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76-84-6
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Triphenylmethanol
???(??):
TRT-OH;TRIPHENYLCARBINOL;TRITYL ALCOHOL;Tritanol;Triphenylmethanol, (Triphenyl carbinol;Ih-Tetrazole;tirphenylmethanol;Triphenylmethanol ,99%;Triphenylmethyl alcohol;Triphenylmethanol(76-84-6)
CBNumber:
CB3335936
???:
C19H16O
??? ??:
260.33
MOL ??:
76-84-6.mol
MSDS ??:
SDS

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???
160-163 °C (lit.)
?? ?
360 °C (lit.)
??
d40 1.199
???
1.6220 (estimate)
???
360-380°C
?? ??
2-8°C
???
???: 0.1 g/mL, ??
?? ?? (pKa)
12.73±0.29(Predicted)
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?? ??? ??
??
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???
???
Merck
14,9739
BRN
1460837
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????. ?? ??. ???, ?, ? ???, ? ???? ???? ????.
CAS ??????
76-84-6(CAS DataBase Reference)
NIST
Benzenemethanol, «alpha»,«alpha»-diphenyl-(76-84-6)
EPA
Benzenemethanol, .alpha.,.alpha.-diphenyl- (76-84-6)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 38-36/37/38
????? 22-24/25-36-26
WGK ?? 3
TSCA Yes
HS ?? 29062900
???? ?? 2001-3-1908
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P304+P340 ???? ??? ??? ?? ??? ??? ???? ?? ??? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P405 ???? ?????.
NFPA 704
1
0 0

??????? MSDS


Triphenylmethanol

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white powder or colorless trisolated crystals. Soluble in alcohol, ether and benzene, dark yellow when dissolved in concentrated sulfuric acid, colorless when dissolved in glacial acetic acid, insoluble in water and petroleum ether. Distilled at 360-380℃ without decomposition.

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Triphenylmethanol is used as a reagent in the research laboratory. It acts as an intermediate in the production of the commercially useful triarylmethane dyes. It is used in the preparation of triphenylmethane. It is also used as an antiproliferative agent. Further, it is used in the preparation of two-electron reduction product of pyrylogen. In addition to this, it reacts with triphenylphosphine oxide to form a 1:1 molecular complex. It serves as a specific clathrate host for methanol and dimethyl sulphoxide and forms clathrate inclusion complexes.
Triphenylmethanol was used in the synthesis of of the two-electron reduction product of pyrylogen.
It undergoes reduction to triphenylmethane by 9, 10-dihydro-10-methylacridine in the presence of perchloric acid.

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Triphenylmethanol synthesis: Triphenylmethanol was prepared by the action of benzene with carbon tetrachloride in the presence of Aluminum chloride, followed by acidification and hydrolysis.
Triphenylmethanol can also be prepared by the reaction of phenylmagnesium bromide with methyl benzoate (instead of benzophenone).
Synthesis of Triphenylmethanol

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The first one is the formation of the triphenylmethyl bromide from the reaction of triphenylmethanol with hydrobromic acid.
The second reaction is the formation of an ether from the reaction of triphenylmethanol with methanol in acidic conditions.
reaction of triphenylmethanol

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Triphenylmethanol forms 1:1 molecular complex with triphenylphosphine oxide. It is a specific clathrate host for methanol and dimethyl sulphoxide and forms clathrate inclusion complexes. It undergoes reduction to triphenylmethane by 9, l0-dihydro-10-methylacridine in the presence of perchloric acid.

Purification Methods

Crystallise the carbinol from EtOH, MeOH, CCl4 (4mL/g), *benzene, hexane or pet ether (b 60-70o). Dry it at 90o. [Ohwada et al. J Am Chem Soc 108 3029 1986, Beilstein 6 IV 5014.]

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[1] Zheng, Yue et al. “Photoactivatable aggregation-induced emission of triphenylmethanol?.” Chemical Communications 81 (2017): 11130–11133.

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