Phenyl-1-propenyl-ketone

Base Information

• Chemical Name: Phenyl-1-propenyl-ketone
• CAS No.: 495-41-0
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 2914390090
• DSSTox Substance ID: DTXSID10870559
• Mol file: 495-41-0.mol

Synonyms:Phenyl-1-propenyl-ketone;SCHEMBL314324;DTXSID10870559;AKOS030229051;FT-0630206;FT-0774216

Chemical Property of Phenyl-1-propenyl-ketone

Chemical Property:

• Vapor Pressure: 0.0851mmHg at 25°C
• Melting Point: 20.5°C
• Refractive Index: 1.5600-1.5640
• Boiling Point: 122 °C / 12mmHg,225.7 °C at 760 mmHg
• Flash Point: 86.3 °C
• PSA: 17.07000
• Density: 0.99 g/cm³
• LogP: 2.44540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-2-buten-1-one ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)C1=CC=CC=C1
• Uses: 1-Phenyl-2-buten-1-one is used in the preparation of chalcones derivatives and analogs and for the testing of their antimicrobial activities.

Technology Process of Phenyl-1-propenyl-ketone

There total 196 articles about Phenyl-1-propenyl-ketone 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%

α-(phenylseleno)butyrophenone (57204-89-4) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In various solvent(s); at 25 ℃;

DOI:10.1021/jo9620324

Reference yield: 99.0%

diallylcarbonate (15022-08-9) + Benzoylformic acid (611-73-4) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Tri(p-tolyl)phosphine; In 1,4-dioxane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201200766

Reference yield: 97.0%

1-phenyl-2-(4-trimethylsilylphenylselenyl)-1-butanone (850185-99-8) → (E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-2004-837289

upstream raw materials:

3-hydroxy-1-phenyl-butan-1-one

(E)-3-Ureido-but-2-enoic acid ethyl ester

2,3-dibromo-1-phenyl-1-butanone

acetaldehyde

Downstream raw materials:

3-methyl-1-phenylbutan-1-one

1-phenyl-3-semicarbazido-butan-1-one semicarbazone

1-phenyl-but-2ξ-en-1-one-((E)-2,4-dinitro-phenylhydrazone)

1,3-diphenylbutane-1-one

Refernces

• 1、 Boelke, Andreas,Kuczmera, Thomas J.,Lork, Enno,Nachtsheim, Boris J.. "N-Heterocyclic Iod(az)olium Salts – Potent Halogen-Bond Donors in Organocatalysis". supporting information. p. 13128 - 13134. Retrieved 2021/08/09.
• 2、 Du, Chan,Fang, Jianghua,Fang, Yewen,Lei, Wan,Li, Yan,Liu, Yongjun. "Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process". supporting information. p. 8502 - 8506. Retrieved 2021/10/20.