16225-26-6

Basic information

• Product Name: 3,5-DI-TERT-BUTYLBENZOIC ACID
• Synonyms: 3,5-DI-TERT-BUTYLBENZOIC ACID;BENZOIC ACID, 3,5-BIS(1,1-DIMETHYLETHYL)-;RARECHEM AL BE 0560;Dibutylbenzoicacid;3,5-bis(tert-butyl)benzoic acid;5-DI-TERT-BUTYLBENZOIC ACID;3,5-Di-tert-butylbenzoic acid 99%
• CAS NO: 16225-26-6
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33
• EINECS: 240-350-3
• Product Categories: Benzoic acid;C13 to C42+;Carbonyl Compounds;Carboxylic Acids
• Mol File: 16225-26-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 173-175 °C(lit.)
• Boiling Point: 361.43°C (estimate)
• Flash Point: 155.1 °C
• Appearance: White to off-white/Powder or Crystalline Powder
• Density: 0.9725 (estimate)
• Vapor Pressure: 0.000199mmHg at 25°C
• Refractive Index: 1.5283 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.40±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 981248
• CAS DataBase Reference: 3,5-DI-TERT-BUTYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DI-TERT-BUTYLBENZOIC ACID(16225-26-6)
• EPA Substance Registry System: 3,5-DI-TERT-BUTYLBENZOIC ACID(16225-26-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 16225-26-6(Hazardous Substances Data)

Usage

Description

3,5-Di-tert-butylbenzoic acid is an organic compound characterized by its white powder form. It is a derivative of benzoic acid with two tert-butyl groups attached at the 3rd and 5th positions on the benzene ring. This structural feature contributes to its unique chemical properties and potential applications in various industries.

Uses

Used in Chemical Synthesis:
3,5-Di-tert-butylbenzoic acid is used as a key intermediate in the synthesis of various organic compounds, including 5,5-di-tert-butylanilinium sulfate. Its unique structure allows it to serve as a building block for the creation of complex molecules with specific properties and functions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-di-tert-butylbenzoic acid may be utilized as a starting material for the development of new drugs or drug candidates. Its chemical properties can be exploited to design molecules with desired biological activities, potentially leading to the discovery of novel therapeutic agents.
Used in Polymer Industry:
3,5-Di-tert-butylbenzoic acid can also be employed in the polymer industry as a component in the synthesis of specialty polymers. Its tert-butyl groups may impart specific characteristics to the resulting polymers, such as enhanced stability, resistance to degradation, or improved mechanical properties.
Used in Material Science:
In the field of material science, 3,5-di-tert-butylbenzoic acid may find applications in the development of advanced materials with tailored properties. Its unique structure could be used to create materials with improved thermal stability, chemical resistance, or other desirable attributes for various applications.
Used in Cosmetics Industry:
The cosmetics industry may also benefit from the use of 3,5-di-tert-butylbenzoic acid as an ingredient in the formulation of personal care products. Its chemical properties could be harnessed to enhance the performance of cosmetic products, such as providing improved stability, shelf life, or efficacy.

InChI:InChI=1/C15H22O2/c1-14(2,3)11-7-10(13(16)17)8-12(9-11)15(4,5)6/h7-9H,1-6H3,(H,16,17)

Upstream product

• 15181-11-0 3, 5-di-tert-butyltoluene 
• 1756-31-6 1-(3,5-di-tert-butylphenyl)ethanone 
• 72215-86-2 1-(3,5-Di-tert-butylphenyl)-2-methylpropene 
• 124-38-9 carbon dioxide 
• 1014-60-4 1,3-di-tert-butylbenzene 
• 22385-77-9 1-bromo-3,5-di-tert-butylbenzene 
• 64277-87-8 methyl 3,5-di(tert-butyl)benzoate 
• 123-91-1 1,4-dioxane 
• 7732-18-5 water 
• 7553-56-2 iodine 
• 108-88-3 toluene 
• 1460-02-2 1,3,5-Tri-tert-butylbenzene 
• 1075-38-3 m-t-butyltoluene 
• 14377-33-4 3,5-di-tert-butylbenzoyl chloride 

Downstream Products

• 2380-36-1 3,5-di-tert-butylaniline 
• 14377-33-4 3,5-di-tert-butylbenzoyl chloride 
• 64277-87-8 methyl 3,5-di(tert-butyl)benzoate 
• 17610-00-3 3,5-Di-tert-butylbenzaldehyde 
• 26157-22-2 3,5-di-tert-butyl-2-nitrobenzoic acid 
• 1756-31-6 1-(3,5-di-tert-butylphenyl)ethanone 
• 77387-57-6 3,5-bis(1,1-dimethylethyl)benzenemethanol 
• 377085-41-1 3,5-di-tert-butylbenzoyl trifluoroacetate 
• 672343-24-7 2-(3,5-di-tert-butyl-phenyl)-(4R)-[2-(diphenyl-phosphinothioyl)-phenyl]-4,5-dihydro-oxazole 
• 218604-62-7 2-(3',5'-di-tert-butyl)phenylindene 
• 101449-10-9 1-(3,5-di-tert-butyl-phenyl)-ethanone oxime 
• 497080-01-0 3,5-di-tert-butyl-N-(2-mercapto-ethyl)-benzamide 
• 293761-67-8 4-tert-butylphenyl 3,5-di-tert-butylbenzoate 

Relevant articles and documents

Isoselective Lactide Ring Opening Polymerisation using [2]Rotaxane Catalysts

Polylactide (PLA) is a fully biodegradable and recyclable plastic, produced from a bio-derived monomer: it is a circular economy plastic. Its properties depend upon its stereochemistry and isotactic PLA shows superior thermal-mechanical performances. Here, a new means to control tacticity by exploiting rotaxane conformational dynamism is described. Dynamic achiral [2]rotaxanes can show high isoselectivity (Pi=0.8, 298 K) without requiring any chiral additives and enchain by a chain end control mechanism. The organocatalytic dynamic stereoselectivity is likely applicable to other small-molecule and polymerization catalyses.

VARIABLE TEMPERATURE ESR SPECTRA OF 1-(3,4,5-TRIMETHOXY-BENZOYL)-2,2-BIS(3,5-DI-TERT-BUTYL-PHENYL)HYDRAZYL AND ITS 1-(15)N-CONGENER

The title free radicals were obtained by oxidation of the corresponding hydrazines which were synthesized and characterized by elemental analysis, IR and 1H-NMR spectra. The ESR spectra of the free radicals were recorded in toluene in the temperature range -50 deg C to +90 deg C. The simulated ESR spectra indicate a higher spin density at the tricoordinated N-2 nitrogen of the diarylamino group (hfc aN = 0.862 mT) than at the dicoordinated N-1 nitrogen atom (hfc aN = 0.830 mT). In the temperature range 0 deg C to 30 deg C the activation free energy for interconversion of conformers was determined to be ΔG(excit.) = 7.80 kcal/mol.

FURTHER STUDIES ON THE EXTENDED HAMMETT EQUATION COMPRISING THE HYDROPHOBIC CONSTANT: REACTIVITY DATA FOR BENZOIC ACIDS, ARYLACETIC ACIDS, β-ARYLPROPIONIC ACIDS, trans- AND cis-CINNAMIC ACIDS, METHYL BENZOATES; DISSOCIATION CONSTANTS, DDM REACTION AND ALKALINE HYDROLYSIS IN VARIOUS W...

The extended Hammett equation Δ = ρ? + h? comprising the hydrophobic constant ? is found to be effective in the title compounds and reactivities in various solvent mixtures.In 32 vol.percent tert-butanol-water hm decreases in the order ArCOOMe (-0.25), cis-ArCH=CHCOOH (-0.18), ArCOOH and ArCH2COOH (-0.16), ArCH2CH2COOH and trans-ArCH=CHCOOH (-0.07).For ArCOOH, mixtures like 40-60percent methanol, 50percent ethanol, 50percent acetone and 50percent dioxane give similar hm values of circa -0.05.For ArCH2COOH the effects of 3-iodo and 4-iodo substituents are acid-weakening in32percent tert-butanol.The consequences of the h? term for ρ, ?, and the averaging of ? values, are discussed.