Decanophenone

Base Information

• Chemical Name: Decanophenone
• CAS No.: 6048-82-4
• Molecular Formula: C16H24 O
• Molecular Weight: 232.366
• Hs Code.: 2914399090
• European Community (EC) Number: 227-946-9
• NSC Number: 22014
• UNII: 3471N36DD1
• DSSTox Substance ID: DTXSID5064093
• Nikkaji Number: J208.286A
• Wikidata: Q81991241
• Mol file: 6048-82-4.mol

Synonyms:Decanophenone;6048-82-4;n-Decanophenone;Capriphenone;1-Phenyldecan-1-one;1-Decanone, 1-phenyl-;Nonyl phenyl ketone;Ketone, nonyl phenyl;1-Phenyl-1-decanone;Ketone, nonenyl phenyl;EINECS 227-946-9;NSC 22014;NSC-22014;3471N36DD1;Nonyl phenyl ketone, 98%;SCHEMBL574811;Nonyl phenyl ketone, >=99%;DTXSID5064093;UNII-3471N36DD1;NSC22014;MFCD00009582;STL477542;AKOS009156960;AS-56668;CS-0078211;D0026;FT-0635955;E78930

Chemical Property of Decanophenone

Chemical Property:

• Appearance/Colour: CRYSTALLINE SOLID
• Vapor Pressure: 0.000197mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.4970 (estimate)
• Boiling Point: 168 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 0.918g/cm³
• LogP: 5.01000
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 232.182715385
• Heavy Atom Count: 17
• Complexity: 192

Purity/Quality:

98%,99%, ^*data from raw suppliers

Decanophenone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)C1=CC=CC=C1
• Uses: Decanophenone can be used as a thermochromic dry electrophotographic toner. HPLC standard

Technology Process of Decanophenone

There total 42 articles about Decanophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

octanol (111-87-5) + acetophenone (98-86-2) → decanophenone (6048-82-4)

Guidance literature:

With Mg-Al hydrotalcite supported copper; at 180 ℃; for 15h; chemoselective reaction;

DOI:10.1016/j.catcom.2012.12.027

Reference yield: 94.0%

ethyl 2-cyanodecanoate (26526-77-2) + phenylboronic acid (98-80-6) → decanophenone (6048-82-4)

Guidance literature:

With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine; In 1,2-dimethoxyethane; at 60 ℃; for 12h;

DOI:10.1039/c5nj01597a

Reference yield: 92.0%

(Z)-1-phenyldec-5-en-1-ol → decanophenone (6048-82-4)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; cesium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 70 ℃; for 15h; Glovebox; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04508

upstream raw materials:

octylmalonic acid

benzoyl chloride

n-decanoyl chloride

benzene

Downstream raw materials:

5-nonyl-5-phenyl-imidazolidine-2,4-dione

acetophenone

benzoic acid, butyl ester

1-phenyl-1-decanol

Refernces

• 1、 ?etinkaya, Bekir,Ero?lu, Zafer,Gülcemal, Süleyman,Metin, ?nder,Ovezova, Mamajan. "Unveiling the catalytic nature of palladium-N-heterocyclic carbene catalysts in the α-alkylation of ketones with primary alcohols". supporting information. p. 10896 - 10908. Retrieved 2021/08/17.
• 2、 Buchspies, Jonathan,Rahman, Md. Mahbubur,Szostak, Roman,Szostak, Michal. "N-Acylcarbazoles and N-Acylindoles: Electronically Activated Amides for N-C(O) Cross-Coupling by Nlpto Ar Conjugation Switch". . p. 4703 - 4709. Retrieved 2020/06/17.