hydride; magnesium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.3762/bjoc.7.200

upstream raw materials:

3-methyl-1-pentanol

3-methylpentyl bromide

methyl 6-methyloctanoate

2,6-Dimethyl-octansaeure-methylester

Refernces