1671-75-6

Basic information

• Product Name: HEPTANOPHENONE
• Synonyms: N-HEPTANOPHENONE;N-HEXYL PHENYL KETONE;1-Heptanone, 1-phenyl-;1-phenyl-1-heptanon;1-phenyl-heptan-1-one;Heptanophenone, 98+%;Hexyl Phenyl Ketone;Heptanophenone, 98+% 25GR
• CAS NO: 1671-75-6
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28
• EINECS: 216-802-0
• Product Categories: C13 to C14;Carbonyl Compounds;Ketones;Building Blocks;C13 to C14;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 1671-75-6.mol
• Article Data: 94

Chemical Properties

• Melting Point: 17 °C(lit.)
• Boiling Point: 155 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear slightly yellow to yellow/Liquid
• Density: 0.946 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5077(lit.)
• BRN: 1865692
• CAS DataBase Reference: HEPTANOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: HEPTANOPHENONE(1671-75-6)
• EPA Substance Registry System: HEPTANOPHENONE(1671-75-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 1671-75-6(Hazardous Substances Data)

Usage

Chemical Properties

clear slightly yellow to yellow liquid

Uses

Different sources of media describe the Uses of 1671-75-6 differently. You can refer to the following data:
1. 1-Phenyl-1-heptanone is a useful building block for organic synthesis.
2. Heptanophenone was employed as test compound to compare the kinetic performance of monolithic and fused-core capillary C(18) columns in isocratic-elution liquid chromatography.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 6229, 1987 DOI: 10.1016/S0040-4039(00)61854-3

General Description

Heptanophenone is an alkyl phenyl ketone and its inhibitory effect on carbonyl reductase activity in pig heart has been examined.

Upstream product

• 108-86-1 bromobenzene 
• 2528-61-2 Heptanoic acid chloride 
• 71-43-2 benzene 
• 542-69-8 1-iodo-butane 
• 95837-63-1 (Z)-tert-butyldimethyl((1-phenylprop-1-en-1-yl)oxy)silane 
• 2399-66-8 1-benzoylpyrrolidin-2-one 
• 111-25-1 1-bromo-hexane 
• 3761-92-0 n-hexylmagnesium bromide 
• 14374-45-9 1-heptynylbenzene 
• 93-58-3 benzoic acid methyl ester 
• 100-52-7 benzaldehyde 
• 693-02-7 hex-1-yne 
• 543-63-5 n-butylmercuric chloride 
• 768-03-6 Phenyl vinyl ketone 

Downstream Products

• 854216-37-8 2,2-dimethyl-1-phenyl-heptan-1-one 
• 854216-35-6 2-ethyl-2-methyl-1-phenyl-heptan-1-one 
• 167476-86-0 Hexyl-[1-phenyl-hept-(E)-ylidene]-amine 
• 106560-96-7 1-phenyl-heptylamine 
• 614-54-0 (R)-1-phenylheptanol 
• 614-54-0 (S)-(-)-1-phenyl-1-heptanol 
• 872884-24-7 (Z)-allyl 1-phenyl-1-heptenyl carbonate 
• 98190-98-8 2-pentylindan-1-one 
• 868635-12-5 2-phenyl-2-hexylglycine 
• 187800-66-4 2-Phenyl-2-trimethylsilanyloxy-octanal 
• 107417-46-9 1-(3-amino-phenyl)-heptan-1-one 
• 106270-72-8 1-(3-amino-phenyl)-heptan-1-ol 

Relevant articles and documents

Direct formation of alkylzinc chlorides using a new active zinc

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Dual functionalities of hydrogen-bonding self-assembled catalysts in chelation-assisted hydroacylation

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Direct conversion of secondary propargyl alcohols into 1,3-di-arylpropanoneviaDBU promoted redox isomerization and palladium assisted chemoselective hydrogenation in a single pot operation

Palladium(ii)acetate is found to be an efficient catalyst for the single-step conversion of secondary propargyl alcohols to 1,3-diarylpropanone derivatives under mild basic conditions. The reaction is believed to proceedviaredox isomerisation of secondary propargyl alcohols followed by chemoselective reduction of an enone double bond with formic acid as an adequate hydrogen donor. A large number of 1,3-diarylpropanone derivatives may readily be prepared from a milligram to a multigram scale.

Combined Theoretical and Experimental Studies Unravel Multiple Pathways to Convergent Asymmetric Hydrogenation of Enamides

We present a highly efficient convergent asymmetric hydrogenation of E/Z mixtures of enamides catalyzed by N,P-iridium complexes supported by mechanistic studies. It was found that reduction of the olefinic isomers (E and Z geometries) produces chiral amides with the same absolute configuration (enantioconvergent hydrogenation). This allowed the hydrogenation of a wide range of E/Z mixtures of trisubstituted enamides with excellent enantioselectivity (up to 99% ee). A detailed mechanistic study using deuterium labeling and kinetic experiments revealed two different pathways for the observed enantioconvergence. For α-aryl enamides, fast isomerization of the double bond takes place, and the overall process results in kinetic resolution of the two isomers. For α-alkyl enamides, no double bond isomerization is detected, and competition experiments suggested that substrate chelation is responsible for the enantioconvergent stereochemical outcome. DFT calculations were performed to predict the correct absolute configuration of the products and strengthen the proposed mechanism of the iridium-catalyzed isomerization pathway.

Recyclable Transition Metal Catalysis using Bipyridine-Functionalized SBA-15 by Co-condensation of Methallylsilane with TEOS

Well-defined recyclable Pd- and Rh-bipyridyl group-impregnated SBA-15 catalysts were prepared for C?C bond coupling reaction and selective hydrogenation reactions, respectively. These SBA-15 derived ligands for the catalysts were prepared by direct and indirect co-condensation method using bipyridyl-linked methallylsilane. This indirect method, involving methoxysilane generated from methallylsilane shows higher loading efficiency of transition metal catalysts on SBA-15 than the direct use of methallylsilane.