6008-36-2

Basic information

• Product Name: N-NONANOPHENONE
• Synonyms: 1-PHENYL-1-NONANONE;1-PHENYLNONAN-1-ONE;N-NONAPHENONE;N-NONANOPHENONE;N-OCTYL PHENYL KETONE;NONANOPHENONE;Nonanophenone,98%;n-Nonanophenone,98%
• CAS NO: 6008-36-2
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• EINECS: 227-861-7
• Mol File: 6008-36-2.mol
• Article Data: 77

Chemical Properties

• Melting Point: 14°C
• Boiling Point: 139-140°C 2mm
• Flash Point: 139-140°C/2mm
• Appearance: /
• Density: 0,94 g/cm3
• Vapor Pressure: 0.000563mmHg at 25°C
• Refractive Index: 1.5005-1.5025
• BRN: 2047454
• CAS DataBase Reference: N-NONANOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: N-NONANOPHENONE(6008-36-2)
• EPA Substance Registry System: N-NONANOPHENONE(6008-36-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 6008-36-2(Hazardous Substances Data)

Usage

Description

N-NONANOPHENONE, also known as 1-Phenyl-1-nonanone, is an organic compound with the chemical formula C15H22O. It is a colorless to pale yellow liquid with a pleasant, floral odor. It is soluble in organic solvents and slightly soluble in water. N-NONANOPHENONE is commonly used as an intermediate in the synthesis of various organic compounds and as a fragrance ingredient in the perfume industry.

Uses

Used in Surfactant Industry:
N-NONANOPHENONE is used as a key intermediate in the synthesis of novel alkylbenzene sulfonate gemini surfactants. Gemini surfactants are a class of surfactants that consist of two hydrophobic tails and two hydrophilic head groups connected by a spacer. They exhibit unique properties, such as lower critical micelle concentration, higher surface activity, and better solubilizing ability compared to conventional surfactants. These properties make them suitable for various applications, including detergency, emulsification, and stabilization of dispersions.
In the synthesis of alkylbenzene sulfonate gemini surfactants, N-NONANOPHENONE serves as a starting material to form the hydrophobic tails of the surfactant molecules. The resulting gemini surfactants can be used in various industries, such as detergents, personal care products, and oil recovery, due to their enhanced performance compared to traditional surfactants.

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 788, 1990 DOI: 10.1021/jo00290a004Tetrahedron Letters, 37, p. 2197, 1996 DOI: 10.1016/0040-4039(96)00258-4

InChI:InChI=1/C15H22O/c1-2-3-4-5-6-10-13-15(16)14-11-8-7-9-12-14/h7-9,11-12H,2-6,10,13H2,1H3

Upstream product

• 17049-49-9 octylmagnesium bromide 
• 100-47-0 benzonitrile 
• 93-58-3 benzoic acid methyl ester 
• 629-05-0 n-octyne 
• 100-52-7 benzaldehyde 
• 89940-47-6 heptylmagnesium iodide 
• 70-11-1 α-bromoacetophenone 
• 98-88-4 benzoyl chloride 
• 128993-24-8 1-benzyl-2-(phenylhydroxymethyl)-4,5-dihydroimidazole 
• 25056-31-9 neopentyl 1-octanesulfonate 
• 111-66-0 oct-1-ene 
• 201230-82-2 carbon monoxide 
• 65488-05-3 4-iodobutyrophenone 
• 72665-98-6 n-pentylzinc iodide 

Downstream Products

• 140472-48-6 1,1-dibromo-2-phenyldec-1-ene 
• 1081-77-2 n-nonylbenzene 
• 131320-85-9 (S)-(-)-1-phenyl-1-nonanol 
• 1233091-81-0 5-(4-octylphenyl)-1,3,4-thiadiazol-2-amine 
• 1369885-79-9 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethyl-N-(5-(4-octylphenyl)-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide 
• 10541-56-7 4-n-octylacetophenone 
• 2189-60-8 Octylbenzene 
• 3575-31-3 4-octylbenzoic acid 
• 67267-88-3 6-Phenyl-n-tetradecanol-⁽⁶⁾ 
• 1439374-22-7 α-(methanesulfonyloxy)octyl phenyl ketone 
• 1380541-61-6 (Z)-β-chloro-α-heptylcinnamonitrile 
• 1380541-60-5 (E)-β-chloro-α-heptylcinnamonitrile 
• 80155-20-0 4-(4-Nonyl-phenylazo)-phenol 
• 37529-29-6 4-nonylaniline 

Relevant articles and documents

Preparation of Primary and Secondary Dialkylmagnesiums by a Radical I/Mg-Exchange Reaction Using sBu2Mg in Toluene

The treatment of primary or secondary alkyl iodides with sBu2Mg in toluene (25–40 °C, 2–4 h) provided dialkylmagnesiums that underwent various reactions with aldehydes, ketones, acid chlorides or allylic bromides. 3-Substituted secondary cyclohexyl iodides led to all-cis-3-cyclohexylmagnesium reagents under these exchange conditions in a highly stereoconvergent manner. Enantiomerically enriched 3-silyloxy-substituted secondary alkyl iodides gave after an exchange reaction with sBu2Mg stereodefined dialkylmagnesiums that after quenching with various electrophiles furnished various 1,3-stereodefined products including homo-aldol products (99 % dr and 98 % ee). Mechanistic studies confirmed a radical pathway for these new iodine/magnesium-exchange reactions.

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.

Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator

We report a visible-light-mediated benzylic C-H oxygenation reaction. The reaction is initiated by solar light or the blue LED activation of 9,10-dibromoanthracene in a reaction with oxygen and takes place at ambient temperature and air pressure. Secondary benzylic positions are oxygenated to ketones, while tertiary benzylic carbons are oxygenated to give hydroperoxides. Notably, cumene hydroperoxide is produced in a higher yield and at milder conditions than the currently employed industrial conditions.