5-(4-Methylphenyl)-5-oxopentanoic acid

Base Information

• Chemical Name: 5-(4-Methylphenyl)-5-oxopentanoic acid
• CAS No.: 833-85-2
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• European Community (EC) Number: 212-632-6
• UNII: DA8HTW3SB7
• DSSTox Substance ID: DTXSID90232257
• Nikkaji Number: J195.103C
• Wikidata: Q83113292
• Mol file: 833-85-2.mol

Synonyms:833-85-2;5-(4-Methylphenyl)-5-oxovaleric acid;5-(4-Methylphenyl)-5-oxopentanoic acid;4-p-Toluoylbutyric acid;5-Oxo-5-(p-tolyl)pentanoic acid;4-p-toluoylbutyricacid;5-Oxo-5-p-tolyl-pentanoic acid;EINECS 212-632-6;DA8HTW3SB7;4-(p-Toluoyl)butyric acid;Butyric acid, 4-p-toluoyl-;5-oxo-5-p-tolylpentanoic acid;SCHEMBL2743310;DTXSID90232257;MFCD00458564;STL301504;delta-Oxo-4-methylbenzenevaleric acid;AKOS004908134;4-methyl-delta-oxobenzenepentanoic acid;AB06076;FS-4187;5-(4-Methylphenyl)-5-oxopentanoic acid #;Benzenepentanoic acid, 4-methyl-delta-oxo-;FT-0705961;Benzenepentanoic acid, 4-methyl-.delta.-oxo-;10.14272/MCWLCBLXRSXGTF-UHFFFAOYSA-N;EN300-138548;doi:10.14272/MCWLCBLXRSXGTF-UHFFFAOYSA-N;Z361415418

Chemical Property of 5-(4-Methylphenyl)-5-oxopentanoic acid

Chemical Property:

• Vapor Pressure: 4.24E-07mmHg at 25°C
• Boiling Point: 399.5°C at 760 mmHg
• Flash Point: 209.6°C
• PSA: 54.37000
• Density: 1.137g/cm³
• LogP: 2.43260
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Methylphenyl)-5-oxovalericAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)CCCC(=O)O
• Uses: 5-(4-Methylphenyl)-5-oxovaleric Acid is a reagent that is used in the synthesis of thioxotetrahydropyrimidinyl propanoic acid derivatives as it has anti-inflammatory activities.

Technology Process of 5-(4-Methylphenyl)-5-oxopentanoic acid

There total 17 articles about 5-(4-Methylphenyl)-5-oxopentanoic 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: 95.0%

glutaric anhydride, (108-55-4) + toluene (108-88-3,15644-74-3,16713-13-6) → 5-(4-methylphenyl)-5-oxopentanoic acid (833-85-2)

Guidance literature:

With hydrogenchloride; aluminum (III) chloride; In dichloromethane; water; at 5 ℃; for 0.2h;

Reference yield: 88.0%

→ 5-(4-methylphenyl)-5-oxopentanoic acid (833-85-2)

Guidance literature:

With aluminum (III) chloride; at 0 ℃; for 1h; Reflux;

Reference yield: 72.0%

cis-2-(p-tolyl)cyclohexanamine → 5-(4-methylphenyl)-5-oxopentanoic acid (833-85-2)

Guidance literature:

With rose bengal; oxygen; In 1,4-dioxane; at 25 ℃; for 24h; Solvent; Catalytic behavior; Irradiation;

DOI:10.1002/chem.201604440

upstream raw materials:

1-(4-tolyl)cyclopentene

5-oxo-5-(p-tolyl)pentanenitrile

glutaric anhydride,

toluene

Downstream raw materials:

3,4-dihydro-6-p-tolylpyran-2-one

5-semicarbazono-5-p-tolyl-valeric acid

4-bromo-5-oxo-5-p-tolyl-valeric acid

(+/-)-5-(4-methylphenylcarbonyl)dihydrofuran-2(3H)-one

Refernces

• 1、 Hua, Yun-Yu,Bin, Huai-Yu,Wei, Tao,Cheng, Hou-An,Lin, Zu-Peng,Fu, Xing-Feng,Li, Yuan-Qiang,Xie, Jian-Hua,Yan, Pu-Cha,Zhou, Qi-Lin. "Iridium-Catalyzed Asymmetric Hydrogenation of ?- A nd ?-Ketoacids for Enantioselective Synthesis of ?- A nd ?-Lactones". supporting information. p. 818 - 822. Retrieved 2020/02/15.
• 2、 Shi, Yongjie,Tan, Xuefeng,Gao, Shuang,Zhang, Yao,Wang, Jingxin,Zhang, Xumu,Yin, Qin. "Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters". supporting information. p. 2707 - 2713. Retrieved 2020/03/30.