462-18-0

Basic information

• Product Name: 7-TRIDECANONE
• Synonyms: ENANTHONE;DI-N-HEXYL KETONE;DIHEXYL KETONE;7-TRIDECANONE;di-Normal-hexyl ketone;Hexyl ketone;hexylketone;tridecan-7-one
• CAS NO: 462-18-0
• Molecular Formula: C₁₃H₂₆O
• Molecular Weight: 198.34
• EINECS: 207-324-3
• Product Categories: Building Blocks;C13 to C14;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks
• Mol File: 462-18-0.mol
• Article Data: 56

Chemical Properties

• Melting Point: 30-32.5 °C(lit.)
• Boiling Point: 264 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.825 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0121mmHg at 25°C
• Refractive Index: 1.4357 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 7-TRIDECANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-TRIDECANONE(462-18-0)
• EPA Substance Registry System: 7-TRIDECANONE(462-18-0)

Safety Data

• WGK Germany: 3
• RTECS: YD4577000
• Hazardous Substances Data: 462-18-0(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

7-Tridecanone is an isomer of 2-Tridecanone which is a flavor component of many food products. 7-Tridecanone, however, is much less distributed. It is also used to study the toxicity of narcotic industrial chemicals.

Synthesis Reference(s)

Journal of the American Chemical Society, 97, p. 6900, 1975 DOI: 10.1021/ja00856a069Tetrahedron Letters, 36, p. 3223, 1995 DOI: 10.1016/0040-4039(95)00519-I

Safety Profile

Moderately toxic by intravenousroute. A flammable liquid. When heated to decompositionit emits acrid smoke and irritating vapors.

Purification Methods

Crystallise the ketone from EtOH. [Beilstein 1 H 715.]

InChI:InChI=1/C13H26O/c1-3-5-7-9-11-13(14)12-10-8-6-4-2/h3-12H2,1-2H3

Upstream product

• 111-25-1 1-bromo-hexane 
• 124-38-9 carbon dioxide 
• 592-41-6 1-hexene 
• 256379-28-9 N-(3-methyl-2-pyridyl)-N-[(E)-3-phenyl-2-propenyl]amine 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 111-71-7 heptanal 
• 187737-37-7 propene 
• 94-36-0 dibenzoyl peroxide 
• 106-30-9 ethyl heptanoate 
• 111-14-8 oenanthic acid 
• 111-70-6 n-heptan1ol 
• 56-23-5 tetrachloromethane 
• 60-29-7 diethyl ether 
• 677-22-5 tert-butylmagnesium chloride 

Downstream Products

• 22513-16-2 1-hexylheptylamine 
• 1119-06-8 hexyl heptanoate 
• 109-67-1 1-penten 
• 111-13-7 hexyl-methyl-ketone 
• 5340-59-0 tri-n-hexyl-carbinol 
• 110590-84-6 N-(1-hexylheptyl)perylene-3,4,9,10-tetracarboxylic-3,4-anhydride-9,10-imide 
• 19780-80-4 6-methylenetridecane 
• 112038-32-1 3-hexylnon-2-en-1-ol 
• 1067649-95-9 1,7-(dihexyl ketone) 3,4-(dihexyl ketone)-chlorogenic acid diketal 
• 26077-63-4 tridecan-7-one oxime 
• 857078-21-8 4-hexyl-1-phenyl-decane 
• 97584-68-4 (tridecene-6'Z yl-7') thio-3 cyclohexanone 

Relevant articles and documents

-

-

Highly productive α-alkylation of ketones with alcohols mediated by an Ir-oxalamidato/solid base catalyst system

An Ir-oxalamidato complex in combination with a solid base (e.g., magnesium aluminometasilicate/Ca(OH)2) significantly improved the catalyst productivity in α-alkylation of methyl ketones with primary alcohols. Optimization through systematic variation of the oxalamidato ligand led to a practical turnover number (TON) of 10 000.40 000.

Dehydrogenative Coupling of Benzylic and Aldehydic C-H Bonds

A photoinduced dehydrogenative coupling reaction between benzylic and aldehydic C-H bonds is reported. When a solution of an alkylbenzene and an aldehyde in ethyl acetate is irradiated with visible light in the presence of iridium and nickel catalysts, a coupled α-aryl ketone is formed with evolution of dihydrogen. An analogous C-C bond forming reaction occurs between a C-H bond next to the nitrogen of an N-methylamide and an aldehydic C-H bond to produce an α-amino ketone. These reactions provide a straightforward pathway from readily available materials leading to valued structural motifs of pharmacological relevance.