1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-1-one

Base Information

• Chemical Name: 1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-1-one
• CAS No.: 63519-71-1
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.231
• DSSTox Substance ID: DTXSID20493798
• Mol file: 63519-71-1.mol

Synonyms:63519-71-1;1-(4-(1-hydroxypropan-2-yl)phenyl)ethanone;1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-1-one;SCHEMBL548540;DTXSID20493798

Chemical Property of 1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-1-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C1=CC=C(C=C1)C(=O)C

Technology Process of 1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-1-one

There total 5 articles about 1-[4-(1-Hydroxypropan-2-yl)phenyl]ethan-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: 63.0%

2-p-acetylphenyl-1-propyl acetate (63476-12-0,133330-07-1) → 2-(4-Acetylphenyl)-1-propanol (63519-71-1,133330-09-3)

Guidance literature:

With sodium carbonate; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87425-1

Reference yield:

4-Iodoacetophenone (13329-40-3) + allyl alcohol (107-18-6) → 2-(4-Acetylphenyl)-1-propanol (63519-71-1,133330-09-3) + 1-(4-(3-hydroxypropyl)phenyl)ethan-1-one

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetramethylammonium formiate; triphenylphosphine; In water; N,N-dimethyl-formamide; at 80 ℃; for 4h; Overall yield = 75 %; regioselective reaction;

DOI:10.1021/acscatal.8b02717

Reference yield:

2-phenylpropyl acetate (10402-52-5,50373-50-7,73308-18-6,144939-28-6) → 2-(4-Acetylphenyl)-1-propanol (63519-71-1,133330-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / aluminium chloride / CH₂Cl₂ / 22 h / Ambient temperature

2: 63 percent / 20percent aq. Na₂CO₃ / 3 h / Ambient temperature

With aluminium trichloride; sodium carbonate; In dichloromethane;

DOI:10.1016/S0040-4020(01)87425-1

upstream raw materials:

2-p-acetylphenyl-1-propyl acetate

2-Phenylpropanal

(RS)-2-phenyl-1-propanol

2-phenylpropyl acetate

Downstream raw materials:

2-p-acetylphenyl-1-propyl methyl ether

2-[4-(acetyl)phenyl] propanoic acid

1-Iodo-2-(4-acetylphenyl)propane

1-(1-methyl-2-bromoethyl)-4-acetylbenzene