| Identification | Back Directory | [Name]
4-methyltriphenylcarbinol | [CAS]
5440-76-6 | [Synonyms]
NSC 20741
4-Methyltrityl alcohol
p-Methyltrityl carbino
p-Methyltrityl carbinol
4-methyltriphenylcarbinol
ALPHA-(P-TOLYL)BENZHYDROL
Diphenyl(p-tolyl)Methanol
4-Methyltriphenylmethanol
4-Methyl three phenyl methanol
(4-methylphenyl)-di(phenyl)methanol
Benzenemethanol, 4-methyl-α,α-diphenyl- | [Molecular Formula]
C20H18O | [MDL Number]
MFCD00092323 | [MOL File]
5440-76-6.mol | [Molecular Weight]
274.36 |
| Chemical Properties | Back Directory | [Melting point ]
77.5-78.5 °C | [Boiling point ]
429.7±14.0 °C(Predicted) | [density ]
1.112 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
12.87±0.29(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C20H18O/c1-16-12-14-19(15-13-16)20(21,17-8-4-2-5-9-17)18-10-6-3-7-11-18/h2-15,21H,1H3 | [InChIKey]
QUMADPCRQDGMNX-UHFFFAOYSA-N | [SMILES]
C(C1=CC=CC=C1)(C1=CC=CC=C1)(C1=CC=C(C)C=C1)O |
| Hazard Information | Back Directory | [Synthesis]
Synthesis of 4-Methyltriphenylcarbinol: 3.2 g (130.7 mmol, 1.1 eq) of magnesium and 0.1 g (0.8 mmol) of iodine were suspended in an hydrous diethyl ether under argon atmosphere at reflux temperature. A solution of 20.0 g (116.95 mmol, 1 eq) of p-bromotoluene in 45 mL of diethyl ether was slowly added and constantly stirred for 30 minutes. After 2 hours, a solution of 20.8 g (114.2 mmol, 0.98 eq) of benzophenone in 100 mL of diethyl ether was added drop by drop to the reaction mixture and it was refluxed for 1 hour. The reddish solution was constantly stirred for 18 hours. Then, the reaction mixture was poured over an ice bath (50 g of ice) previously acidified with 2.5 mL of sulfuric acid 2 M, and it was extracted with diethyl ether. The organic phase was washed with sodium bicarbonate (5% p/v) and water. Then, it was dried over anhydrous mag nesium sulfate and filtrated. The solvent was eliminated under vacuum. The yellow solid obtained was crystallized with a mixture of hexane and dichloromethane (3/1) and the desired compound was obtained (13 g, 41%)[1]. | [References]
[1] Vega Lloveras. (2019). Redox-Active PTM Radical Dendrimers as Promising Multifunctional Molecular Switches. Chemistry of Materials, 31 22, 9400–9412. https://doi.org/10.1021/acs.chemmater.9b03015 |
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