1-Phenyl-1,2-propanedione

Base Information

• Chemical Name: 1-Phenyl-1,2-propanedione
• CAS No.: 579-07-7
• Deprecated CAS: 30581-69-2
• Molecular Formula: C9H8O2
• Molecular Weight: 148.161
• Hs Code.: 29143990
• European Community (EC) Number: 209-435-2
• NSC Number: 7643
• UNII: ZB5XA3GD0I
• DSSTox Substance ID: DTXSID3060372
• Nikkaji Number: J95.015G
• Wikidata: Q27132685
• Metabolomics Workbench ID: 46889
• ChEMBL ID: CHEMBL192258
• Mol file: 579-07-7.mol

Synonyms:1-phenyl-1,2-propanedione;pyruvophenone

Chemical Property of 1-Phenyl-1,2-propanedione

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0752mmHg at 25°C
• Melting Point: <20oC
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 228 °C at 760 mmHg
• Flash Point: 83.7 °C
• PSA: 34.14000
• Density: 1.1 g/cm³
• LogP: 1.45830
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Soluble), Hexane (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-1- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(=O)C(=O)C1=CC=CC=C1
• Description: 1-Phenyl-1,2-propanedione is an alpha-diketone consisting of 1-phenylpropane with keto substituents at positions 1 and 2. It is also known as phenylacetonyl and is an aromatic ketone derived from a hydride of propylbenzene.
• Sources: Found in coffee and possibly in other plant sources as a metabolite.
• Categories: Classified as an alpha-diketone and an aromatic ketone.
• Uses: Dental Composites:; Evaluated for use as a photoinitiator in experimental resin dental composites, showing potential for improved mechanical properties.^[1]; ; Methamphetamine Precursor; Identified as a precursor of methamphetamine and studied for its degradation products during long-term storage, providing useful information for impurity profiling.^[2]; ; Hydrogenation Catalyst:; Used in the enantioselective hydrogenation of 1-phenyl-1,2-propanedione over Ir/TiO2 in the presence of a chiral additive, cinchonidine.^[3]
• References: [1] Evaluation of the Selected Mechanical and Aesthetic Properties of Experimental Resin Dental Composites Containing 1-phenyl-1,2 Propanedione or Phenylbis(2,4,6-trimethylbenzoyl)-phosphine Oxide as a Photoinitiator; DOI 10.3390/ijms24065573; [2] Degradation of 1-phenyl-2-propanone during long-term storage: useful information for methamphetamine impurity profiling; DOI 10.1007/s11419-021-00572-z; [3] A Simplified Kinetic Model for the Enantioselective Hydrogenation of 1-Phenyl-1,2-Propanedione over Ir/TiO2 in the Presence of a Chiral Additive; DOI 10.1021/acs.iecr.1c04375

Technology Process of 1-Phenyl-1,2-propanedione

There total 192 articles about 1-Phenyl-1,2-propanedione 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: 100.0%

1-Phenylprop-1-yne (673-32-5) → 1-Phenylpropane-1,2-dione (579-07-7)

Guidance literature:

With sodium periodate; sulfuric acid; C₃₁H₂₉Br₂N₃Ru*CH₂Cl₂; In water; acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja5075294

Reference yield: 95.0%

4-phenyl-3-butyne-2-one (1817-57-8) → 1-Phenylpropane-1,2-dione (579-07-7)

Guidance literature:

With HOF* CH₃CN; In chloroform; at 0 - 20 ℃;

DOI:10.1021/jo001101i

Reference yield: 94.0%

1-phenyl-1,2-propanedione 2-oxime (119-51-7) → 1-Phenylpropane-1,2-dione (579-07-7)

Guidance literature:

With water; Dess-Martin periodane; In dichloromethane; for 0.333333h; Ambient temperature;

DOI:10.1055/s-1999-3476

upstream raw materials:

2-ethoxyacrylonitrile

1-phenylpropadiene

mercury(II) diacetate

(E)-2-(hydroxyimino)-1-phenylpropan-1-one

Downstream raw materials:

1,4-diphenyl-3-butene-1,2-dione

N-ethylnorephedrine

2-(2-hydroxy-ethylamino)-1-phenyl-propan-1-one

S 37260

Refernces

• 1、 Song, Tao,Zhou, Xin,Wang, Xiaoxue,Xiao, Jianliang,Yang, Yong. "One-pot cascade synthesis of α-diketones from aldehydes and ketones in water by using a bifunctional iron nanocomposite catalyst". supporting information. p. 1955 - 1959. Retrieved 2021/03/26.
• 2、 Gupta, Suraj K.,Mandal, Tanmoy,Gangber, Tejaswinee,Singh, Vivek,Choudhury, Joyanta. "Ancillary ligands switch the activity of Ru–NHC-based oxidation precatalysts". . . Retrieved 2019/10/28.