4-Chloro-4'-methylchalcone

Base Information

• Chemical Name: 4-Chloro-4'-methylchalcone
• CAS No.: 37620-37-4
• Molecular Formula: C₁₆H₁₃ClO
• Molecular Weight: 256.732
• Hs Code.: 2914409000
• European Community (EC) Number: 652-129-2
• DSSTox Substance ID: DTXSID40340194
• Mol file: 37620-37-4.mol

Synonyms:4-chloro-4'-methylchalcone;3-(4-chlorophenyl)-1-(4-methylphenyl)prop-2-en-1-one;DTXSID40340194

Chemical Property of 4-Chloro-4'-methylchalcone

Chemical Property:

• Vapor Pressure: 7.79E-07mmHg at 25°C
• Melting Point: 310-311 °C(Solv: N,N-dimethylformamide (68-12-2); ethanol (64-17-5))
• Boiling Point: 407°C at 760 mmHg
• Flash Point: 228.9°C
• PSA: 17.07000
• Density: 1.177g/cm³
• LogP: 4.54450
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 256.0654927
• Heavy Atom Count: 18
• Complexity: 294

Purity/Quality:

99%min ^*data from raw suppliers

4-CHLORO-4'-METHYLCHALCONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C=CC2=CC=C(C=C2)Cl

Technology Process of 4-Chloro-4'-methylchalcone

There total 28 articles about 4-Chloro-4'-methylchalcone 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: 96.0%

4-chlorobenzaldehyde (104-88-1) + para-methylacetophenone (122-00-9) → (E)-4-chloro-4'-methylchalcone (37620-37-4,13565-39-4)

Guidance literature:

With lithium-grafted zagrousian natural asphalt sulfonate; In ethanol; at 20 ℃; for 0.833333h; Reagent/catalyst;

DOI:10.1007/s13738-021-02270-4

Reference yield: 94.0%

4-chlorobenzaldehyde (104-88-1) + para-methylacetophenone (122-00-9) → 3-(4-chlorophenyl)-1-p-tolylprop-2-en-1-one (13565-39-4,37620-37-4)

Guidance literature:

With tert-butylammonium hexafluorophosphate(V); calcium(II) trifluoromethanesulfonate; In neat (no solvent); at 120 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2020.152175

Reference yield: 90.0%

cinnamoyl chloride (35086-79-4,95602-71-4) + tri(p-tolyl)bismuth (5142-75-6) → (E)-4-chloro-4'-methylchalcone (37620-37-4,13565-39-4)

Guidance literature:

With triethylamine; triphenylphosphine; palladium dichloride; In 1,4-dioxane; at 80 ℃; for 4h;

DOI:10.1016/j.jorganchem.2008.05.012

upstream raw materials:

4-chlorobenzaldehyde

para-methylacetophenone

2,3-Dibromo-3-(4-chloro-phenyl)-1-p-tolyl-propan-1-one

4-methyl-benzoyl chloride

Downstream raw materials:

3-(4-chloro-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-1-p-tolyl-butan-1-one

4-(4'-Chlorophenyl)-6-(4''-methylphenyl)-2-aminopyrimidine

5-(4-Chloro-phenyl)-3-p-tolyl-4,5-dihydro-isoxazole

5-(4-chloro-phenyl)-3-p-tolyl-isoxazole

Refernces

• 1、 Zhuang, Hongfeng,Lu, Nan,Ji, Na,Han, Feng,Miao, Chengxia. "Bu4NHSO4-Catalyzed Direct N-Allylation of Pyrazole and its Derivatives with Allylic Alcohols in Water: A Metal-Free, Recyclable and Sustainable System". supporting information. p. 5461 - 5472. Retrieved 2021/09/29.
• 2、 Jadhav, Hemant R.,Jain, Priti,Wadhwa, Pankaj K.. "Design, synthesis and evaluation of 2,4,6-substituted pyrimidine derivatives as BACE-1 inhibitor: Plausible lead for alzheimer’s disease". . p. 1194 - 1206. Retrieved 2021/12/21.