3,3-Diphenylpropionyl chloride

Base Information

• Chemical Name: 3,3-Diphenylpropionyl chloride
• CAS No.: 37089-77-3
• Molecular Formula: C15H13ClO
• Molecular Weight: 244.721
• Hs Code.: 2916399090
• European Community (EC) Number: 253-346-1
• DSSTox Substance ID: DTXSID70190583
• Nikkaji Number: J260.736K
• Wikidata: Q83062976
• Mol file: 37089-77-3.mol

Synonyms:3,3-Diphenylpropionyl chloride;37089-77-3;3,3-diphenylpropanoyl chloride;3,3-diphenylpropanoylchloride;EINECS 253-346-1;3,3-diphenylpropionylchloride;diphenylpropionyl chloride;SCHEMBL4082495;DTXSID70190583;UYXDQUAGGZJICS-UHFFFAOYSA-N;3,3-diphenylpropionic acid chloride;MFCD00028792;AKOS016368972;FT-0667672;EN300-239798;F2190-0120

Chemical Property of 3,3-Diphenylpropionyl chloride

Chemical Property:

• Vapor Pressure: 2.76E-05mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 357.317 °C at 760 mmHg
• Flash Point: 170.1 °C
• PSA: 17.07000
• Density: 1.159 g/cm³
• LogP: 3.97400
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 244.0654927
• Heavy Atom Count: 17
• Complexity: 221

Purity/Quality:

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

3,3-DiphenylpropionylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CC(=O)Cl)C2=CC=CC=C2
• Uses: 3,3-diphenylpropionyl chloride is an intermediate used for the synthesis of cardioprotectants, 4-DAMP analogs, and other pharmaceutical agents.

Technology Process of 3,3-Diphenylpropionyl chloride

There total 21 articles about 3,3-Diphenylpropionyl chloride 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%

3,3-Diphenylpropionic acid (606-83-7) → 3,3-diphenylpropanoyl chloride (37089-77-3)

Guidance literature:

With thionyl chloride; at 80 ℃; for 3h;

Reference yield:

phenylboronic acid (98-80-6) → 3,3-diphenylpropanoyl chloride (37089-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; acetic acid / tetrahydrofuran; water / 24 h / 80 °C

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C

With oxalyl dichloride; palladium diacetate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.orglett.1c00781

Reference yield:

Cinnamic acid (621-82-9) → 3,3-diphenylpropanoyl chloride (37089-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; acetic acid / tetrahydrofuran; water / 24 h / 80 °C

2: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C

With oxalyl dichloride; palladium diacetate; acetic acid; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.orglett.1c00781

upstream raw materials:

3,3-Diphenylpropionic acid

(E)-3-phenylacrylic acid

benzene

1,1-Diphenylethylene

Downstream raw materials:

1-(3,3-diphenyl-propionyl)-4-methyl-piperazine

3,3-diphenyl-propionic acid-[2-(4-methyl-piperazino)-ethyl ester]

benzenesulfonyl-(3,3-diphenyl-propionyl)-amine

4P₇₈

Refernces

• 1、 Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu. "Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones". supporting information. p. 3310 - 3314. Retrieved 2021/05/29.
• 2、 Chen, Cheng,Gao, Han,Liu, Ya,Sun, Le-Yun,Yang, Ke-Wu,Zhen, Jian-Bin. "Meta -Substituted benzenesulfonamide: A potent scaffold for the development of metallo-β-lactamase ImiS inhibitors". . p. 259 - 267. Retrieved 2020/04/17.