Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]-

Base Information

• Chemical Name: Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]-
• CAS No.: 95306-90-4
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• DSSTox Substance ID: DTXSID90459008
• Nikkaji Number: J1.438.402B
• Wikidata: Q82282599
• Mol file: 95306-90-4.mol

Synonyms:95306-90-4;Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]-;1-[4-(3-hydroxyprop-1-ynyl)phenyl]ethanone;1-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]ethan-1-one;SCHEMBL8950659;DTXSID90459008;AKOS004117904;4'-(3-Hydroxy-1-propynyl)acetophenone;EN300-330035;F2167-5510

Chemical Property of Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]-

Chemical Property:

• Melting Point: 81-82 °C
• Boiling Point: 329.7±27.0 °C(Predicted)
• PSA: 37.30000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 1.23300
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]-

There total 6 articles about Ethanone, 1-[4-(3-hydroxy-1-propynyl)phenyl]- 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%

para-bromoacetophenone (99-90-1) + propargyl alcohol (107-19-7) → 4-(3-hydroxyprop-1-ynyl)acetophenone (95306-90-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.8b11868

Reference yield: 96.0%

4-Iodoacetophenone (13329-40-3) + propargyl alcohol (107-19-7) → 4-(3-hydroxyprop-1-ynyl)acetophenone (95306-90-4)

Guidance literature:

With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium on activated charcoal; In N,N-dimethyl-formamide; at 100 ℃; for 16h;

DOI:10.1055/s-2007-983888

Reference yield: 88.0%

C24H22O2Si → 4-(3-hydroxyprop-1-ynyl)acetophenone (95306-90-4)

Guidance literature:

With 18-crown-6 ether; In ethanol; water; at 45 ℃; for 6h; Reagent/catalyst; Solvent; Temperature; Green chemistry;

DOI:10.1002/cctc.201901232

upstream raw materials:

para-bromoacetophenone

propargyl alcohol

4-Iodoacetophenone

1-trimethylsilyloxy-2-propyne

Downstream raw materials:

C₁₁H₁₂O₂

N-(3-(4-acetylphenyl)prop-2-yn-1-yl)-N-allyl-4-methylbenzenesulfonamide

1-(4-(3-bromoprop-1-yn-1-yl)phenyl)ethanone

3-(4-acetylphenyl)prop-2-yn-1-yl 4-methylbenzenesulfonate