88-24-4

Basic information

• Product Name: 2,2'-METHYLENEBIS(4-ETHYL-6-TERT-BUTYLPHENOL)
• Synonyms: 2,2’-methylenebis(6-(1,1-dimethylethyl)-4-ethyl-pheno;2,2’-methylenebis(6-(1,1-dimethylethyl)-4-ethylphenol);2,2’-methylenebis(6-tert-butyl-4-ethyl-pheno;2,2’-methylenebis(ethyl-6-tert-butylphenol;2,2’-methylenebis[6-(1,1-dimethylethyl)-4-ethyl-pheno;2,2’-methylenebis[6-(1,1-dimethylethyl)-4-ethyl-Phenol;2,2'-Methylene-bis(4-ethyl-6-t-butyl) phenol;agidol7
• CAS NO: 88-24-4
• Molecular Formula: C₂₅H₃₆O₂
• Molecular Weight: 368.55
• EINECS: 201-814-0
• Product Categories: Diphenylmethanes (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Polymer Additives;Polymer Science;Stabilizers;Antiager
• Mol File: 88-24-4.mol
• Article Data: 38

Chemical Properties

• Melting Point: 119-122 °C(lit.)
• Boiling Point: 458.86°C (rough estimate)
• Flash Point: 187.5 ºC
• Appearance: /
• Density: 1.010
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.4894 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.37±0.48(Predicted)
• CAS DataBase Reference: 2,2'-METHYLENEBIS(4-ETHYL-6-TERT-BUTYLPHENOL)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-METHYLENEBIS(4-ETHYL-6-TERT-BUTYLPHENOL)(88-24-4)
• EPA Substance Registry System: 2,2'-METHYLENEBIS(4-ETHYL-6-TERT-BUTYLPHENOL)(88-24-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: SL9800000
• Hazardous Substances Data: 88-24-4(Hazardous Substances Data)

Usage

Uses

Antioxidant

Flammability and Explosibility

Notclassified

Safety Profile

Poison by intraperitoneal route. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthetic route

formaldehyd (50-00-0) + 6-di-t-butyl-4-ethylphenol (96-70-8) → 2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4)

Conditions	Yield
With hydrogenchloride
With potassium hydroxide
With sulfuric acid

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) + C14H21IrO4*H2O → C45H62Ir2O2

Conditions	Yield
In toluene at 100℃; for 3h; Inert atmosphere; Schlenk technique;	86%

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) + titanium tetrachloride (7550-45-0) → CH2(CH3CH2C(CH3)3C6H2O)2TiCl2 (162583-17-7)

Conditions	Yield
In diethyl ether (N2 or Ar); -30°C, stirring (2 h, 25°C); removing of the solvent, recrystn. (ether); elem. anal.;	68%

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) + tetrabenzyl titanium (17520-19-3) → CH2(CH3CH2C(CH3)3C6H2O)2Ti(CH2C6H5)2

Conditions	Yield
In hexane (N2 or Ar); -40°C, stirring (2 h, 20°C); evapn. of the solvent, recrystn. (hexane, -40°C); elem. anal.;	58%

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) + titanium tetrachloride (7550-45-0) → (CH2(CH3CH2C(CH3)3C6H2O)2)2Ti (162583-18-8)

Conditions	Yield
With NEt3 In diethyl ether (N2 or Ar); -40°C, stirring (20°C, 3 h), centrifugation; extn. (ether), removal of the solvent, recrystn. (hexane, -40°C);elem. anal.;	50%

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) + dimethylchloromethylphosphine oxide (1638-75-1) → 2,2'-methylene-bis(6-tert-butyl-4-ethyl-1-dimethylphosphinylmethylenoxybenzene) (139605-08-6)

Conditions	Yield
With sodium hydroxide
With sodium 1) xylene, MeOH, 2) xylene, reflux, 8 h; Yield given. Multistep reaction;

titanium(IV) isopropylate (546-68-9) + 2,2'-methylenebis-(4-ethyl-6-tert-butylphenol) (88-24-4) → [Ti(OCH(CH3)2)2(CH2(C6H2(O)(C(CH3)3)(CH2CH3))2)] (936366-05-1)

Conditions	Yield
In toluene byproducts: isopropanol; complex obtained by react. of CH2(C6H2(OH)(t-Bu)Et)2 and Ti(OPri)4 in toluene at 60°C for 3 h; elem. anal.; complex washed with toluene and azeotropic distilated;

Upstream product

• 50-00-0 formaldehyd 
• 96-70-8 6-di-t-butyl-4-ethylphenol 

Downstream Products

• 139605-08-6 2,2'-methylene-bis(6-tert-butyl-4-ethyl-1-dimethylphosphinylmethylenoxybenzene) 

Relevant articles and documents

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