3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide

Base Information

• Chemical Name: 3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide
• CAS No.: 129536-41-0
• Molecular Formula: C49H43BrO6
• Molecular Weight: 807.781
• European Community (EC) Number: 678-063-4
• DSSTox Substance ID: DTXSID60474905
• Nikkaji Number: J891.579B
• Mol file: 129536-41-0.mol

Synonyms:129536-41-0;3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide;((((((5-(Bromomethyl)-1,3-phenylene)bis(oxy))bis(methylene))bis(benzene-5,3,1-triyl))tetrakis(oxy))tetrakis(methylene))tetrabenzene;1,3-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]-5-(bromomethyl)benzene;3,5-Bis(3,5-dibenzyloxybenzyloxy)benzyl Bromide;1,3-bis({[3,5-bis(benzyloxy)phenyl]methoxy})-5-(bromomethyl)benzene;3,5-Bis-[3,5-bis-(benzyloxy)benzyloxy]benzyl bromide;SCHEMBL5027658;DTXSID60474905;MFCD02093449;AKOS015839424;Benzene, 1,3-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]-5-(bromomethyl)-;AS-72928;B2118;CS-0435410;FT-0614482;T70195;3,5-BIS[3,5-BIS(BENZYLOXY)BENZYLOXY]BENZYLBROMIDE

Chemical Property of 3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 129oC
• Boiling Point: 894.004oC at 760 mmHg
• Flash Point: 384.274oC
• PSA: 55.38000
• Density: 1.288g/cm3
• LogP: 12.05550
• Storage Temp.: Refrigerator
• XLogP3: 11.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 19
• Exact Mass: 806.22430
• Heavy Atom Count: 56
• Complexity: 900

Purity/Quality:

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

3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2)COC3=CC(=CC(=C3)CBr)OCC4=CC(=CC(=C4)OCC5=CC=CC=C5)OCC6=CC=CC=C6)OCC7=CC=CC=C7
• Uses: 3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide (CAS# 129536-41-0) is a poly(aryl ether) dendron used in the preparation of dendronized catalysts, such as those for the Henry reaction, and the Suzuki-Miyaura reaction.

Technology Process of 3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl Bromide

There total 14 articles about 3,5-Bis[3,5-bis(benzyloxy)benzyloxy]benzyl 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: 93.0%

[3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-phenyl]-methanol (129536-40-9) → 3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide (129536-41-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine;

DOI:10.1039/c39900001010

Reference yield:

3,5-bis(benzyloxy)benzyl bromide (24131-32-6) → 3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide (129536-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / potassium iodide; potassium carbonate; [18]crown-6 / acetone / 10 h / Heating

2: 94 percent / LiAlH / tetrahydrofuran / 0 - 20 °C

3: 83 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C

With 18-crown-6 ether; carbon tetrabromide; potassium carbonate; triphenylphosphine; potassium iodide; In tetrahydrofuran; acetone;

DOI:10.1002/chem.200601361

Reference yield:

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → 3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide (129536-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C

2: 85 percent / potassium iodide; potassium carbonate; [18]crown-6 / acetone / 10 h / Heating

3: 94 percent / LiAlH / tetrahydrofuran / 0 - 20 °C

4: 83 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C

With 18-crown-6 ether; carbon tetrabromide; potassium carbonate; triphenylphosphine; potassium iodide; In tetrahydrofuran; acetone;

DOI:10.1002/chem.200601361

upstream raw materials:

[3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-phenyl]-methanol

methanesulfonic acid 3,5-bis-(3,5-bis-benzyloxy-benzyloxy)-benzyl ester

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3,5-bis(benzyloxy)benzoate

Downstream raw materials:

C₁₀₇H₉₁Cl₃O₁₆

3-[3,5-Bis-(3,5-bis-benzyloxy-benzyloxy)-benzyloxy]-5-hydroxy-benzoic acid 2,2,2-trichloro-ethyl ester

rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane

Refernces

• 1、 Hawker, Craig,Frechet, Jean M. J.. "A New Convergent Approach to Monodisperse Dendritic Macromolecules". . p. 1010 - 1013. Retrieved 1990.
• 2、 Wu, Peng,Ma, Dik-Lung,Leung, Chung-Hang,Yan, Siu-Cheong,Zhu, Nianyong,Abagyan,Che, Chi-Ming. "Stabilization of G-quadruplex DNA with platinum(II) Schiff base complexes: Luminescent probe and down-regulation of c-myc oncogene expression". experimental part. p. 13008 - 13021. Retrieved 2010/06/16.
• 3、 Mahmud, Ilias M.,Zhou, Ningzhang,Wang, Li,Zhao, Yuming. "Triazole-linked dendro[60]fullerenes: modular synthesis via a 'click' reaction and acidity-dependent self-assembly on the surface". experimental part. p. 11420 - 11432. Retrieved 2009/04/11.