4-(3,5-dimethylphenyl)butanoic Acid

Base Information

• Chemical Name: 4-(3,5-dimethylphenyl)butanoic Acid
• CAS No.: 22156-47-4
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• DSSTox Substance ID: DTXSID201302601
• Mol file: 22156-47-4.mol

Synonyms:4-(3,5-dimethylphenyl)butanoic Acid;4-(3,5-dimethylphenyl)butanoicacid;22156-47-4;SCHEMBL22190396;3,5-Dimethylbenzenebutanoic acid;DTXSID201302601;MFCD19677846;AKOS013530220;NS-01843;CS-0280410;EN300-1859147

Chemical Property of 4-(3,5-dimethylphenyl)butanoic Acid

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)CCCC(=O)O)C

Technology Process of 4-(3,5-dimethylphenyl)butanoic Acid

There total 8 articles about 4-(3,5-dimethylphenyl)butanoic 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: 94.0%

2-[3-(3,5-dimethyl-phenyl)-propyl]-[1,3]dioxolane (313058-69-4) → 4-(3,5-dimethylphenyl)butanoic acid (22156-47-4)

Guidance literature:

With Oxone; water; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

DOI:10.1002/(SICI)1521-3773(19990802)38:15<2267::AID-ANIE2267>3.0.CO;2-3

Reference yield: 94.0%

(E)-4-(3,5-dimethylphenyl)but-3-enoic acid → 4-(3,5-dimethylphenyl)butanoic acid (22156-47-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02851

Reference yield:

benzene-1,3,5-triyl triformate + 1-allyl-3,5-dimethylbenzene (77446-17-4) → β-(3,5-dimethylphenyl)-α-methylpropionic acid (61227-50-7) + 4-(3,5-dimethylphenyl)butanoic acid (22156-47-4) + 2-(3,5-dimethylphenyl)butanoic acid

Guidance literature:

With formic acid; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 100 ℃; Overall yield = 67 %; Overall yield = 64.4 mg; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b02047

upstream raw materials:

4-(3,5-dimethylphenyl)-4-oxobutanoic acid

2-[3-(3,5-dimethyl-phenyl)-propyl]-[1,3]dioxolane

5-bromo-1,3-xylene

methyl 4-(3,5-dimethylphenyl)-4-oxobutanoate

Downstream raw materials:

5,7-dimethyltetralone

2,4,5-trimethylnaphthalene

Refernces

• 1、 Motiwala, Hashim F.,Vekariya, Rakesh H.,Aubé, Jeffrey. "Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol". . p. 5484 - 5487. Retrieved 2015/11/18.