(p-Chlorobenzylidene)acetone

Base Information

• Chemical Name: (p-Chlorobenzylidene)acetone
• CAS No.: 3160-40-5
• Molecular Formula: C10H9ClO
• Molecular Weight: 180.634
• Hs Code.: 2914700090
• NSC Number: 87353
• Mol file: 3160-40-5.mol

Synonyms:(p-Chlorobenzylidene)acetone;(Z)-4-(4-chlorophenyl)but-3-en-2-one;4-Chlorobenzalacetone;(4-Chlorobenzylidene)acetone;p-Chlorobenzylidene acetone;NSC87353;NSC-87353

Chemical Property of (p-Chlorobenzylidene)acetone

Chemical Property:

• Vapor Pressure: 0.00102mmHg at 25°C
• Melting Point: 55 °C
• Refractive Index: 1.577
• Boiling Point: 302 °C at 760 mmHg
• Flash Point: 148.7 °C
• PSA: 17.07000
• Density: 1.157 g/cm³
• LogP: 2.94220
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 180.0341926
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Chlorophenyl)but-3-en-2-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC=C(C=C1)Cl
• Isomeric SMILES: CC(=O)/C=C\C1=CC=C(C=C1)Cl

Technology Process of (p-Chlorobenzylidene)acetone

There total 17 articles about (p-Chlorobenzylidene)acetone 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: 95.0%

4-chlorobenzaldehyde (104-88-1) + isopropyl alcohol (67-63-0,8013-70-5) → 4-(4-chlorophenyl)-3-buten-2-one (3160-40-5)

Guidance literature:

With caesium carbonate; In water; at 20 ℃;

DOI:10.1016/j.jcat.2020.04.026

Reference yield: 90.0%

4-chlorobenzaldehyde (104-88-1) + acetone (67-64-1) → 4-(4-chlorophenyl)-3-buten-2-one (3160-40-5)

Guidance literature:

With nickel schiff-base complex doped in porous P₂O₅-SiO₂; In water; at 55 ℃; for 1.58333h;

DOI:10.1080/10426507.2013.787996

Reference yield: 82.0%

→ 4-(4-chlorophenyl)-3-buten-2-one (3160-40-5)

Guidance literature:

With morpholine; trifluoroacetic acid; In diethyl ether; at 20 ℃; for 48h;

upstream raw materials:

4-chlorobenzaldehyde

acetone

[(2R,3R)-3-(4-Chloro-phenyl)-1-methyl-aziridin-2-yl]-phenyl-methanone

propargyl bromide

Downstream raw materials:

4-(4-chlorophenyl)butan-2-one

(E)-4-(4-Chloro-phenyl)-but-3-enoic acid methyl ester

1-acetyl-2-<1-(4-chlorophenyl)-3-oxobutyl>indolin-3-one

3-Methyl-1,11-diphenyl-2,10-dihydro-1H-indolo[3,2-b]quinoline

Refernces

• 1、 Insuasty, Daniel,García, Stephanie,Abonia, Rodrigo,Insuasty, Braulio,Quiroga, Jairo,Nogueras, Manuel,Cobo, Justo,Borosky, Gabriela L.,Laali, Kenneth K.. "Design, synthesis, and molecular docking study of novel quinoline-based bis-chalcones as potential antitumor agents". . . Retrieved 2021/06/01.
• 2、 Fereyduni, Ehsan,Lahtigui, Ouidad,Sanders, Jacob N.,Tomiczek, Breanna M.,Mannchen, Michael D.,Yu, Roland A.,Houk,Grenning, Alexander J.. "Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements". . p. 2632 - 2643. Retrieved 2021/02/05.