4-(4-Chlorophenyl)butane-2-one

Base Information

• Chemical Name: 4-(4-Chlorophenyl)butane-2-one
• CAS No.: 3506-75-0
• Molecular Formula: C10H11ClO
• Molecular Weight: 182.65
• Hs Code.: 2914700090
• Mol file: 3506-75-0.mol

Synonyms:2-Butanone,4-(p-chlorophenyl)- (7CI,8CI);4-(4-Chlorophenyl)-2-butanone;NSC 348;p-Chlorobenzylacetone;

Chemical Property of 4-(4-Chlorophenyl)butane-2-one

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 257.7 °C at 760 mmHg
• Flash Point: 134.4 °C
• PSA: 17.07000
• Density: 1.111 g/cm³
• LogP: 2.86160

Purity/Quality:

98% ^*data from raw suppliers

4-(4-Chlorophenyl)-2-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-(4-Chlorophenyl)-2-butanone has been used as a reactant in the preparation of diarylheptanoids as tumor necrosis factor-α (TNF-α) inhibitors.

Technology Process of 4-(4-Chlorophenyl)butane-2-one

There total 31 articles about 4-(4-Chlorophenyl)butane-2-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: 100.0%

4-Chlorophenylboronic acid (1679-18-1) + methyl vinyl ketone (78-94-4,25038-87-3) → 4-(4-chlorophenyl)butan-2-one (3506-75-0)

Guidance literature:

With potassium phosphate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In 1,4-dioxane; water; at 60 ℃; Glovebox;

DOI:10.1016/j.chempr.2021.02.029

Reference yield: 98.0%

(3E)-4-(4-chlorophenyl)-3-buten-2-one (30626-03-0) → 4-(4-chlorophenyl)butan-2-one (3506-75-0)

Guidance literature:

With diphenyl sulfide; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 24h; under 760 Torr;

DOI:10.1021/ol061147j

Reference yield: 97.0%

4-(4-chlorophenyl)-3-buten-2-one (3160-40-5) → 4-(4-chlorophenyl)butan-2-one (3506-75-0)

Guidance literature:

With 1,4-dioxane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(dicyclohexylphosphino)ethane; at 130 ℃; for 10h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b01989

upstream raw materials:

4-(4-chlorophenyl)-3-buten-2-one

1-Chloro-4-(chloromethyl)benzene

acetylacetone

4-chloro-aniline

Downstream raw materials:

4-Phenyl-2-butanone

(R)-3-(4-chlorophenyl)-hexane-2,5-dione

4-chloro-α-methylbenzenepropanamine

3-isopropyl-1,2-dimethyl-1H-indole

Refernces

• 1、 Lutz, Marius D.R.,Gasser, Valentina C.M.,Morandi, Bill. "Shuttle arylation by Rh(I) catalyzed reversible carbon–carbon bond activation of unstrained alcohols". supporting information. p. 1108 - 1119. Retrieved 2021/04/19.
• 2、 Abdelwahab, Ahmed B.,El-Sawy, Eslam R.,Kirsch, Gilbert. "Iron powder and tin/tin chloride as new reducing agents of Meerwein arylation reaction with unexpected recycling to anilines". supporting information. p. 526 - 538. Retrieved 2020/01/08.