7285-83-8

Basic information

• Product Name: 2,4,6-tris(phenylmethoxy)-1,3,5-triazine
• Synonyms: 2,4,6-tris(phenylmethoxy)-1,3,5-triazine;2,4,6-tris(benzyloxy)-1,3,5-triazine
• CAS NO: 7285-83-8
• Molecular Formula: C₂₄H₂₁N₃O₃
• Molecular Weight: 399.44184
• EINECS: -0
• Mol File: 7285-83-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 596.8°Cat760mmHg
• Flash Point: 207°C
• Appearance: /
• Density: 1.235g/cm³
• Vapor Pressure: 1.41E-13mmHg at 25°C
• Refractive Index: 1.623
• PKA: 1.75±0.10(Predicted)
• CAS DataBase Reference: 2,4,6-tris(phenylmethoxy)-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-tris(phenylmethoxy)-1,3,5-triazine(7285-83-8)
• EPA Substance Registry System: 2,4,6-tris(phenylmethoxy)-1,3,5-triazine(7285-83-8)

Safety Data

• Hazard Codes: 36/37/38
• Safety Statements: 26-36
• TSCA: No
• Hazardous Substances Data: 7285-83-8(Hazardous Substances Data)

Usage

Uses

An efficient non-hygroscopic, shelf- and air-stable O-Benzylating reagent (alternative to BTCAI, benzyl trichloroacetimidate; acid-catalyzed benzylation).

InChI:InChI=1/C24H21N3O3/c1-4-10-19(11-5-1)16-28-22-25-23(29-17-20-12-6-2-7-13-20)27-24(26-22)30-18-21-14-8-3-9-15-21/h1-15H,16-18H2

Upstream product

• 100-39-0 benzyl bromide 
• 51-79-6 urethane 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 103-50-4 dibenzyl ether 
• 2040-37-1 benzyl 1-phenylethyl ether 
• 1400787-34-9 1-acetoxy-10-(benzyloxy)decane 
• 64352-98-3 benzyl (2-(2-chloroethoxy)ethyl) ether 
• 1462-37-9 bromoethyl-2-benzyl ether 
• 56850-58-9 methyl (2R)-3-(benzyloxy)-2-methylpropanoate 
• 54783-72-1 ethyl (S)-2-(benzyloxy)propionate 
• 84954-30-3 4-benzyloxybiphenyl 
• 3879-79-6 methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 39502-94-8 (2,3,4,5,6-pentamethylphenyl)phenylmethane 
• 70770-06-8 1-benzyloxy-3-phenylpropane 
• 136375-73-0 [[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]oxy]methyl]benzene 
• 23569-25-7 1-adamantyl benzyl ether 
• 22767-96-0 Benzyl 3-phenylpropionate 

Relevant articles and documents

NLO Activity in some non-conjugated 3D triazine derivatives: A non-centrosymmetric crystal through conformational flexibility

Four derivatives of 2,4,6-tris(benzyloxy)-1,3,5-triazine are synthesized and detailed computational and non-linear optical investigations are carried out. Computations indicate four conformations with different energies in all the systems in the gas phase; and the individual dipole moments are also of different magnitude. HRS measurements of these molecules in solution reveal moderately large β values; structure-property relations are analyzed through computations. These molecules have one added advantage of nearly 100% optical transmission through the visible range, due to the non-conjugated structure. Molecule 1 [2,4,6-tris(benzyloxy)-1,3,5-triazine] crystallizes in a non-centrosymmetric space group by adopting the conformation with the lowest dipole moment but not the lowest energy. It also shows SHG activity in the solid state. The Royal Society of Chemistry 2006.

Nickel-Catalyzed Reductive Etherification of Aldehydes at Room Temperature: C-O vs C-C Bond Formation

The reaction of secondary and tertiary benzyl alcohols activated by 2,4,6-trichloro-1,3,5-triazine (TCT) with aldehydes in the presence of NiCl2·dmg as a precatalyst in ethylene glycol afforded ethers at room temperature. A selective C-O vs C-C bond formation was observed for the secondary and tertiary benzyl alcohols in comparison with primary ones.

A novel acid-catalyzed O-benzylating reagent with the smallest unit of imidate structure

Formal trimerization of the smallest unit of benzyl imidate leads to 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT), which can be used as an acid-catalyzed O-benzylating reagent. The reaction of various functionalized alcohols with 0.4 equiv of TriBOT in the presence of trifluoromethanesulfonic acid afforded the benzyl ethers in good yields. TriBOT is an inexpensive stable crystalline solid with high atom economy.