Triphenylmethyl bromide

Base Information

• Chemical Name: Triphenylmethyl bromide
• CAS No.: 596-43-0
• Deprecated CAS: 136684-50-9
• Molecular Formula: C19H15Br
• Molecular Weight: 323.232
• Hs Code.: 29039990
• European Community (EC) Number: 209-884-4
• NSC Number: 66464
• UNII: EWY6H8D4L5
• DSSTox Substance ID: DTXSID4060494
• Nikkaji Number: J6.784I
• Wikidata: Q72514754
• ChEMBL ID: CHEMBL270127
• Mol file: 596-43-0.mol

Synonyms:Methane,bromotriphenyl-(6CI,7CI,8CI);Bromotriphenylmethane;Triphenylbromomethane;Triphenylmethyl bromide;Trityl bromide;a-Bromotriphenylmethane;

Chemical Property of Triphenylmethyl bromide

Chemical Property:

• Appearance/Colour: light yellow powder
• Melting Point: 152-154 ºC
• Refractive Index: 1.617
• Boiling Point: 381.2 °C at 760 mmHg
• Flash Point: 183 °C
• PSA: 0.00000
• Density: 1.314 g/cm³
• LogP: 5.37340
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Solubility.: dioxane: 0.1 g/mL, clear
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 322.03571
• Heavy Atom Count: 20
• Complexity: 235

Purity/Quality:

98%,99%, ^*data from raw suppliers

TriphenylmethylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)Br
• Uses: Reagent for the preparation of trityl esters. It is considered as a more reactive reagent than Chlorotriphenyl-methane, for the preparation of trityl esters. It is also used in one-pot conversion of amino acids to their N-trityl derivatives involving N,O-ditritylation and selective methanolysis of the trityl ester.

Technology Process of Triphenylmethyl bromide

There total 26 articles about Triphenylmethyl bromide 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: 97.0%

Acetyl bromide (506-96-7) + methoxytriphenylmethane (596-31-6) → acetic acid methyl ester (79-20-9) + bromo-triphenyl-methane (596-43-0)

Guidance literature:

at 70 ℃; for 13h;

DOI:10.1134/S0012500806080027

Reference yield: 81.0%

Acetyl bromide (506-96-7) + Triphenylmethylethylether (968-39-8) → bromo-triphenyl-methane (596-43-0) + ethyl acetate (141-78-6)

Guidance literature:

at 70 ℃; for 13h;

DOI:10.1134/S0012500806080027

Reference yield:

triphenylmethane (519-73-3) → bromo-triphenyl-methane (596-43-0)

Guidance literature:

With tetrachloromethane; N-Bromosuccinimide;

upstream raw materials:

triphenylmethyl alcohol

Acetyl bromide

triphenylmethane

ditrityl peroxide

Downstream raw materials:

7,7-Diphenyl-p-mentha-1⁽⁷⁾,2,5-trien-8-carbonsaere-methylester

2-trityl-[1,3,2]dioxaphosphinane-2-oxide

4-methyl-2-trityl-[1,3,2]dioxaphosphinin-2-oxide

triphenylmethylphosphinic acid

Refernces

• 1、 Gazizov,Khairullina,Ibragimov,Karimova,Bagautdinova,Sinyashin. "Reaction of acyl halides and P(III) chlorides with alkyl diphenyl(or triphenyl)methyl ethers [2]". . p. 309 - 311. Retrieved 2008/01/08.
• 2、 Shaw, Henry,Perlmutter, Howard D.,Gu, Chen,Arco, Susan D.,Quibuyen, Titos O.. "Free-Radical Bromination of Selected Organic Compounds in Water". . p. 236 - 237. Retrieved 2007/10/03.