Triphenylmethyl chloride

Base Information

• Chemical Name: Triphenylmethyl chloride
• CAS No.: 76-83-5
• Molecular Formula: C19H15Cl
• Molecular Weight: 278.781
• Hs Code.: 2903.69
• European Community (EC) Number: 200-986-4
• NSC Number: 435
• UNII: 1D9GZ8QQXN
• DSSTox Substance ID: DTXSID3052511
• Nikkaji Number: J62.557D
• Wikipedia: Triphenylmethyl_chloride
• Wikidata: Q2790082
• ChEMBL ID: CHEMBL261393
• Mol file: 76-83-5.mol

Synonyms:triphenylmethylchloride;trityl chloride

Chemical Property of Triphenylmethyl chloride

Chemical Property:

• Appearance/Colour: white to yellow solid
• Vapor Pressure: 1.82E-05mmHg at 25°C
• Melting Point: 109-112 °C
• Refractive Index: 1.607
• Boiling Point: 374.3 °C at 760 mmHg
• Flash Point: 177.9 °C
• PSA: 0.00000
• Density: 1.141 g/cm³
• LogP: 5.21730
• Storage Temp.: Store under Nitrogen
• Sensitive.: Lachrymatory
• Solubility.: chloroform: 0.1 g/mL, clear
• Water Solubility.: Insoluble in water. Soluble in chloroform, hexane, benzene, ether, acetone and tetrahydrofuran.
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 278.0862282
• Heavy Atom Count: 20
• Complexity: 235

Purity/Quality:

99%, ^*data from raw suppliers

Trityl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 34-50/53-14-36/37
• Safety Statements: 26-36/37/39-45-61-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)Cl
• Uses: Trityl Chloride is an alkyl halide commonly used in organic synthesis to introduce the trityl protecting group. Trityl Chloride is used in the preparation of S-trityl-L-cysteine (STLC), a tight-bindin g inhibitor of Eg5 that prevents mitotic progression.

Technology Process of Triphenylmethyl chloride

There total 139 articles about Triphenylmethyl chloride 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: 81.0%

benzyl trityl ether (5333-62-0) → trityl chloride (76-83-5) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With indium; ammonium chloride; In methanol; for 27h; Reflux;

DOI:10.1016/j.tet.2016.10.020

Reference yield: 80.0%

stearyl trityl ether → 1-octadecanol (112-92-5) + trityl chloride (76-83-5)

Guidance literature:

With indium; ammonium chloride; In methanol; for 35h; Reagent/catalyst; Solvent; Temperature; Reflux;

DOI:10.1016/j.tet.2016.10.020

Reference yield: 75.0%

cyclopentyl trityl ether (1241-40-3) → Cyclopentanol (96-41-3) + trityl chloride (76-83-5)

Guidance literature:

With indium; ammonium chloride; In methanol; for 31h; Reflux;

DOI:10.1016/j.tet.2016.10.020

upstream raw materials:

oxalyl dichloride

triphenylmethyl alcohol

1-chloro-1-ethoxy-ethene

bromo-triphenyl-methane

Downstream raw materials:

methyl-[O⁴-acetyl-O²,O³-bis-(toluene-4-sulfonyl)-O⁶-trityl-α-D-glucopyranoside]

benzyl-{O²,O³-diacetyl-O⁴-[O²,O³-diacetyl-O⁴,O⁶-((R)-benzylidene)-α-D-glucopyranosyl]-O⁶-trityl-β-D-glucopyranoside}

1-(triphenylmethyl)piperidine

tetraphenylmethane

Refernces

• 1、 Williams, Charles R.,Harpp, David N.. "UNEXPECTED CATALYTIC SULFUR EXTRUSION IN THE REACTION OF TRIPHENYLMETHANESULFENYL CHLORIDE WITH THIOCARBONYLS". . p. 7633 - 7636. Retrieved 1991.
• 2、 -. "Process for preparing triphenylchloromethane". Paragraph 0042-0059. . Retrieved 2021/06/22.
• 3、 -. "Synthesis method of triphenylchloromethane". Paragraph 0018-0024. . Retrieved 2020/05/05.