152203-43-5

Basic information

• Product Name: 5-Nonanone, 4-methyl-(9CI)
• Synonyms: Ferrugineone
• CAS NO: 152203-43-5
• Molecular Formula: C10H20 O
• Molecular Weight: 156.268
• Mol File: 152203-43-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 5-Nonanone, 4-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nonanone, 4-methyl-(9CI)(152203-43-5)
• EPA Substance Registry System: 5-Nonanone, 4-methyl-(9CI)(152203-43-5)

Safety Data

• Hazardous Substances Data: 152203-43-5(Hazardous Substances Data)

Upstream product

• 223558-81-4 5-acetoxy-4,5-epoxynonane 
• 917-54-4 methyllithium 
• 502-56-7 nonanone-5 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 154170-44-2 (+/-)-4-Methyl-5-nonanol 
• 625-29-6 2-methyl-1-chlorobutane 
• 2082-59-9 pentanoic anhydride 
• 109-69-3 n-Butyl chloride 
• 63169-61-9 2-methylpentanoyl 2-methylpentanoate 
• 74-88-4 methyl iodide 
• 62183-32-8 (1-butyl-pent-1-enyloxy)-trimethyl-silane 
• 333-27-7 methyl trifluoromethanesulfonate 
• 3473-24-3 4,6-dibromo-nonan-5-one 

Downstream Products

• 154170-44-2 (+/-)-syn-4-Methyl-5-nonanol 
• 154170-44-2 (+/-)-anti-4-Methyl-5-nonanol 
• 154170-44-2 (+/-)-4-Methyl-5-nonanol 

Relevant articles and documents

Highly Regioselective Monoalkylation of Ketones via Manganese Enolates Prepared from Manganese Amides.

Ketones are regioselectively converted to Mn-enolates by treatment with Mn-amides such as Ph(Me)NMnCl in THF at 20 deg C.Mn-enolates can then be regioselectively monoalkylated in good yields.The formation of di or polyalkylated products is never observed ( 1percent).

PROCESSES FOR PREPARING 4-METHYL-5-NONANONE AND 4-METHYL-5-NONANOL

The present invention provides a process for preparing 4-methyl-5-nonanone of the following formula (3), the process comprising at least a step of subjecting pentanoic anhydride of the following formula (1) and a 2-pentyl nucleophilic reagent of the following general formula (2), in which M represents Li, MgZ1, or ZnZ1, wherein Z1 represents a halogen atom or a 2-pentyl group, to a nucleophilic substitution reaction to produce 4-methyl-5-nonanone (3), as well as a process for preparing 4-methyl-5-nonanol of the following formula (7), the process comprising at least steps of preparing 4-methyl-5-nonanone and subjecting the obtained 4-methyl-5-nonanone and a reducing agent to a reduction reaction to produce 4-methyl-5-nonanol (7).

C -Methylation of Alcohols, Ketones, and Indoles with Methanol Using Heterogeneous Platinum Catalysts

A versatile, selective, and recyclable heterogeneous catalytic method for the methylation of C-H bonds in alcohols, ketones, and indoles with methanol under oxidant-free conditions using a Pt-loaded carbon (Pt/C) catalyst in the presence of NaOH is reported. This catalytic system is effective for various methylation reactions: (1) the β-methylation of primary alcohols, including aryl, aliphatic, and heterocyclic alcohols, (2) the α-methylation of ketones, and (3) the selective C3-methylation of indoles. The reactions are driven by a borrowing-hydrogen mechanism. The reaction begins with the dehydrogenation of the alcohol(s) to afford aldehydes, which subsequently undergo a condensation reaction with the nucleophile (aldehyde, ketone, or indole), followed by hydrogenation of the condensation product by Pt-H species to yield the desired product. In all of the methylation reactions explored in this study, the Pt/C catalyst exhibits a significantly higher turnover number than other previously reported homogeneous catalytic systems. Moreover, it is demonstrated that the high catalytic activity of Pt can be rationalized in terms of the adsorption energy of hydrogen on the metal surface, as revealed by density functional theory calculations on different metal surfaces.