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
• Description: Propiophenone belongs to the family of acetophenones, which is present in some certain cheese, coffee and coffee products, tea and roasted nuts with sweet-smelling odor. It is wisely used as an intermediate in the preparation of other organic compounds, such as synthetic aryl alkenes, like cinnamic acids. It is also a useful intermediate for pharmaceuticals production, such as ephedrine, propiophenone derivatives (cathinone and methcathinone), and especially for the preparation of nervous system drugs (anxiolytic and hypnotic drugs). Besides, due to its naturally pleasant flowery odor, propiophenone can be used as a component in some perfumes.
• Uses: Propiophenone is an aryl ketone used in the preparation of pharmaceutical and organic compounds. Propiophenone is used in perfumes as well as in the preparation of neurochemical compounds such as ephe drines. In perfumery; in the synthesis of ephedrine and related Compounds. Intermediates of Liquid Crystals

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:

NSC-42813

Z₃

2-methyl-1-phenyl-4-[4]pyridyl-butan-1-one

2-methyl-1-phenyl-4-[4]pyridyl-2-(2-[4]pyridyl-ethyl)-butan-1-one

Refernces

• 1、 MacDougall,Lauer,Spielman. "". . p. 4089,4094. Retrieved 1933.
• 2、 Ishiguro, Katsuya,Tomizawa, Kohtaro,Sawaki, Yasuhiko,Iwamura, Hiizu. "(18)O-TRACER STUDY ON THE REARRANGEMENT OF CARBONYL OXIDE INTERMEDIATES TO ESTERS". . p. 3723 - 3726. Retrieved 1985.
• 3、 Noyce,Schiavelli. "-". . p. 845. Retrieved 1968.
• 4、 Yao, Yahong,Du, Yanxia,Li, Jun,Wang, Chen,Zhang, Zengqi,Zhao, Xin. "Crystal structure of meso-substituted pyrazolyl porphyrin complexes and their highly active catalyst for oxidation of alkylbenzenes". . . Retrieved 2018.
• 5、 Firouzabadi, Habib,Etemadi, Shahrad,Karimi, Babak,Jarrahpour, Ali Asghar. "A study of oxidative deprotection of trimethylsilyl (TMS) and tert-butyldimehylsilyl (TBDMS) ethers of alcohols with potassium permanganate (KMnO4) and barium manganate (BAMnO4) in the presence of Lewis acids in dry organic solvents". . p. 141 - 151. Retrieved 1999.
• 6、 McFarland,Harris. "-". . p. 1273. Retrieved 1967.
• 7、 Sundaravelu, Nallappan,Guha, Somraj,Sekar, Govindasamy. "Iodonium Ion - Catalyzed Domino Synthesis of Z-Selective α,β-Diphenylthio Enones from Easily Accessible Secondary Alcohols". . p. 5895 - 5906. Retrieved 2020.
• 8、 Feng, Juhua,Hu, Haipeng,Ni, Hailiang,Qiu, Yuqian,Wang, Cuilin,Wang, Guangtu,Wang, Hanguang,Wang, Wei,Wu, Xin,Yue, Guizhou,Zou, Ping. "Arylboronic Acid Catalyzed Dehydrative Mono-/Dialkylation Reactions of β-Ketoacids and Alcohols". supporting information. p. 832 - 836. Retrieved 2022/02/05.
• 9、 Salokhe, Prabha R.,Salunkhe, Rajeshri S.. "Rhizopus arrhizus mediated SAR studies in chemoselective biotransformation of haloketones at ambient temperature". . . Retrieved 2021/09/13.