3-(4-Methylbenzoyl)propionic acid

Base Information

• Chemical Name: 3-(4-Methylbenzoyl)propionic acid
• CAS No.: 4619-20-9
• Molecular Formula: C11H12 O3
• Molecular Weight: 192.214
• Hs Code.: 2918300090
• NSC Number: 54788
• UNII: ZYB7JU7CMX
• DSSTox Substance ID: DTXSID00288225
• Nikkaji Number: J27.619G
• Wikipedia: 4-(4-Methylphenyl)-4-oxobutanoic_acid
• Wikidata: Q4637072
• ChEMBL ID: CHEMBL1483046
• Mol file: 4619-20-9.mol

Synonyms:4619-20-9;3-(4-Methylbenzoyl)propionic acid;4-Oxo-4-(p-tolyl)butanoic acid;4-(4-Methylphenyl)-4-oxobutanoic acid;4-(4-Methylphenyl)-4-oxobutyric acid;ZYB7JU7CMX;4-Oxo-4-(4-tolyl)butyric acid;3-p-Toluoylpropionic acid;MFCD00020541;NSC-54788;Propionic acid, 3-p-toluoyl-;UNII-ZYB7JU7CMX;3-(4-Methylbenzoyl)-propionic Acid;4-Oxo-4-p-tolylbutyric acid;beta-(4-Methylbenzoyl)propionic acid;4-methyl-gamma-oxobenzenebutanoic acid;4-oxo-4-p-tolylbutanoic acid;NSC54788;Maybridge1_000077;MixCom1_000143;3-(p-Toluoyl)propionic acid;MLS000571116;SCHEMBL822930;4-Oxo-4-p-tolyl-butyric acid;4-Oxo-4-(4-tolyl)butyricacid;CHEMBL1483046;4-(p-Tolyl)-4-oxobutyric Acid;4-Oxo-4-(p-tolyl)butyric Acid;AMY6406;DTXSID00288225;4-Oxo-4-(para-tolyl)-butyric acid;BBL000484;STK202164;AKOS000199954;BS-4059;C11 H12 O3;CCG-200196;s10915;4-(4-methyl-phenyl)-4-oxobutanoic acid;AC-16655;SMR000150690;SY032321;4-(4-Methylphenyl)-4-oxobutanoic acid #;BB 0218477;CS-0128424;FT-0613691;M1377;4-(4-Methylphenyl)-4-oxobutyric acid, 98%;EN300-17198;.BETA.-(4-METHYLBENZOYL)PROPIONIC ACID;4-METHYL-.GAMMA.-OXOBENZENEBUTANOIC ACID;AF-962/00506035;ZOLPIDEM TARTRATE IMPURITY C [EP IMPURITY];J-510732;Q4637072;Z56899081

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

Chemical Property:

• Appearance/Colour: white - off-white Crystalline powder
• Vapor Pressure: 2.06E-06mmHg at 25°C
• Melting Point: 127-130 °C(lit.)
• Refractive Index: 1.5340 (estimate)
• Boiling Point: 378.8 °C at 760 mmHg
• PKA: 4.57±0.17(Predicted)
• Flash Point: 197 °C
• PSA: 54.37000
• Density: 1.165 g/cm₃
• LogP: 2.04250
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

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

4-(4-Methylphenyl)-4-oxobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)CCC(=O)O
• Uses: 3-(4-Methylbenzoyl)propionic acid can be used as an intermediate in agrochemical, pharmaceutical and dyestuff field

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

There total 20 articles about 3-(4-Methylbenzoyl)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: 99.3%

succinic acid anhydride (108-30-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 3-(4-methylbenzoyl)propionic acid (4619-20-9)

Guidance literature:

succinic acid anhydride; With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 0.0833333h; Schlenk technique; Sealed tube;

toluene; In dichloromethane; at 20 ℃; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.5b03543

Reference yield: 99.0%

(E)-4-oxo-4-(p-tolyl)but-2-enoic acid (20972-36-5) → 3-(4-methylbenzoyl)propionic acid (4619-20-9)

Guidance literature:

With hydrogen; palladium; In methanol; at 20 ℃; for 10h;

DOI:10.1016/j.tet.2004.11.080

Reference yield: 97.0%

ethyl 4-oxo-4-(p-tolyl)butanoate (6942-61-6) → 3-(4-methylbenzoyl)propionic acid (4619-20-9)

Guidance literature:

ethyl 4-oxo-4-(p-tolyl)butanoate; With sodium hydroxide; In methanol; at 20 ℃; for 3h;

With hydrogenchloride; In water;

DOI:10.1055/s-0034-1379504

upstream raw materials:

succinic acid anhydride

toluene

methyl 4-(4-methylphenyl)-4-oxobutanoate

4-(Dimethylhydrazono)-1-(4-methylphenyl)-2-buten-1-on

Downstream raw materials:

5-(4-methylphenyl)-3H-furan-2-one

5-(p-tolyl)dihydrofuran-2(3H)-one

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

4-(3-carboxypropanoyl)benzoic acid

Refernces

• 1、 Gigante, Lucia,Lunghi, Angelo,Martinelli, Simone,Cardillo, Paolo,Picello, Luca,Bortolaso, Roberto,Galvagni, Marco,Rota, Renato. "Calorimetric Approach and Simulation for Scale-Up of a Friedel-Crafts Reaction". . p. 1079 - 1082. Retrieved 2003.
• 2、 A?t Amiri, Sabrina,Deboux, Cyrille,Soualmia, Feryel,Chaaya, Nancy,Louet, Maxime,Duplus, Eric,Betuing, Sandrine,Nait Oumesmar, Brahim,Masurier, Nicolas,El Amri, Chahrazade. "Identification of First-in-Class Inhibitors of Kallikrein-Related Peptidase 6 That Promote Oligodendrocyte Differentiation". supporting information. p. 5667 - 5688. Retrieved 2021/05/29.
• 3、 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.