Luminescence performance
ChemicalBook > CAS DataBase List > Triphenylmethanol

Triphenylmethanol

Luminescence performance
Product Name
Triphenylmethanol
CAS No.
76-84-6
Chemical Name
Triphenylmethanol
Synonyms
TRT-OH;TRIPHENYLCARBINOL;TRITYL ALCOHOL;Tritanol;Triphenylmethanol, (Triphenyl carbinol;Ih-Tetrazole;tirphenylmethanol;Triphenylmethanol ,99%;Triphenylmethyl alcohol;Triphenylmethanol(76-84-6)
CBNumber
CB3335936
Molecular Formula
C19H16O
Formula Weight
260.33
MOL File
76-84-6.mol
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Triphenylmethanol Property

Melting point:
160-163 °C (lit.)
Boiling point:
360 °C (lit.)
Density 
d40 1.199
refractive index 
1.6220 (estimate)
Flash point:
360-380°C
storage temp. 
2-8°C
solubility 
dioxane: 0.1 g/mL, clear
pka
12.73±0.29(Predicted)
form 
Fine Crystalline Powder
color 
White to light yellow
Water Solubility 
INSOLUBLE
Merck 
14,9739
BRN 
1460837
Stability:
Stable. Combustible. Incompatible with oxidizing agents, acids, acid chlorides, acid anhydrides.
CAS DataBase Reference
76-84-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzenemethanol, «alpha»,«alpha»-diphenyl-(76-84-6)
EPA Substance Registry System
Benzenemethanol, .alpha.,.alpha.-diphenyl- (76-84-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
38-36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
29062900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.21196
Product name
Triphenylmethanol
Purity
for synthesis
Packaging
50g
Price
$75.7
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21196
Product name
Triphenylmethanol
Purity
for synthesis
Packaging
250g
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
134848
Product name
Triphenylmethanol
Purity
97%
Packaging
50g
Price
$68.9
Updated
2024/03/01
Sigma-Aldrich
Product number
134848
Product name
Triphenylmethanol
Purity
97%
Packaging
250g
Price
$252
Updated
2024/03/01
TCI Chemical
Product number
T0516
Product name
Triphenylmethanol
Purity
>99.0%(GC)
Packaging
25g
Price
$38
Updated
2024/03/01
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Triphenylmethanol Chemical Properties,Usage,Production

Luminescence performance

Triphenylmethanol (TPOH) is a non-fluorescent compound that emits strong fluorescence in an aggregate state or on a solid surface after irradiation by UV light at 254 nm (UV1). Interestingly, the photo-induced fluorescence of TPOH was quenched when irradiated by UV light at a longer wavelength of 365 nm (UV2) and further repeatable on and off by UV1 and UV2, respectively. The reversible activation and deactivation of fluorescence at a solid surface could be repeatable at least 5 times. TPOH is thus applied for rewritable photopatterning tuned by UV light[1].

Chemical Properties

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.

Uses

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.

Uses

Triphenylmethanol (Zidovudine EP Impurity D) is a triaryl methane derivative as antiproliferative agent.

Preparation

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

Reactions

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.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 839, 1955
The Journal of Organic Chemistry, 57, p. 4555, 1992 DOI: 10.1021/jo00042a044

General Description

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.]

References

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

Triphenylmethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Triphenylmethanol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Triphenylmethanol 76-84-6
Price
US $70.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-05
Hebei Weibang Biotechnology Co., Ltd
Product
Triphenylmethanol 76-84-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-21
Hebei Chuanghai Biotechnology Co,.LTD
Product
Triphenylmethanol 76-84-6
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-22

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