6048-82-4

Basic information

• Product Name: N-DECANOPHENONE
• Synonyms: Decanoylbenzene;Phenylnonyl ketone;n-Decanophenone,99%;Nonyl phenyl ketone >=99%;NONYL PHENYL KETONE;N-NONYL PHENYL KETONE;N-DECANOPHENONE;1-phenyl-1-decanon
• CAS NO: 6048-82-4
• Molecular Formula: C₁₆H₂₄O
• Molecular Weight: 232.36
• EINECS: 227-946-9
• Mol File: 6048-82-4.mol
• Article Data: 54

Chemical Properties

• Melting Point: 34-36 °C(lit.)
• Boiling Point: 168 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.9418 (rough estimate)
• Vapor Pressure: 0.000197mmHg at 25°C
• Refractive Index: 1.4970 (estimate)
• BRN: 2048790
• CAS DataBase Reference: N-DECANOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: N-DECANOPHENONE(6048-82-4)
• EPA Substance Registry System: N-DECANOPHENONE(6048-82-4)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 6048-82-4(Hazardous Substances Data)

Usage

Description

N-DECANOPHENONE is an organic compound with the chemical formula C6H4(CO)2(CH2)8COCH3. It is a white crystalline solid with a molecular weight of approximately 248.37 g/mol. It is characterized by its unique structure, which consists of two phenyl rings connected by a carbonyl group and a long aliphatic chain. This structure endows N-DECANOPHENONE with specific properties that make it suitable for various applications.

Uses

Used in Thermochromic Dry Electrophotographic Toner:
N-DECANOPHENONE is used as a thermochromic dry electrophotographic toner due to its ability to change color with temperature variations. This property allows it to be used in the development of toners for electrophotographic printing processes, where temperature-sensitive color changes can be utilized for various purposes, such as security features or temperature-sensitive indicators.
Used in High-Performance Liquid Chromatography (HPLC) as a Standard:
N-DECANOPHENONE is also used as a high-performance liquid chromatography (HPLC) standard. HPLC is a widely used analytical technique for the separation, identification, and quantification of compounds in complex mixtures. As a standard, N-DECANOPHENONE helps in calibrating and validating the HPLC system, ensuring accurate and reliable results in various applications, such as pharmaceutical analysis, environmental monitoring, and quality control.

InChI:InChI=1/C16H24O/c1-2-3-4-5-6-7-11-14-16(17)15-12-9-8-10-13-15/h8-10,12-13H,2-7,11,14H2,1H3

Upstream product

• 55446-76-9 n-octyl-magnesium iodide 
• 70-11-1 α-bromoacetophenone 
• 1484-17-9 S-ethyl thiobenzoate 
• 96-09-3 styrene oxide 
• 111-87-5 octanol 
• 98-80-6 phenylboronic acid 
• 21662-08-8 (Z)-dec-5-enal 
• 100-58-3 phenylmagnesium bromide 
• 98-86-2 acetophenone 
• 133957-58-1 1-phenyl-2-decen-1-one 
• 14353-75-4 phenyl decanoate 
• 41643-14-5 N-decanoylbenzoylsaccharin 
• 536-74-3 phenylacetylene 
• 591-51-5 phenyllithium 

Downstream Products

• 94763-02-7 5-Phenyl-n-tetradecanol-⁽⁵⁾ 
• 227181-20-6 5-nonyl-5-phenyl-imidazolidine-2,4-dione 
• 104-72-3 decylbenzene 
• 98-86-2 acetophenone 
• 1448893-94-4 3-octyl-2-phenylindole 

Relevant articles and documents

Synthesis of α-Alkylated Ketones via Selective Epoxide Opening/Alkylation Reactions with Primary Alcohols

A new method for converting terminal epoxides and primary alcohols into α-alkylated ketones under borrowing hydrogen conditions is reported. The procedure involves a one-pot epoxide ring opening and alkylation via primary alcohols in the presence of an N-heterocyclic carbene iridium(I) catalyst, under aerobic conditions, with water as the side product.

Unveiling the catalytic nature of palladium-N-heterocyclic carbene catalysts in the α-alkylation of ketones with primary alcohols

We report herein the synthesis of four new Pd-PEPPSI complexes with backbone-modified N-heterocyclic carbene (NHC) ligands and their application as catalysts in the α-alkylation of ketones with primary alcohols using a borrowing hydrogen process and tandem Suzuki-Miyaura coupling/α-alkylation reactions. Among the synthesized Pd-PEPPSI complexes, complex2chaving 4-methoxyphenyl groups at the 4,5-positions and 4-methoxybenzyl substituents on the N-atoms of imidazole exhibited the highest catalytic activity in the α-alkylation of ketones with primary alcohols (18 examples) with yields reaching up to 95%. Additionally, complex2cwas demonstrated to be an effective catalyst for the tandem Suzuki-Miyaura-coupling/α-alkylation of ketones to give biaryl ketones with high yields. The heterogeneous nature of the present catalytic system was verified by mercury poisoning and hot filtration experiments. Moreover, the formation of NHC-stabilized Pd(0) nanoparticles during the α-alkylation reactions was identified by advanced analytical techniques.

Rhodium-Catalyzed Remote Isomerization of Alkenyl Alcohols to Ketones

We develop herein an efficient rhodium-catalyzed remote isomerization of aromatic and aliphatic alkenyl alcohols into ketones. This catalytic process, with a commercially available catalyst and ligand ([RhCl(cod)]2 and Xantphos), features high efficiency, low catalyst loading, good functional group tolerance, a broad substrate scope, and no (sub)stoichiometric additive. Preliminary mechanistic studies suggest that this transformation involves an iterative dissociative β-hydride elimination-migration insertion process.