1-Phenyl-1,4-pentanedione

Base Information

• Chemical Name: 1-Phenyl-1,4-pentanedione
• CAS No.: 583-05-1
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2914399090
• DSSTox Substance ID: DTXSID90207021
• Nikkaji Number: J47.004J
• Wikidata: Q63399180
• ChEMBL ID: CHEMBL363855
• Mol file: 583-05-1.mol

Synonyms:1-phenylpentane-1,4-dione;1-Phenyl-1,4-pentanedione;583-05-1;1-Phenyl-pentane-1,4-dione;1,4-Pentanedione, 1-phenyl-;1-phenyl-1,4-pentandione;5-phenyl-2,5-pentanedione;SCHEMBL822901;1-(phenyl)pentane-1,4-dione;CHEMBL363855;1-(phenyl)-pentane-1,4-dione;BDBM22763;DTXSID90207021;MFCD00092889;AKOS005207126;AS-58611;FT-0608217;A869481;Q63399180

Chemical Property of 1-Phenyl-1,4-pentanedione

Chemical Property:

• Vapor Pressure: 0.000804mmHg at 25°C
• Melting Point: 138 °C
• Refractive Index: 1.5330
• Boiling Point: 305.8 °C at 760 mmHg
• Flash Point: 114.3 °C
• PSA: 34.14000
• Density: 1.051 g/cm³
• LogP: 2.23850
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

1-Phenylpentane-1,4-dione 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCC(=O)C1=CC=CC=C1
• Uses: 1-Phenyl-1,4-pentanedione is used as an organic chemical synthesis intermediate.

Technology Process of 1-Phenyl-1,4-pentanedione

There total 196 articles about 1-Phenyl-1,4-pentanedione 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%

1-phenylpenta-4-yn-1-one (18476-65-8) → 1-phenylpentane-1,4-dione (583-05-1)

Guidance literature:

With iron(III)-acetylacetonate; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water; 4-bromo-benzaldehyde; In acetonitrile; at 20 ℃; for 4h; Reagent/catalyst; Solvent;

DOI:10.1016/j.chempr.2020.03.014

Reference yield: 94.0%

α-(3-oxobutyl)benzoin (174869-07-9) → benzaldehyde (100-52-7) + 1-phenylpentane-1,4-dione (583-05-1)

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;

DOI:10.1248/cpb.44.252

Reference yield: 85.0%

benzoyltrimethylsilane (5908-41-8) + methyl vinyl ketone (78-94-4,25038-87-3) → benzil (134-81-6) + 1-phenylpentane-1,4-dione (583-05-1)

Guidance literature:

With tetra-n-butylammonium cyanide; In tetrahydrofuran; at -78 ℃; for 1h;

upstream raw materials:

3-acetyl-1-phenyl-pentane-1,4-dione

1-phenyl-1-hydroxy-pentane-4-one

2-acetyl-4-oxo-4-phenyl-butyric acid

4-chloro-1-phenyl-pent-3-en-1-one

Downstream raw materials:

1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole

1-<2-Carboxy-phenyl>-2-methyl-5-phenyl-pyrrol

3-(2-Methyl-5-phenyl-pyrrol-1-yl)-propionitrile

2-methyl-5-phenyl N-ethanethiol pyrrole

Refernces

• 1、 Tafesse, Tadesse Bekele,Moghadam, Ebrahim Saeedian,Bule, Mohammed Hussen,Faramarzi, Mohammad Ali,Abdollahi, Mohammad,Amini, Mohsen. "Study on the interaction of 1,5-diaryl pyrrole derivatives with αglucosidase; synthesis, molecular docking, and kinetic study". . p. 545 - 553. Retrieved 2021/03/26.
• 2、 Bennett, Elliot L.,Brookfield, Adam,Guan, Renpeng,Huang, Zhiliang,Mcinnes, Eric J. L.,Robertson, Craig M.,Shanmugam, Muralidharan,Xiao, Jianliang. "Oxidative Cleavage of Alkenes by O2with a Non-Heme Manganese Catalyst". supporting information. p. 10005 - 10013. Retrieved 2021/07/19.