1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one

Base Information

• Chemical Name: 1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one
• CAS No.: 53692-59-4
• Molecular Formula: C15H9BrO
• Molecular Weight: 285.14
• DSSTox Substance ID: DTXSID10497684
• Wikidata: Q82347387
• Mol file: 53692-59-4.mol

Synonyms:1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one;53692-59-4;SCHEMBL17348262;DTXSID10497684

Chemical Property of 1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 283.98368
• Heavy Atom Count: 17
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC(=O)C2=CC(=CC=C2)Br

Technology Process of 1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one

There total 8 articles about 1-(3-Bromophenyl)-3-phenylprop-2-yn-1-one 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: 91.0%

3-bromobenzoyl chloride (1711-09-7) + phenylacetylene (536-74-3) → 1-(3-bromophenyl)-3-phenylprop-2-yn-1-one (53692-59-4)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h; Inert atmosphere;

With morpholine; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

3-bromobenzoyl chloride; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/bkcs.11450

Reference yield: 72.0%

1-Bromo-3-iodobenzene (591-18-4) + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → 1-(3-bromophenyl)-3-phenylprop-2-yn-1-one (53692-59-4)

Guidance literature:

With bis(acetylacetonato)palladium(II); tetrabutylammonium acetate; triethylamine; In 1,4-dioxane; at 90 ℃; for 12h; under 7500.75 Torr; Inert atmosphere; Autoclave;

DOI:10.1002/jccs.201700302

Reference yield: 66.0%

m-bromobenzoic aldehyde (3132-99-8) + 1-Phenylethynyl-1H-1λ3-benzo[d][1,2]iodoxol-3-one → 1-(3-bromophenyl)-3-phenylprop-2-yn-1-one (53692-59-4)

Guidance literature:

With 1-acetoxy-1,2-benziodoxol-3-one; [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)₂(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF₆; sodium ortho-iodobenzoate; In 1,2-dichloro-ethane; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201708037

upstream raw materials:

1-(3-bromophenyl)-3-phenylprop-2-yn-1-ol

m-bromobenzoic aldehyde

phenylacetylene

3-bromobenzoyl chloride

Downstream raw materials:

(Z)-1-(3-Bromo-phenyl)-3-morpholin-4-yl-3-phenyl-propenone

2-(3-bromophenyl)-2-(phenylethynyl)-1,3-dithiane

3-(3-bromophenyl)-1-methyl-5-phenyl-1H-pyrazole

dimethyl 4-bromo-1-oxo-3-phenyl-1H-inden-2-ylphosphonate