11-Methyldodecanal

Base Information

• Chemical Name: 11-Methyldodecanal
• CAS No.: 92168-98-4
• Molecular Formula: C₁₃H₂₆O
• Molecular Weight: 198.349
• Mol file: 92168-98-4.mol

Synonyms:11-methyldodecanol;1,10-Dodecadiene,11-methyl;isotridecylaldehyde;isotridecyl alcohol;iso-tridecanol;11-methyl-dodeca-1,10-diene;11-Methyl-1,10-dodecadien;11-methyldodecan-1-ol;11-methyl-1-dodecanal;

Chemical Property of 11-Methyldodecanal

Chemical Property:

• PSA: 17.07000
• LogP: 4.35220

Purity/Quality:

98% ^*data from raw suppliers

11-Methyldodecanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 11-Methyldodecanal is an intermediate used in the synthesis of biological active sulfonolipids such as: Flavocristamide A, Sulfobacin B and Sulfobacin A (Flavocristamide B).

Technology Process of 11-Methyldodecanal

There total 12 articles about 11-Methyldodecanal 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: 90.0%

11-methyl-1-dodecanol (85763-57-1) → 11-methyldodecanal (92168-98-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00768-7

Reference yield:

1,8-Octanediol (629-41-4) → 11-methyldodecanal (92168-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 53 percent / NaH / tetrahydrofuran; dimethylformamide / 4 h / 20 °C

2: 78 percent / Pr₄NRuO₄; NMO; MS₄A / acetonitrile

3: 92 percent / n-BuLi / tetrahydrofuran / 1 h / 20 °C

4: H₂ / 5 percent Pd/C / ethyl acetate / 3 h / 20 °C

5: 90 percent / PCC / CH₂Cl₂ / 2 h / 20 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen; sodium hydride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Oxidation / 3: Substitution / 4: Elimination / 5: Oxidation;

DOI:10.1016/S0040-4020(00)00768-7

Reference yield:

8-(benzyloxy)octan-1-ol (31600-54-1) → 11-methyldodecanal (92168-98-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / Pr₄NRuO₄; NMO; MS₄A / acetonitrile

2: 92 percent / n-BuLi / tetrahydrofuran / 1 h / 20 °C

3: H₂ / 5 percent Pd/C / ethyl acetate / 3 h / 20 °C

4: 90 percent / PCC / CH₂Cl₂ / 2 h / 20 °C

With n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile; 1: Oxidation / 2: Substitution / 3: Elimination / 4: Oxidation;

DOI:10.1016/S0040-4020(00)00768-7

upstream raw materials:

11-methyl-1-dodecanol

methyl 11-methyldodecanoate

1,8-Octanediol

8-(benzyloxy)octan-1-ol

Refernces

• 1、 Kleijn, Laurens H. J.,Oppedijk, Sabine F.,T Hart, Peter,Van Harten, Roel M.,Martin-Visscher, Leah A.,Kemmink, Johan,Breukink, Eefjan,Martin, Nathaniel I.. "Total Synthesis of Laspartomycin C and Characterization of Its Antibacterial Mechanism of Action". supporting information. p. 3569 - 3574. Retrieved 2016/05/19.
• 2、 Shioiri, Takayuki,Irako, Naoko. "An efficient synthesis of sulfobacin A (flavocristamide B), sulfobacin B, and flavocristamide A". . p. 9129 - 9142. Retrieved 2007/10/03.