9-Methyldecanal

Base Information

• Chemical Name: 9-Methyldecanal
• CAS No.: 137352-60-4
• Molecular Formula: C₁₁H₂₂O
• Molecular Weight: 170.295
• DSSTox Substance ID: DTXSID60556391
• Wikidata: Q27159407
• Mol file: 137352-60-4.mol

Synonyms:9-Methyldecanal;137352-60-4;Decanal, 9-methyl-;Decanal,9-methyl-;9-methyl decanal;starbld0009122;SCHEMBL1782600;CHEBI:87150;DTXSID60556391;WFWCBRYYFJNRNT-UHFFFAOYSA-N;JM081;AKOS006274244;AM20120576;Q27159407

Chemical Property of 9-Methyldecanal

Chemical Property:

• Melting Point: -2°C (estimate)
• Refractive Index: 1.4280 (estimate)
• Boiling Point: 229.96°C (estimate)
• PSA: 17.07000
• Density: 0.8374 (estimate)
• LogP: 3.57200
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 170.167065321
• Heavy Atom Count: 12
• Complexity: 97.2

Purity/Quality:

98%min ^*data from raw suppliers

9-Methyldecanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCCCCCC=O
• Uses: A compound isolated from lemons (Citrus limon Burm).

Technology Process of 9-Methyldecanal

There total 3 articles about 9-Methyldecanal 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: 88.0%

9-methyldecan-1-ol (55505-28-7) → 9-Methyldecanal (137352-60-4)

Guidance literature:

With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 2h;

DOI:10.1016/j.tetlet.2018.04.071

Reference yield:

7-bromoheptyl alcohol (10160-24-4) → 9-Methyldecanal (137352-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran

1.2: 0 - 20 °C

2.1: pyridinium chlorochromate

With magnesium; pyridinium chlorochromate; In tetrahydrofuran;

DOI:10.1002/cbdv.201000190

Reference yield:

1-bromo-6-hexanol (4286-55-9) + (3-methylbutyl)magnesium bromide (4548-78-1) → 9-Methyldecanal (137352-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dilithium tetrachlorocuprate / tetrahydrofuran / 2 h / 0 °C

2: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / 2 h / -78 °C

With oxalyl dichloride; dilithium tetrachlorocuprate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: |Swern Oxidation;

DOI:10.1016/j.tetlet.2018.04.071

upstream raw materials:

7-bromoheptyl alcohol

9-methyldecan-1-ol

1-bromo-6-hexanol

(3-methylbutyl)magnesium bromide

Refernces

• 1、 Kumar, Vydyula P.,Gupta, Manoj K.,Horgan, Conor,O'Sullivan, Timothy P.. "Synthesis of the quorum sensing molecule Diffusible Signal Factor using the alkyne zipper reaction". . p. 2193 - 2195. Retrieved 2018.