Benzoylacetone

Base Information

• Chemical Name: Benzoylacetone
• CAS No.: 93-91-4
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29143900
• European Community (EC) Number: 202-286-4
• NSC Number: 100655,4015
• UNII: I3RUV8U115
• DSSTox Substance ID: DTXSID3021803
• Nikkaji Number: J4.688D
• Wikipedia: Benzoylacetone
• Wikidata: Q27280358
• Metabolomics Workbench ID: 130665
• ChEMBL ID: CHEMBL3186793
• Mol file: 93-91-4.mol

Synonyms:1-phenyl-1,3-butanedione;benzoylacetone

Chemical Property of Benzoylacetone

Chemical Property:

• Appearance/Colour: yellowish crystalline flakes or cryst. powder
• Vapor Pressure: 0.000184mmHg at 25°C
• Melting Point: 54-56 °C(lit.)
• Refractive Index: 1.561
• Boiling Point: 262.2 °C at 760 mmHg
• PKA: pK1: 8.23 (25°C)
• Flash Point: 96.9 °C
• PSA: 34.14000
• Density: 1.073 g/cm³
• LogP: 1.84840
• Storage Temp.: Store at RT.
• Solubility.: 0.38g/l insoluble
• Water Solubility.: insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98% ^*data from raw suppliers

1-Phenyl-1,3-butanedione >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: CC(=O)CC(=O)C1=CC=CC=C1
• Uses: Benzoylacetone has been used as a 1,3-dicarbonyl compound model for studying keto-enol equilibria in aqueous acid and micellar solutions. Additionally, it has been studied using gas-phase electron diffraction and quantum chemistry. It is used as pharmaceutical intermediates.

Technology Process of Benzoylacetone

There total 224 articles about Benzoylacetone 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: 99.0%

(E)-4-oxo-4-phenylbut-2-en-2-yl benzoate (70565-30-9) + phenethylamine (64-04-0) → N-phenethylbenzamide (3278-14-6) + 1-phenylbutan-1,3-dione (93-91-4)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

DOI:10.1021/jacs.1c04614

Reference yield: 74.0%

→ 2-methylchromone (5751-48-4) + 1-phenylbutan-1,3-dione (93-91-4)

Guidance literature:

Reference yield: 71.0%

3-benzoylpentane-2,4-dione (4728-02-3) → acetic acid (64-19-7,77671-22-8) + 1-phenylbutan-1,3-dione (93-91-4)

Guidance literature:

In tetrahydrofuran; water; at 80 ℃; for 6h;

upstream raw materials:

piperidine

4-phenyl-3-butyne-2-one

Ketene

tert-butyl acetoacetate

Downstream raw materials:

3-methoxy-1-phenyl-but-2t-en-1-one

(Z)-4-methoxy-4-phenyl-but-3-en-2-one

1-phenyl-3-methoxybut-2-en-1-one

4-methoxy-4-phenyl-3-buten-2-one

Refernces

• 1、 Wu, Dehua,Fang, Xinyi,Song, Jintong,Qu, Lang,Zhou, Xiangge,Xiang, Haifeng,Wang, Jun,Liu, Jin. "Multi-stimuli-responsive fluorescence of axially chiral 4-ene-β-Diketones". . . Retrieved 2020/10/02.
• 2、 Guo, Quanping,Wang, Mengran,Wang, Rui,Xu, Zhaoqing,Yao, Haiyan. "Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors". . . Retrieved 2021/08/25.