96-76-4

Basic information

• Product Name: 2,4-Di-tert-butylphenol
• Synonyms: 2,4-Bis(1,1-dimethylethyl)phenol;2,4-DTBP;1-Hydroxy-2,4-di-tert-butylbenzene;Antioxidant No. 33;2,4-Di-tert-butylphenol
• CAS NO: 96-76-4
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32388
• EINECS: 202-532-0
• Mol File: 96-76-4.mol
• Article Data: 72

Chemical Properties

• Melting Point: 54-59℃
• Boiling Point: 265.5 °C at 760 mmHg
• Flash Point: 115 °C
• Appearance: light yellow crystals
• Density: 0.932 g/cm³
• Vapor Pressure: 0.00557mmHg at 25°C
• Refractive Index: 1.498
• PKA: 11.56±0.18(Predicted)
• Water Solubility: practically insoluble
• CAS DataBase Reference: 2,4-Di-tert-butylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Di-tert-butylphenol(96-76-4)
• EPA Substance Registry System: 2,4-Di-tert-butylphenol(96-76-4)

Safety Data

• Hazard Codes: Xn:Harmful;;
• Statements: R22:; R36/38:; R43:; R50/53:
• Safety Statements: S24:; S26:; S29:; S37/39:; S61:
• Hazardous Substances Data: 96-76-4(Hazardous Substances Data)

Usage

General Description

2,4-Di-tert-butylphenol is a chemical compound with the molecular formula C14H22O. It is a derivative of phenol and is mainly used as a stabilizer in the production of polymers and plastics. It is also utilized as an ingredient in the manufacturing of antioxidants and UV stabilizers for various products. Additionally, 2,4-Di-tert-butylphenol is known for its antimicrobial properties and is used as a preservative in different industrial applications. However, it is important to note that this compound should be handled with care, as prolonged or high exposure to 2,4-Di-tert-butylphenol may have negative health effects.

InChI:InChI=1/C14H22O/c1-13(2,3)10-7-8-12(15)11(9-10)14(4,5)6/h7-9,15H,1-6H3

Upstream product

• 115-11-7 isobutene 
• 108-95-2 phenol 
• 507-20-0 tertiary butyl chloride 
• 98-54-4 para-tert-butylphenol 
• 2409-55-4 2-tert-Butyl-4-methylphenol 
• 88-18-6 2-tert-Butylphenol 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 98-29-3 4-tert-Butylcatechol 
• 10473-52-6 catechol titanium salt 
• 17177-98-9 2,4-di-tert-butylmethoxybenzene 
• 4166-86-3 2-chloro-4,6-di-tert-butylphenol 
• 120-80-9 benzene-1,2-diol 
• 75-05-8 acetonitrile 
• 107-12-0 propiononitrile 

Downstream Products

• 39000-49-2 benzoic acid-(2,4-di-tert-butyl-phenyl ester) 
• 52073-65-1 2-(2,4-di-tert-butyl-phenoxy)-ethanol 
• 56823-84-8 3-(5-tert-Butyl-4-hydroxy-2,3-dimethyl-phenyl)-propionic acid 2,4-di-tert-butyl-phenyl ester 
• 3807-35-0 5-hydroxy-3,5-di-tert-butyl-2-furanone 
• 88-18-6 2-tert-Butylphenol 
• 732-26-3 2,4,6-tri-tert-butylphenoxol 
• 762-84-5 N-tert-butylacetamide 
• 4151-47-7 4-acetamino-2-tert-butylphenol 
• 139656-55-6 5-(3,5-di-tert-butyl-6-oxo-2,4-cyclohexadien-1-ylidene)-5,5-dihydrothianthrene 
• 92-85-3 Thianthrene 
• 7001-04-9 3,5-di-tert-butyl-[1,1'-biphenyl]-2-ol 
• 107536-31-2 2,4-bis(1,1-dimethylethyl)-1-phenoxybenzene 
• 72102-70-6 O-(2,6-di-tert-butyl-4-methylphenyl)-O'-(2,4-di-tert-butylphenyl)-phenylphosphonite 
• 24289-53-0 4,6-di-tert-butyl-5,6-epoxy-cyclohex-3-ene-1,2-dione 

Relevant articles and documents

Unusual C-C bond cleavage in the formation of amine-bis(phenoxy) group 4 benzyl complexes: Mechanism of formation and application to stereospecific polymerization

Group 4 tetrabenzyl compounds MBn4 (M = Zr, Ti), upon protonolysis with an equimolar amount of the tetradentate amine-tris(phenol) ligand N[(2,4-tBu2C6H2(CH 2)OH]3 in toluene from -30 to 25 °C, unexpectedly lead to amine-bis(phenoxy) dibenzyl complexes, BnCH2N[(2,4- tBu2C6H2(CH2)O] 2MBn2 (M = Zr (1), Ti (2)) in 80% (1) and 75% (2) yields. This reaction involves an apparent cleavage of the >NCH2-ArOH bond (loss of the phenol in the ligand) and formation of the >NCH 2-CH2Bn bond (gain of the benzyl group in the ligand). Structural characterization of 1 by X-ray diffraction analysis confirms that the complex formed is a bis(benzyl) complex of Zr coordinated by a newly derived tridentate amine-bis(phenoxy) ligand arranged in a mer configuration in the solid state. The abstractive activation of 1 and 2 with B(C6F 5)3·THF in CD2Cl2 at room temperature generates the corresponding benzyl cations {BnCH2N[(2,4- tBu2C6H2(CH2)O] 2MBn(THF)}+[BnB(C6F5) 3]- (M = Zr (3), Ti, (4)). These cationic complexes, along with their analogues derived from (imino)phenoxy tri- and dibenzyl complexes, [(2,6-iPr2C6H3)N=C(3,5- tBu2C6H2)O]ZrBn3 (5) and [2,4-Br2C6H2(O)(6-CH2(NC 5H9))CH2N=CH(2-adamantyl-4-MeC 6H2O)]ZrBn2 (6), have been found to effectively polymerize the biomass-derived renewable β-methyl-α-methylene- γ-butyrolactone (βMMBL) at room temperature into the highly stereoregular polymer PβMMBL with an isotacticity up to 99% mm. A combined experimental and DFT study has yielded a mechanistic pathway for the observed unusual C-C bond cleavage in the present protonolysis reaction between ZrBn4 and N[(2,4-tBu2C 6H2(CH2)OH]3 for the formation of complex 1, which involves the benzyl radical and the Zr(III) species, resulting from thermal and photochemical decomposition of ZrBn4, followed by a series of reaction sequences consisting of protonolysis, tautomerization, H-transfer, oxidation, elimination, and radical coupling.

Alkylation of Phenol with tert-Butanol in a Draining-Film Reactor

The alkylation of phenol with tert-butanol in a displacement draining-film reactor on a heterogeneous catalyst, Beta zeolite, was evaluated. Optimum process conditions ensuring the maximal p-tert-butylphenol yield were determined: phenol:tert-butanol molar ratio (3–3.5):1, superficial liquid velocity 1.0–1.5 m3 m–2 h–1, and temperature 100°C–110°C. A procedure ensuring 100% conversion of tert-butanol and isobutylene (a by-product formed from tert-butanol) was observed.

Hierarchical ZSM-5 nanocrystal aggregates: Seed-induced green synthesis and its application in alkylation of phenol with: Tert -butanol

Hierarchical ZSM-5 zeolite aggregates were synthesized in an organic-template-free system via seed-induced crystallization. The obtained samples were characterized using X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron mi