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2,2'-Methylenebis(4-ethyl-6-tert-butylphenol)
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Name

2,2'-Methylenebis(4-ethyl-6-tert-butylphenol)

 EINECS 201-814-0
CAS No. 88-24-4 Density 1.01 g/cm3
PSA 40.46000 LogP 6.40840
Solubility N/A Melting Point 123 ºC
Formula C25H36O2 Boiling Point 452.1 ºC at 760 mmHg
Molecular Weight 368.56 Flash Point 187.5 ºC
Transport Information N/A Appearance white to pale creamy crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 88-24-4 (2,2'-Methylenebis(4-ethyl-6-tert-butylphenol)) Hazard Symbols IrritantXi
Synonyms

Phenol,2,2'-methylenebis[6-tert-butyl-4-ethyl- (6CI,7CI,8CI);2,2-Methylenebis(4-ethyl-6-t-butylphenol);2,2-Methylenebis(4-ethyl-6-tert-butylphenol);2,2'-Methylenebis(6-tert-butyl-4-ethylphenol);2,2'-Methylenebis[4-ethyl-6-tert-butylphenol];2,2'-Methylenebis[6-(1,1-dimethylethyl)-4-ethylphenol];AO 425;Agidol 7;Antage W 500;Antioxidant 425;Bis(2-hydroxy-3-tert-butyl-5-ethylphenyl)methane;Bis(3-tert-butyl-5-ethyl-2-hydroxyphenyl)methane;Chemanox 22;Cyanox 425;NS5;NSC 7782;Nocrac NS 5;Nonflex EBP;Plastanox 425;Swanox 425;

Article Data 43

2,2'-Methylenebis(4-ethyl-6-tert-butylphenol) Synthetic route

50-00-0

formaldehyd

96-70-8

6-di-t-butyl-4-ethylphenol

88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

Conditions
ConditionsYield
With hydrogenchloride
With potassium hydroxide
With sulfuric acid
88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

C14H21IrO4*H2O

C45H62Ir2O2

Conditions
ConditionsYield
In toluene at 100℃; for 3h; Inert atmosphere; Schlenk technique;86%
88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

7550-45-0

titanium tetrachloride

162583-17-7

CH2(CH3CH2C(CH3)3C6H2O)2TiCl2

Conditions
ConditionsYield
In diethyl ether (N2 or Ar); -30°C, stirring (2 h, 25°C); removing of the solvent, recrystn. (ether); elem. anal.;68%
88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

17520-19-3

tetrabenzyl titanium

CH2(CH3CH2C(CH3)3C6H2O)2Ti(CH2C6H5)2

Conditions
ConditionsYield
In hexane (N2 or Ar); -40°C, stirring (2 h, 20°C); evapn. of the solvent, recrystn. (hexane, -40°C); elem. anal.;58%
88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

7550-45-0

titanium tetrachloride

162583-18-8

(CH2(CH3CH2C(CH3)3C6H2O)2)2Ti

Conditions
ConditionsYield
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%
88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

1638-75-1

dimethylchloromethylphosphine oxide

139605-08-6

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

Conditions
ConditionsYield
With sodium hydroxide
With sodium 1) xylene, MeOH, 2) xylene, reflux, 8 h; Yield given. Multistep reaction;
546-68-9

titanium(IV) isopropylate

88-24-4

2,2'-methylenebis-(4-ethyl-6-tert-butylphenol)

936366-05-1

[Ti(OCH(CH3)2)2(CH2(C6H2(O)(C(CH3)3)(CH2CH3))2)]

Conditions
ConditionsYield
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;

2,2'-Methylenebis(4-ethyl-6-tert-butylphenol) Consensus Reports

Reported in EPA TSCA Inventory.

2,2'-Methylenebis(4-ethyl-6-tert-butylphenol) Specification

The 2,2'-Methylenebis(4-ethyl-6-tert-butylphenol), with its CAS registry number 88-24-4, has the IUPAC name of 2-tert-butyl-6-[(3-tert-butyl-5-ethyl-2-hydroxyphenyl)methyl]-4-ethylphenol. And it has the systematic name of 6,6'-Di-tert-butyl-4,4'-diethyl-2,2'-methylenediphenol.

The characteristics of this chemical are as follows: (1)ACD/LogP: 8.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.09; (4)ACD/LogD (pH 7.4): 8.09; (5)#H bond acceptors: 2; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 8; (8)Polar Surface Area: 18.46; (9)Index of Refraction: 1.544; (10)Molar Refractivity: 115.2 cm3; (11)Molar Volume: 364.7 cm3; (12)Polarizability: 45.67×10-24 cm3; (13)Surface Tension: 36.6 dyne/cm; (14)Density: 1.01 g/cm3; (15)Flash Point: 187.5 °C; (16)Enthalpy of Vaporization: 73.86 kJ/mol; (17)Boiling Point: 452.1 °C at 760 mmHg; (18)Vapour Pressure: 8.6E-09 mmHg at 25°C; (19)Exact Mass: 368.27153; (20)MonoIsotopic Mass: 368.27153; (21)Topological Polar Surface Area: 40.5; (22)Heavy Atom Count: 27; (23)Complexity: 416.

When you are dealing with this chemical, you should be very cautious. This is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCC1=CC(=C(C(=C1)C(C)(C)C)O)CC2=C(C(=CC(=C2)CC)C(C)(C)C)O
(2)InChI: InChI=1S/C25H36O2/c1-9-16-11-18(22(26)20(13-16)24(3,4)5)15-19-12-17(10-2)14-21(23(19)27)25(6,7)8/h11-14,26-27H,9-10,15H2,1-8H3
(3)InChIKey: GPNYZBKIGXGYNU-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 50mg/kg (50mg/kg)   National Technical Information Service. Vol. AD277-689,
rat LD50 intraperitoneal > 10gm/kg (10000mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Journal of Toxicological Sciences. Vol. 17, Pg. 135, 1992.
 
rat LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Journal of Toxicological Sciences. Vol. 17, Pg. 135, 1992.
 

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