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Cas Database |
| Name |
Phenol,4,4'-methylenebis[2,6-dimethyl]- |
EINECS | 226-378-9 |
| CAS No. | 5384-21-4 | Density | 1.11 g/cm3 |
| PSA | 40.46000 | LogP | 3.92220 |
| Solubility | 100mg/L at 25℃ | Melting Point |
176 °C |
| Formula | C17H20O2 | Boiling Point | 414.7 °C at 760 mmHg |
| Molecular Weight | 256.345 | Flash Point | 193.6 °C |
| Transport Information | N/A | Appearance | Crystalline powder |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
2,6-Xylenol,4,4'-methylenedi- (6CI,7CI,8CI);3,3',5,5'-Tetramethyl-4,4'-dihydroxydiphenylmethane;4,4'-Dihydroxy-3,3',5,5'-tetramethyldiphenylmethane;4,4'-Methylenebis(2,6-dimethylphenol);4,4'-Methylenebis[2,6-xylenol];4,4'-Methylenedi-2,6-xylenol;Bis(3,5-dimethyl-4-hydroxyphenyl)methane;Bis(4-hydroxy-3,5-dimethylphenyl)methane;Desoxon M;NSC 128403;TMBPF; |
Article Data | 48 |
Phenol,4,4'-methylenebis[2,6-dimethyl]- Synthetic route
| Conditions | Yield |
|---|---|
| With silica supported perchloric acid In neat (no solvent) for 4.25h; Catalytic behavior; Reagent/catalyst; Solvent; Heating; Green chemistry; | 94% |
| With hydrogenchloride In light petroleum; water at 27℃; | 93% |
| With hydrogenchloride In Petroleum ether at 27℃; for 2.75h; | 93% |
| Conditions | Yield |
|---|---|
| With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.5h; | 94% |
| at 140 - 155℃; | |
| at 180℃; under 1 Torr; | |
| With hydrogenchloride | |
| Multi-step reaction with 2 steps 1: benzene / 50 °C / Einleiten von HBr 2: SnCl2; glacial acetic acid; water View Scheme |
- 71655-87-3
4,4'-(oxybis(methylene))bis(2,6-dimethylphenol)
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
| Conditions | Yield |
|---|---|
| With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.25h; | 86% |
| Conditions | Yield |
|---|---|
| With ammonium acetate; potassium hexacyanoferrate(III) In methanol; water at 45℃; for 240h; | 55% |
| Multi-step reaction with 2 steps 1: aq. (KO3S)2NO, NaOAc / acetone 2: aq. HCl View Scheme |
- 50-00-0
formaldehyd
- 576-26-1
2.6-dimethylphenol
A
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
B
- 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 18h; Ambient temperature; Yields of byproduct given; | A n/a B 52% |
- 576-26-1
2.6-dimethylphenol
- 75-09-2
dichloromethane
A
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
B
- 3698-40-6
4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether
C
- 6204-16-6
4,4',4"-trihydroxy-3,3',3",5,5',5"-hexamethyltriphenylmethane
| Conditions | Yield |
|---|---|
| at 15℃; for 48h; Irradiation; | A 0.7% B 0.3% C 1.7% |
- 576-26-1
2.6-dimethylphenol
A
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
B
- 3698-40-6
4-hydroxy-3,5,2',6'-tetramethyldiphenyl ether
C
- 6204-16-6
4,4',4"-trihydroxy-3,3',3",5,5',5"-hexamethyltriphenylmethane
| Conditions | Yield |
|---|---|
| With dichloromethane at 15℃; for 48h; Irradiation; | A 0.7% B 0.3% C 1.7% |
- 64-17-5
ethanol
- 45952-56-5
3,5-dimethyl-4-hydroxybenzyl bromide
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
- 576-26-1
2.6-dimethylphenol
- 100-97-0
hexamethylenetetramine
A
- 527-60-6
Mesitol
B
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
| Conditions | Yield |
|---|---|
| With water |
- 576-26-1
2.6-dimethylphenol
- 100-97-0
hexamethylenetetramine
- 5384-21-4
bis(4-hydroxy-3,5-dimethylphenyl)methane
| Conditions | Yield |
|---|---|
| at 165℃; | |
| at 165℃; | |
| at 130℃; for 3h; |
Phenol,4,4'-methylenebis[2,6-dimethyl]- Specification
The Phenol,4,4'-methylenebis[2,6-dimethyl]-, with the CAS registry number 5384-21-4, is also known as Bis(3,5-dimethyl-4-hydroxyphenyl)methane. Its EINECS number is 226-378-9 and its systematic name is 4,4'-Methanediylbis(2,6-dimethylphenol). This chemical's molecular formula is C17H20O2 and molecular weight is 256.34. What's more, it belongs to the product categories of Diphenylmethanes (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research. The product is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place.
Physical properties of Phenol,4,4'-methylenebis[2,6-dimethyl]- are: (1)ACD/LogP: 4.58; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.57; (4)ACD/LogD (pH 7.4): 4.57; (5)ACD/BCF (pH 5.5): 1765.06; (6)ACD/BCF (pH 7.4): 1763.39; (7)ACD/KOC (pH 5.5): 7338.83; (8)ACD/KOC (pH 7.4): 7331.85; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 78.63 cm3; (15)Molar Volume: 230.7 cm3; (16)Polarizability: 31.17×10-24 cm3; (17)Surface Tension: 45.3 dyne/cm; (18)Density: 1.11 g/cm3; (19)Flash Point: 193.6 °C; (20)Enthalpy of Vaporization: 69.36 kJ/mol; (21)Boiling Point: 414.7 °C at 760 mmHg; (22)Vapour Pressure: 1.81E-07 mmHg at 25°C; (23)XLogP3-AA: 4.6; (24)Rotatable Bond Count: 2; (25)Tautomer Count: 3; (26)Topological Polar Surface Area: 40.5; (27)Heavy Atom Count: 19; (28)Complexity: 239; (29)Covalently-Bonded Unit Count: 1.
Preparation: this chemical can be prepared by 2,4,6-trimethyl-phenol at the temperature of 45 °C. This reaction will need reagents ammonium acetate, potassium ferricyanide and solvent H2O with the reaction time of 10 days. The yield is about 55%.
Uses of Phenol,4,4'-methylenebis[2,6-dimethyl-]: it can be used to produce 2,6-dimethyl-[1,4]benzoquinone at the temperature of 2 °C. It will need reagent conc. HNO3 or conc. H2SO4 and solvent nitromethane with the reaction time of 1 hour. The yield is about 22%.
![Phenol,4,4'-methylenebis[2,6-dimethyl- can be used to produce 2,6-dimethyl-[1,4]benzoquinone at the temperature of 2 °C](/UserFilesUpload/Uses of Phenol,4,4'-methylenebis[2,6-dimethyl-.png)
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=CC(=C1O)C)CC2=CC(=C(C(=C2)C)O)C
(2)InChI: InChI=1S/C17H20O2/c1-10-5-14(6-11(2)16(10)18)9-15-7-12(3)17(19)13(4)8-15/h5-8,18-19H,9H2,1-4H3
(3)InChIKey: AZZWZMUXHALBCQ-UHFFFAOYSA-N
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