1849-18-9

Basic information

• Product Name: 2,4-DI-SEC-BUTYLPHENOL
• Synonyms: 2,4-di-sec-butyl-pheno;Phenol, 2,4-di-sec-butyl-;2,4-DI-SEC-BUTYLPHENOL;2,4-Bis(1-methylpropyl)phenol;2,4-di(butan-2-yl)phenol
• CAS NO: 1849-18-9
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32
• EINECS: 217-434-3
• Mol File: 1849-18-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 280.9°Cat760mmHg
• Flash Point: 129.4°C
• Appearance: /
• Density: 0.933g/cm³
• CAS DataBase Reference: 2,4-DI-SEC-BUTYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DI-SEC-BUTYLPHENOL(1849-18-9)
• EPA Substance Registry System: 2,4-DI-SEC-BUTYLPHENOL(1849-18-9)

Safety Data

• Hazardous Substances Data: 1849-18-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 5232, 1950 DOI: 10.1021/ja01167a124

InChI:InChI=1S/C14H22O/c1-5-10(3)12-7-8-14(15)13(9-12)11(4)6-2/h7-11,15H,5-6H2,1-4H3

Upstream product

• 17269-93-1 2,4-di-sec-butyl-anisole 
• 78-92-2 iso-butanol 
• 108-95-2 phenol 
• 89-72-5 2-sec-butylphenol 
• 99-71-8 4-(1-methylpropyl)phenol 
• 5510-99-6 2,6-di-sec-butylphenol 
• 71-36-3 butan-1-ol 
• 5892-47-7 2,4,6-tri-(sec-butyl)phenol 
• 7446-70-0 aluminium trichloride 
• 10574-17-1 but-2-yl phenyl ether 

Downstream Products

• 4632-00-2 2,4-Di-sec-butyl-cyclohexanol 
• 5892-47-7 2,4,6-tri-(sec-butyl)phenol 
• 108-95-2 phenol 
• 5510-99-6 2,6-di-sec-butylphenol 
• 89-72-5 2-sec-butylphenol 
• 99-71-8 4-(1-methylpropyl)phenol 

Relevant articles and documents

Equilibria for the isomerization of (secondary-alkyl)phenols and cyclohexylphenols

Equilibria of a series of isomerizations and trans-alkylations of alkylphenols have been investigated in the liquid phase over a wide range of temperatures.Equilibria of isomerizations connected with the displacement of a substituent on a benzene nucleus were studied for secondary-butyl, -amyl, -hexyl, and cyclohexyl-phenols, and di-(secondary-butyl)phenols.Equilibria of positional isomerization connected with the displacement of an oxyphenyl radical in an alkyl chain were investigated for oxyphenyl-pentanes, -hexanes, -octanes, and -decanes.Trans-alkylation was investigated for di- and tri-(secondary-butyl)phenols.Values of ΔrH0m and ΔrS0m were found for all investigated reactions.An analysis was made of the thermodynamic quantities for the reactions.Enthalpies of formation of isopropylphenols (IPP) in the gaseous state were calculated.The values of ΔfH0m/(kJ * mol-1) were found at 298.15 K: o-IPP, -(175.3 +/- 2.4); p-IPP, -(175.3 +/- 2.4); m-IPP, -(175.3 +/-2.4); 2,4-di-IPP, -(254.1 +/- 2.8); 2,5-di-IPP, -(254.1 +/- 2.8); 2,6-di-IPP, -(254.1 +/- 2.8); 3,5-di-IPP, -(254.1 +/- 2.8); 2,4,6-tri-IPP, -(333.0 +/- 3.1).

Phenol transalkylation process

Phenols having an unsubstituted ortho position are transalkylated in the ortho position by mixing them with an ortho-alpha-branched alkylphenol (e.g., 2,6-di-sec-butylphenol) and an aluminum phenoxide catalyst and heating the mixture to 100°-350°C., preferably in a closed system and in the presence of olefin corresponding in structure to the ortho-alpha-branched alkyl group.