Propiophenone

Base Information

• Chemical Name: Propiophenone
• CAS No.: 93-55-0
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2914 39 00
• European Community (EC) Number: 202-257-6
• NSC Number: 16937
• UNII: E599A8OKQH
• DSSTox Substance ID: DTXSID2044470
• Nikkaji Number: J22.071J
• Wikipedia: Propiophenone
• Wikidata: Q415446
• Metabolomics Workbench ID: 45661
• ChEMBL ID: CHEMBL193446
• Mol file: 93-55-0.mol

Synonyms:Propiophenone;93-55-0;1-phenylpropan-1-one;Ethyl phenyl ketone;Propionylbenzene;PHENYL ETHYL KETONE;1-Propanone, 1-phenyl-;1-Phenyl-1-propanone;Ketone, ethyl phenyl;Propionphenone;1-Phenyl-propan-1-one;USAF EK-1235;FEMA No. 3469;NSC 16937;2-methyl-acetophenone;HSDB 1177;EINECS 202-257-6;UNII-E599A8OKQH;BRN 0606215;E599A8OKQH;AI3-00951;DTXSID2044470;CHEBI:425902;NSC-16937;EC 202-257-6;4-07-00-00680 (Beilstein Handbook Reference);PROPIOPHENONE-2',3',4',5',6'-D5;PROPIO-2,2-D2-PHENONE;2-Methyl acetophenone;propiophenon;Benzoylethane;propiophenon-;phenylethylketone;FEMA 3469;1-phenylpropanone;3szb;methyl-acetophenone;Propiophenone, 99%;Propiophenone, >=99%;PROPIOPHENONE [MI];WLN: 2VR;PROPIOPHENONE [FHFI];SCHEMBL76464;PROPIOPHENONE [WHO-DD];CHEMBL193446;DTXCID0024470;Propiophenone, analytical standard;PHENYL ETHYL KETONE [HSDB];NSC16937;Tox21_302025;BBL027754;MFCD00009309;STL282500;AKOS000119030;LS-3065;CAS-93-55-0;NCGC00255954-01;Propiophenone, purum, >=99.0% (GC);VS-08588;1-PROPANONE,1-PHENYL PROPIOPHENONE;P0519;1-PROPANONE,1-PHENYL PROPIOPHENONE;EN300-19183;Propiophenone, Vetec(TM) reagent grade, 99%;Q415446;W-100239;F0001-2238;Z104473068

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Chemical Property of Propiophenone

Chemical Property:

• Appearance/Colour: colourless to light yellow liquid
• Vapor Pressure: 1 mm Hg ( 50 °C)
• Melting Point: 17-19 °C(lit.)
• Refractive Index: n20/D 1.526(lit.)
• Boiling Point: 217.999 °C at 760 mmHg
• Flash Point: 87.39 °C
• PSA: 17.07000
• Density: 0.976 g/cm³
• LogP: 2.27930
• Storage Temp.: Store below +30°C.
• Solubility.: Difficult to mix.
• Water Solubility.: INSOLUBLE
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CCC(=O)C1=CC=CC=C1
• General Description: Propiophenone (1-phenyl-1-propanone or ethyl phenyl ketone) is an aromatic carbonyl compound that undergoes photochemical reactions, where its excited triplet state participates in competitive pathways such as hydrogen abstraction and α-cleavage, as observed in CIDEP studies. Its reactivity and radical formation mechanisms are influenced by structural and environmental factors, similar to related aromatic ketones like acetophenone. Additionally, propiophenone derivatives, such as o-alkynyl α-diazopropiophenones, can decompose under thermal or photochemical conditions to form intermediates like arylketenes, which further cyclize to yield polysubstituted β-naphthols, demonstrating its versatility in synthetic applications.

Technology Process of Propiophenone

There total 892 articles about Propiophenone 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: 84.0%

isopropyl butyrate (638-11-9) + 1-Phenyl-1-propanol (93-54-9) → (R)-1-phenyl-1-propanol (1565-74-8) + (S)-1-phenyl-1-propanol (613-87-6) + (R)-1-phenylpropyl butyrate (10031-86-4,140390-61-0) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

With [(C4Ph4COHOCC4Ph4)(μ-H)][(CO)4Ru2]; Novozym(R) 435; 2,4-dimethylpentan-3-one; In toluene; at 70 ℃; for 40h; under 142.511 Torr;

DOI:10.1016/j.tetasy.2005.02.028

Reference yield: 76.0%

Nitroethane (79-24-3) + benzaldehyde (100-52-7) → 1-phenyl-2-nitroprop-1-ene (705-60-2,18315-84-9,58321-79-2) + benzonitrile (100-47-0) + 1-phenyl-propan-1-one (93-55-0) + Benzaldoxime (932-90-1)

Guidance literature:

With ammonium acetate; In acetic acid; at 50 ℃; for 3h; under 7500600 Torr;

DOI:10.1007/BF00965433

Reference yield: 58.0%

3-chloropropiophenone (936-59-4) → 3-chloro-1-phenylpropanol (100306-34-1,125712-82-5) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

In ethanol; at 20 ℃; for 16h; bakers' yeast in aq. glucose solution;

DOI:10.1021/jo00021a011

upstream raw materials:

Diazoethan

diethyl ether

benzaldehyde

pyridine

Downstream raw materials:

benzoic acid-(1-phenyl-2-[4]pyridyl-propenyl ester)

1-(1-methyl-2-oxo-2-phenyl-ethyl)-pyridinium; iodide

α-ethyl-α-phenyl-2-pyridinemethanol

NSC-42813

Refernces

A comparative Study of the Decomposition of o-Alkynyl-Substituted Aryl Diazo Ketones. Synthesis of Polysubstituted β-Naphthols via Arylketene Intermediates

10.1021/jo00075a045

This research delves into the decomposition reactions of o-alkynyl or o-alkenyl α-diazoaceto- and propiophenone derivatives under various conditions, including photochemical, thermal, and rhodium-catalyzed processes. The study's purpose is to understand how the reaction outcomes are markedly dependent on the nitrogen extrusion conditions. The chemicals used in the process include o-alkynyl α-diazopropiophenone derivatives, which upon thermolysis or photolysis yield polysubstituted β-naphthols through Wolff rearrangement and intramolecular cyclization. In contrast, Rh(II)-catalyzed decomposition leads to a different set of products, involving the formation of vinyl carbenoid intermediates and subsequent reactions.

CIDEP Studies on Radicals Produced from Photochemical Reactions of Some Aromatic Carbonyl Compounds

10.1246/cl.1990.1491

The research focuses on studying the radicals produced from the photochemical reactions of several aromatic carbonyl compounds using chemically induced dynamic electron spin polarization (cIDEP) spectra. The purpose of the study was to clarify the main factors contributing to electron polarization in these fundamental reactions, particularly examining the participation of the radical pair mechanism (RPM) and triplet mechanism (TM) in the spectra. The researchers investigated the photolytic behaviors of acetophenone (AP), propiophenone (PP), isopropyl phenyl ketone (PPK), and t-butyl phenyl ketone (BPK) to understand the competitive reaction pathways of hydrogen abstraction and α-cleavage from the excited triplet states.