3,5-Dibenzyloxybenzyl Bromide

Base Information

• Chemical Name: 3,5-Dibenzyloxybenzyl Bromide
• CAS No.: 24131-32-6
• Molecular Formula: C21H19 Br O2
• Molecular Weight: 383.285
• Hs Code.: 2909309090
• European Community (EC) Number: 629-820-2
• DSSTox Substance ID: DTXSID00375482
• Nikkaji Number: J865.782C
• Wikidata: Q72444259
• Mol file: 24131-32-6.mol

Synonyms:24131-32-6;3,5-Dibenzyloxybenzyl Bromide;3,5-Bis(benzyloxy)benzyl Bromide;1-(bromomethyl)-3,5-bis(phenylmethoxy)benzene;3,5-Dibenzyloxy-alpha-bromotoluene;(((5-(Bromomethyl)-1,3-phenylene)bis(oxy))bis(methylene))dibenzene;1,3-bis(benzyloxy)-5-(bromomethyl)benzene;3,5-Dibenzyloxybromobenzyl;SCHEMBL4825449;DTXSID00375482;MFCD02093444;3,5-Dibenzyloxybenzyl Bromide, 98%;AKOS015839495;1,3-Dibenzyloxy-5-(bromomethyl)benzene;BS-23019;B2093;CS-0435425;FT-0638398;T70622;A817112;(5-(bromomethyl)-1,3-phenylene)bis(oxy)bis(methylene)dibenzene;3,5-bis(benzyloxy)benzyl bromide aka 3,5-dibenzyloxybenzyl bromide aka 3,5-dibenzyloxy-a-bromotoluene

Chemical Property of 3,5-Dibenzyloxybenzyl Bromide

Chemical Property:

• Vapor Pressure: 8.44E-10mmHg at 25°C
• Melting Point: 86-88
• Boiling Point: 504.3°C at 760 mmHg
• Flash Point: 209.8°C
• PSA: 18.46000
• Density: 1.329±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 5.73950
• Storage Temp.: Refrigerator
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 382.05684
• Heavy Atom Count: 24
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

3,5-Bis(benzyloxy)benzylBromide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=CC(=C2)CBr)OCC3=CC=CC=C3

Technology Process of 3,5-Dibenzyloxybenzyl Bromide

There total 14 articles about 3,5-Dibenzyloxybenzyl 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: 99.0%

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → 3,5-bis(benzyloxy)benzyl bromide (24131-32-6)

Guidance literature:

With phosphorus tribromide; In diethyl ether; at 20 ℃; for 4h;

DOI:10.1002/adsc.200700338

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 3,5-bis(benzyloxy)benzyl bromide (24131-32-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / potassium iodide; potassium carbonate; [18]crown-6 / acetone / 12 h / Heating

2: 98 percent / LiAlH₄ / tetrahydrofuran / 6.5 h / 0 - 20 °C

3: 88 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C

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

DOI:10.1002/chem.200601361

Reference yield:

methyl 3,5-bis(benzyloxy)benzoate (58605-10-0) → 3,5-bis(benzyloxy)benzyl bromide (24131-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 6.5 h / 0 - 20 °C

2: 88 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C

With lithium aluminium tetrahydride; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran;

DOI:10.1002/chem.200601361

upstream raw materials:

3,5-dibenzyloxybenzyl alcohol

methanesulfonyl 3,5-dibenzyloxybenzyl alcohol

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3,5-bis(benzyloxy)benzoate

Downstream raw materials:

diethyl <3,5-bis(benzyloxy)benzyl>phosphonate

(E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

(E)-1-[3'-(4''-t-butylbenzoyl)benzamido-4'-benzyloxy]phenyl-2-(3''',5'''-dibenzyloxy)phenylethene

Refernces

• 1、 Romero, Kevin J.,Galliher, Matthew S.,Raycroft, Mark A. R.,Chauvin, Jean-Philippe R.,Bosque, Irene,Pratt, Derek A.,Stephenson, Corey R. J.. "Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the Resultant Quinone Methide Dimers". supporting information. p. 17125 - 17129. Retrieved 2018/12/04.
• 2、 Kinney, William A.,McDonnell, Mark E.,Zhong, Hua Marlon,Liu, Chaomin,Yang, Lanyi,Ling, Wei,Qian, Tao,Chen, Yu,Cai, Zhijie,Petkanas, Dean,Brenneman, Douglas E.. "Discovery of KLS-13019, a Cannabidiol-Derived Neuroprotective Agent, with Improved Potency, Safety, and Permeability". . p. 424 - 428. Retrieved 2016/05/19.