3-(4-Chlorobenzoyl)propionic acid

Base Information

• Chemical Name: 3-(4-Chlorobenzoyl)propionic acid
• CAS No.: 3984-34-7
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• Hs Code.: 29183000
• European Community (EC) Number: 223-627-3
• NSC Number: 5137
• UNII: DBX7DG4X3P
• DSSTox Substance ID: DTXSID30192902
• Nikkaji Number: J217.814A
• Wikidata: Q69758059
• ChEMBL ID: CHEMBL1741742
• Mol file: 3984-34-7.mol

Synonyms:3-(4-Chlorobenzoyl)propionic acid;3984-34-7;4-(4-Chlorophenyl)-4-oxobutanoic acid;NSC5137;4-(4-Chloro-phenyl)-4-oxo-butyric acid;3-(4-chlorobenzoyl)Propanoic acid;NSC-5137;MFCD00002794;3-(P-CHLOROBENZOYL)PROPIONIC ACID;AI3-07203;EINECS 223-627-3;4-(4-chlorophenyl)-4-oxobutyric acid;Benzenebutanoic acid, 4-chloro-gamma-oxo-;4-(4-Chlorophenyl)-4-oxobutanoic Acid (3-(4-Chlorobenzoyl)propionic Acid);Maybridge1_006214;DBX7DG4X3P;NCIStruc1_000312;NCIStruc2_000239;Oprea1_859574;SCHEMBL392858;CHEMBL1741742;3-p-chlorobenzoyl-propionic acid;HMS559C10;3-(4-Chlorobenzoyl)propionicacid;DTXSID30192902;NCI5137;3-(p-chlorobenzoyl)-propanoic acid;AMY24709;NSC 5137;STR02295;3-(4-chloro-benzoyl)propanoic acid;3-(4-chloro-benzoyl)propionic acid;3-(4-chlorobenzoyl) propanoic acid;3-(4-chlorobenzoyl) propionic acid;3-(4-chlorobenzoyl)-propionic acid;beta-(p-Chlorobenzoyl)propionic acid;BBL008658;beta-(4-Chlorobenzoyl)propionic acid;CCG-38028;NCGC00013054;STK208513;4-(4-chlorophenyl)4-oxobutanoic acid;4-Chloro-gamma-oxobenzenebutanoic acid;AKOS000119337;beta-(p-Chlorobenzoyl)-propionic Acid;Propionic acid, 3-(p-chlorobenzoyl)-;.beta.-[p-Chlorobenzoyl]propionic acid;4-(4-chlorophenyl)-4-oxo-butyric acid;4-Oxo-4-(4-chlorophenyl)butanoic acid;NCGC00013054-02;NCGC00013054-03;NCGC00096178-01;3-(4-Chlorobenzoyl)propionic acid, 96%;3-(4-Chlorobenzoyl)propionic acid, 98%;AC-17842;NCI60_004245;4-(4-Chlorophenyl)-4-oxobutanoic acid #;A6647;BB 0218557;Benzenebutanoic acid, 4-chloro-.gamma.-oxo-;C1270;CS-0072389;FT-0613647;EN300-17019;D89379;AB00640109-03;SR-01000597223;SR-01000597223-1;Z56860292;F0850-6842;2-[2-(5-cyclopropyl-1,3,4-oxadiazol-2-yl)-1H-pyrrol-1-yl]-N-(4-fluorobenzyl)acetamide

Chemical Property of 3-(4-Chlorobenzoyl)propionic acid

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 2.05E-07mmHg at 25°C
• Melting Point: 129-132 °C
• Refractive Index: 1.5470 (estimate)
• Boiling Point: 408.8 °C at 760 mmHg
• PKA: 4.44±0.17(Predicted)
• Flash Point: 201 °C
• PSA: 54.37000
• Density: 1.324 g/cm³
• LogP: 2.38750
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: water: insoluble(lit.)
• Water Solubility.: Insoluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

NSC5137 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCC(=O)O)Cl
• Uses: NSC 5137, an aryl chloride, was studied in Pd-mediated Suzuki-Miyaura cross-coupling reactions with arylboronic acids, involving nucleophilic N-heterocyclic carbenes as ancilliary ligands.

Technology Process of 3-(4-Chlorobenzoyl)propionic acid

There total 10 articles about 3-(4-Chlorobenzoyl)propionic acid 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: 99.0%

(E)-4-oxo-4-(4-chloro-phenyl)-but-2-enoic acid (29582-39-6) → 4-(4-chlorophenyl)-4-oxobutanoic acid (3984-34-7)

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: 93.0%

succinic acid anhydride (108-30-5) + chlorobenzene (108-90-7) → 4-(4-chlorophenyl)-4-oxobutanoic acid (3984-34-7)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 85.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + α-(4-Chlorophenyl)-4-morpholineacetonitrile (33599-26-7) → 4-(4-chlorophenyl)-4-oxobutanoic acid (3984-34-7)

Guidance literature:

α-(4-Chlorophenyl)-4-morpholineacetonitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

acrylic acid methyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃;

upstream raw materials:

succinic acid anhydride

chlorobenzene

4-(4-chloro-phenyl)-4-oxo-butyronitrile

methyl 4-(4-chlorophenyl)-4-oxobutanoate

Downstream raw materials:

5-(4-chlorophenyl)-2(3H)-furanone

γ-(4-chlorophenyl)-γ-butyrolactone

6-(4-chlorophenyl)-4,5-dihydro-3(2H)-pyridazinone

methyl 4-(4-chlorophenyl)-4-oxobutanoate

Refernces

• 1、 Kharbanda, Chetna,Alam, Mohammad Sarwar,Hamid, Hinna,Ali, Yakub,Nazreen, Syed,Dhulap, Abhijeet,Alam, Perwez,Pasha. "In silico designing, in vitro and in vivo evaluation of potential PPAR-γ agonists derived from aryl propionic acid scaffold". . . Retrieved 2020/11/27.
• 2、 Khisal, Subuhi,Mishra, Ravinesh,Partap, Sangh,Siddiqui, Aness Ahmad,Yar, Mohammad Shahar. "Synthesis, anti-convulsant activity and molecular docking study of novel thiazole pyridazinone hybrid analogues". . . Retrieved 2020/04/07.