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Name |
4,4'-Methylenebis(2,6-di-tert-butylphenol) |
EINECS | 204-279-1 |
CAS No. | 118-82-1 | Density | 0.981 g/cm3 |
PSA | 40.46000 | LogP | 7.87860 |
Solubility | 31.9ng/L at 20℃ | Melting Point |
155-159 °C(lit.) |
Formula | C29H44O2 | Boiling Point | 459.5 °C at 760 mmHg |
Molecular Weight | 424.667 | Flash Point | 178.1 °C |
Transport Information | N/A | Appearance | N/A |
Safety | 26-36 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Phenol,4,4'-methylenebis[2,6-di-tert-butyl- (6CI,8CI);3,3',5,5'-Tetra-tert-butyl-4,4'-dihydroxydiphenylmethane;Agidol 23;Antioxidant 4426;Antioxidant 702;Antioxidant 728;Antioxidant E 702;Binox M;Bis(3,5-di-tert-butyl-4-hydroxyphenyl)methane;Bis(4-hydroxy-3,5-di-tert-butylphenyl)methane;Di(3,5-di-tert-butyl-4-hydroxyphenyl)methane;Ethanox 4702;Ethanox 702;Ethyl 728;Ethyl Antioxidant 702;H 301/92;Hitec 4702;Ionox 220;Ionox 220Antioxidant;LZ-MB 1;MB 1;MB 1 (antioxidant);NSC 30551;Vanlube DTB; |
Article Data | 42 |
Conditions | Yield |
---|---|
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.67h; Solvent; Time; | 96% |
Multi-step reaction with 2 steps 1: proton exchanged montmorillonite / chloroform-d1 / 0.02 h / 25 °C 2: proton exchanged montmorillonite / dichloromethane / 0.67 h / 25 °C View Scheme | |
Multi-step reaction with 2 steps 1: proton exchanged montmorillonite / chloroform-d1 / 0.08 h / 25 °C 2: proton exchanged montmorillonite / dichloromethane / 0.67 h / 25 °C View Scheme |
Conditions | Yield |
---|---|
With potassium tetramethoxyborate at 130℃; for 8h; Reagent/catalyst; Temperature; | 95% |
With formic acid; acetic acid at 40 - 80℃; for 4h; Concentration; Temperature; Reagent/catalyst; Reflux; | 90% |
With potassium hydroxide In isopropyl alcohol | 64% |
2,6-di-tert-butylphenol
3,5-di-tert-butyl-4-hydroxybenzyl acetate
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With perchloric acid In acetone | 92% |
4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.67h; | 87% |
formaldehyd
2,6-di-tert-butylphenol
acetic acid
A
3,5-di-tert-butyl-4-hydroxybenzyl acetate
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
Conditions | Yield |
---|---|
With diethylamine for 11h; Reflux; | A 85.5% B 4% C 2.5% |
benzoic acid anhydride
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
A
4-hydroxy-3,5-di-tert-butylbenzyl benzoate
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
In benzene for 1h; Heating; | A 85% B n/a |
Coppinger's Radikal
germanium hydride trichloride
A
(HO((CH3)3C)2C6H2)2CHGeCl3
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran treatment od reaction mixt. in THF with HCl soln., stirring (15 min); org. phase sepn., drying over Na2SO4 (24 h), soln. concn.; identification of individual compds.; | A 80% B 20% C <1 |
3,5-di-tert-butyl-4-hydroxybenzyl acetate
phenol
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)-phenol
C
2,4-di-(4-hydroxy-3,5-di-tert-butylbenzyl)phenol
Conditions | Yield |
---|---|
With perchloric acid In acetone 1) heating, 2) 24 h, 20 deg C; | A 16.8% B 72% C 7.5% |
Coppinger's Radikal
diphenylchlorogermane
A
(HO((CH3)3C)2C6H2)2CHGe(C6H5)2Cl
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
dichlorodiphenylgermane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran hydrolysis (6N HCl) of reaction mixt.; | A 70% B 30% C 30% |
2,6-di-tert-butylphenol
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With dimethyl sulfate; zinc(II) chloride In chlorobenzene for 15h; Heating; | 69% |
The IUPAC name of 4,4'-Methylenebis(2,6-di-tert-butylphenol) is 2,6-ditert-butyl-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]phenol. With the CAS registry number 118-82-1, it is also named as 2,2',6,6'-Tetra-tert-butyl-4,4'-methylenediphenol. The product's categories are industrial / fine chemicals; organics; diphenylmethanes (for high-performance polymer research); functional materials; reagent for high-performance polymer research; bisphenol and sulfonyldiphenol monomers; monomers; polymer science. In addition, 4,4'-Methylenebis(2,6-di-tert-butylphenol) is used for anti-oxidant of polyethylene, polypropylene, polystyrene, ABS resin and polyester. It is moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 9.49; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.49; (4)ACD/LogD (pH 7.4): 9.49; (5)#H bond acceptors: 2; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 8; (8)Index of Refraction: 1.526; (9)Molar Refractivity: 132.87 cm3; (10)Molar Volume: 432.4 cm3; (11)Polarizability: 52.67×10-24 cm3; (12)Surface Tension: 33.5 dyne/cm; (13)Enthalpy of Vaporization: 74.76 kJ/mol; (14)Vapour Pressure: 4.6E-09 mmHg at 25°C; (15)Rotatable Bond Count: 6; (16)Tautomer Count: 3; (17)Exact Mass: 424.334131; (18)MonoIsotopic Mass: 424.334131; (19)Topological Polar Surface Area: 40.5; (20)Heavy Atom Count: 31; (21)Complexity: 480.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES: Oc1c(cc(cc1C(C)(C)C)Cc2cc(c(O)c(c2)C(C)(C)C)C(C)(C)C)C(C)(C)C;
2. InChI: InChI=1/C29H44O2/c1-26(2,3)20-14-18(15-21(24(20)30)27(4,5)6)13-19-16-22(28(7,8)9)25(31)23(17-19)29(10,11)12/h14-17,30-31H,13H2,1-12H3.
The following are the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | > 1400mg/kg (1400mg/kg) | BG Chemie: Toxicological Evaluations, Five Potential Health Hazards of Existing Chemicals. Vol. 5, Pg. 113, 1993. | |
rat | LD50 | oral | > 24gm/kg (24000mg/kg) | BG Chemie: Toxicological Evaluations, Five Potential Health Hazards of Existing Chemicals. Vol. 5, Pg. 113, 1993. | |
rat | LD50 | skin | > 2gm/kg (2000mg/kg) | BG Chemie: Toxicological Evaluations, Five Potential Health Hazards of Existing Chemicals. Vol. 5, Pg. 113, 1993. |