Triphenylmethanol

Base Information

• Chemical Name: Triphenylmethanol
• CAS No.: 76-84-6
• Molecular Formula: C19H16O
• Molecular Weight: 260.335
• Hs Code.: 29062900
• European Community (EC) Number: 200-988-5
• NSC Number: 4050
• UNII: U97Q0OU9KB
• DSSTox Substance ID: DTXSID0058803
• Nikkaji Number: J4.186F
• Wikipedia: Triphenylmethanol
• Wikidata: Q2735403
• ChEMBL ID: CHEMBL118166
• Mol file: 76-84-6.mol

Synonyms:TRIPHENYLMETHANOL;76-84-6;Triphenylcarbinol;Trityl alcohol;Tritanol;Triphenyl methanol;Triphenylmethyl alcohol;Methanol, triphenyl-;Triphenyl-methanol;Fimasartan Impurity L;Benzenemethanol, .alpha.,.alpha.-diphenyl-;triphenyl carbinol;MFCD00004445;hydroxytriphenylmethane;NSC 4050;UNII-U97Q0OU9KB;U97Q0OU9KB;CHEMBL118166;NSC-4050;EINECS 200-988-5;Benzenemethanol, alpha,alpha-diphenyl-;Ph3C-Oh;AI3-08929;MFCD10565638;diphenyl-phenyl carbinol;tritylalcohol;Zidovudine impurity D;Ph3COH;Triphenylmethanol, 97%;Olmesartan trityl alcohol;CUPRICFLUOROSILICATE;SCHEMBL700;Spa-S-345;TRIPHENYLCARBINOL [MI];Benzenemethanol, ?,?-diphenyl-;DTXSID0058803;BDBM23784;LZTRCELOJRDYMQ-UHFFFAOYSA-;NSC4050;Triphenylmethanol / Tritylmethanol;TRIPHENYLMETHANOL [USP-RS];alpha,alpha-Diphenylbenzene-methanol;STK370823;AKOS002265728;.alpha.,.alpha.-Diphenyl-benzylalcohol;AM85903;CS-O-05577;CS-W012504;ZIDOVUDINE IMPURITY D [WHO-IP];Triphenylmethyl-containing compound, 13;131612-90-3;AS-11948;BP-12571;SY025338;ZIDOVUDINE IMPURITY D [EP IMPURITY];FT-0631329;T0516;Triphenylmethanol, purum, >=98.0% (HPLC);H11234;EN300-1654565;A838866;AR-360/42760202;U-45483;LOSARTAN POTASSIUM IMPURITY G [EP IMPURITY];Q-201895;Q2735403;F1908-0150;Z3018664754;Trityl alcohol resin (100-200 mesh, 1.2-2.0 mmol/g);Trityl alcohol resin (100-200 mesh, 2.1-4.0 mmol/g);Trityl alcohol resin (200-400 mesh, 1.2-2.0 mmol/g);Triphenylmethanol, United States Pharmacopeia (USP) Reference Standard;Zidovudine impurity D, European Pharmacopoeia (EP) Reference Standard

Chemical Property of Triphenylmethanol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Melting Point: 160-163 °C(lit.)
• Refractive Index: 1.621
• Boiling Point: 380 °C at 760 mmHg
• PKA: 12.73±0.29(Predicted)
• Flash Point: 168.7 °C
• PSA: 20.23000
• Density: 1.13 g/cm³
• LogP: 3.97080
• Storage Temp.: Store at RT.
• Solubility.: dioxane: 0.1 g/mL, clear
• Water Solubility.: INSOLUBLE
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 260.120115130
• Heavy Atom Count: 20
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Triphenylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
• 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. Triphenylmethanol (Zidovudine EP Impurity D) is a triaryl methane derivative as antiproliferative agent.

Technology Process of Triphenylmethanol

There total 789 articles about Triphenylmethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

triphenylmethyl phenyl sulfide (16928-73-7) → triphenylmethyl alcohol (76-84-6) + diphenyldisulfane (882-33-7)

Guidance literature:

In acetonitrile; at -5 ℃; for 3h; Product distribution; Irradiation; photochemical reaction of sulfides with tetranitromethane; oxidation and fragmentation products; oxidation, fragmentation, deprotonation and aromatic substitution pathways; generation of radical cations by chemical oxidation with triarylaminium salts;

DOI:10.1021/jo972183m

Reference yield: 57.0%

benzophenone radical anion potassium salt (763025-01-0) + nitrobenzene (98-95-3,26969-40-4) → triphenylmethyl alcohol (76-84-6) + benzoic acid (65-85-0,8013-63-6) + azoxybenzene (495-48-7,55599-32-1)

Guidance literature:

In 1,4-dioxane; for 24h;

Reference yield: 39.0%

3,6-diphenyl-1,2,4-trioxane (61040-98-0) + phenyllithium (591-51-5) → phenylethane 1,2-diol (93-56-1) + 1,1-Diphenylmethanol (91-01-0) + triphenylmethyl alcohol (76-84-6) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

In diethyl ether; at 20 ℃; for 4.5h; Product distribution; Mechanism; reaction with alkylmagnesium galides, single electron transfer mechanism;

upstream raw materials:

tetrahydrofuran

benzhydrylphenyl ether

phenyllithium

benzoic acid methyl ester

Downstream raw materials:

N-tritylacetamide

methoxytriphenylmethane

ditrityl peroxide

trityl chloride

Refernces

• 1、 Habib,Watts. "". . p. 2552,2556. Retrieved 1970.
• 2、 Lippert, Cameron A.,Hardcastle, Kenneth I.,Soper, Jake D.. "Harnessing redox-active ligands for low-barrier radical addition at oxorhenium complexes". . p. 9864 - 9878. Retrieved 2011.
• 3、 Barbieri, Alessia,Lanzalunga, Osvaldo,Lapi, Andrea,Di Stefano, Stefano. "N-Hydroxyphthalimide: A Hydrogen Atom Transfer Mediator in Hydrocarbon Oxidations Promoted by Nonheme Iron(IV)-Oxo Complexes". . p. 13549 - 13556. Retrieved 2019.
• 4、 Ottenbacher, Roman V.,Bryliakova, Anna A.,Shashkov, Mikhail V.,Talsi, Evgenii P.,Bryliakov, Konstantin P.. "To Rebound or...Rebound? Evidence for the "alternative Rebound" mechanism in Ca'H Oxidations by the systems nonheme Mn Complex/H2O2/carboxylic acid". . p. 5517 - 5524. Retrieved 2021/05/31.
• 5、 Quivelli, Andrea F.,D'Addato, Giovanna,Vitale, Paola,García-álvarez, Joaquín,Perna, Filippo M.,Capriati, Vito. "Expeditious and practical synthesis of tertiary alcohols from esters enabled by highly polarized organometallic compounds under aerobic conditions in Deep Eutectic Solvents or bulk water". . . Retrieved 2021/01/18.