35288-08-5

Basic information

• Product Name: 4-(4-TERT-BUTYLPHENYL)-4-OXOBUTYRIC ACID
• Synonyms: 4-(4-T-BUTYLPHENYL)-4-OXOBUTYRIC ACID;4-(4-TERT-BUTYLPHENYL)-4-OXOBUTYRIC ACID;benzenebutanoic acid, 4-(1,1-dimethylethyl)-gamma-oxo-
• CAS NO: 35288-08-5
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29
• Mol File: 35288-08-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 122-125°C
• Boiling Point: 402.6 °C at 760 mmHg
• Flash Point: 211.5 °C
• Appearance: /
• Density: 1.088 g/cm³
• Vapor Pressure: 3.31E-07mmHg at 25°C
• Refractive Index: 1.52
• PKA: 4.57±0.17(Predicted)
• CAS DataBase Reference: 4-(4-TERT-BUTYLPHENYL)-4-OXOBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-TERT-BUTYLPHENYL)-4-OXOBUTYRIC ACID(35288-08-5)
• EPA Substance Registry System: 4-(4-TERT-BUTYLPHENYL)-4-OXOBUTYRIC ACID(35288-08-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 35288-08-5(Hazardous Substances Data)

Usage

General Description

4-(4-tert-butylphenyl)-4-oxobutyric acid, also known as S-4-phenyl-4-hydroxybutyric acid, is a chemical compound with the molecular formula C14H18O3. It is commonly used in the synthesis of pharmaceuticals and research chemicals. The compound is a white crystalline solid at room temperature and has a molecular weight of 234.29 g/mol. It is a carboxylic acid derivative and is often used as an intermediate in the production of various drugs. The compound may have potential applications in the treatment of various medical conditions, and it is important for researchers to study its properties and potential uses.

InChI:InChI=1/C14H18O3/c1-14(2,3)11-6-4-10(5-7-11)12(15)8-9-13(16)17/h4-7H,8-9H2,1-3H3,(H,16,17)

Upstream product

• 108-30-5 succinic acid anhydride 
• 63488-10-8 4-tert-butylmagnesium bromide 
• 154318-75-9 4-tert-butylphenyl triflate 
• 71-43-2 benzene 
• 253185-03-4 tert-butylbenzene 
• 75237-09-1 ethyl 4-(4-(tert-butyl)phenyl)-4-oxobutanoate 
• 35288-13-2 3-(4-cyclohexylbenzoyl)propionic acid 

Downstream Products

• 24475-36-3 4-[4-(1,1-dimethylethyl)phenyl]butanoic acid 
• 1522362-09-9 tert-butyl 4-(4-(tert-butyl)phenyl)-4-oxobutanoate 
• 75237-09-1 ethyl 4-(4-(tert-butyl)phenyl)-4-oxobutanoate 
• 150074-77-4 α-(p-tert-butylphenyl)-1,4-butanediol 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 855220-19-8 4-(4-tert-butyl-phenyl)-butyryl chloride 
• 84029-99-2 1,1-Dimethyl-7-t-butylnaphthalene 
• 22583-68-2 7-(1,1-dimethylethyl)-3,4-dihydro-1(2H)-naphthalenone 

Relevant articles and documents

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.

Nickel-Catalyzed Desymmetrizing Cross-Electrophile Coupling of Cyclic Meso-Anhydrides

A Ni-catalyzed desymmetrizing cross-electrophile coupling of cyclic meso-anhydrides with aryl triflates has been successfully demonstrated. This is the only example using cyclic meso-anhydrides in cross-electrophile coupling reactions. A diverse array of valuable γ-keto acid building blocks can be generated under these conditions with excellent functional group tolerance and stereochemical fidelity.

Synthesis, antiproliferative and anti-inflammatory activities of some novel 6-aryl-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2H)-ones

Sixteen new 6-aryl-2-(p-(methanesulfonyl)phenyl)-4,5-dihydropyridazi-3(2 H)-ones (2a-p) were synthesized and tested for in vitro anticancer and in vivo anti-inflammatory activities. Eleven (2b, 2d , 2-ej and 2m-p) of the obtained compounds were screened for their antiproliferative activity towards 60 human cancer cell lines by the National Cancer Institute (USA). Compound 2f showed remarkable activity with GI50 less than 1 μM on 36 human tumor cell lines and has been referred to Biological Evaluation Committee (NCI) for advance study. Compound 2g also displayed promising antiproliferative activity against 20 different cell lines with GI50 less than 1 μM. Compounds 2k and 2n were found to have a comparable anti-inflammatory activity to that of standard drug etoricoxib in carrageenan-induced rat hind paw edema model at 5 h.