Benzyl peroxide

Base Information

• Chemical Name: Benzyl peroxide
• CAS No.: 13822-09-8
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.264
• DSSTox Substance ID: DTXSID30930023
• Nikkaji Number: J2.236.176G
• Wikidata: Q82905205
• Mol file: 13822-09-8.mol

Synonyms:benzyl peroxide;Peroxide, bis(phenylmethyl);13822-09-8;dibenzyl peroxide;benzylperoxide;dibenzylperoxide;SCHEMBL177923;DTXSID30930023;KQNZLOUWXSAZGD-UHFFFAOYSA-N;1,1'-[Peroxybis(methylene)]dibenzene

Chemical Property of Benzyl peroxide

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COOCC2=CC=CC=C2
• Recent ClinicalTrials: The Effect of Pretreatment for Propionibacterium Acnes on Surgical Site Burden in Shoulder Arthroplasty

Technology Process of Benzyl peroxide

There total 2 articles about Benzyl peroxide 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:

benzyl bromide (100-39-0) → benzyl peroxide (13822-09-8)

Guidance literature:

With 18-crown-6 ether; In benzene; at 20 ℃; for 5h;

DOI:10.1021/ja993570b

Reference yield:

Benzylperoxyradikal (4399-88-6) → benzyl peroxide (13822-09-8)

Guidance literature:

at 26.9 ℃; Rate constant; self-reaction;

DOI:10.1021/j100062a023

Reference yield: 50.0%

1-(3-cyano-4-fluoro-phenyl)-3-trifluoromethyl-5-methylpyrazole (209960-55-4) + benzyl peroxide (13822-09-8) → 1-(3-cyano-4-fluoro-phenyl)-3-trifluoromethyl-5-bromomethylpyrazole (209960-56-5)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane;

upstream raw materials:

Benzylperoxyradikal

benzyl bromide

Downstream raw materials:

1-(3-cyano-4-fluoro-phenyl)-3-trifluoromethyl-5-bromomethylpyrazole

ethyl 2-bromomethylpyridine-3-carboxylate

1,4-dibromo-2-(bromomethyl)benzene

benzyloxyl

Refernces

• 1、 Salamone, Michela,Anastasi, Gloria,Bietti, Massimo,Dilabio, Gino A.. "Diffusion controlled hydrogen atom abstraction from tertiary amines by the benzyloxyl radical. the importance of C-H/N hydrogen bonding". supporting information; experimental part. p. 260 - 263. Retrieved 2011/03/22.
• 2、 Bietti, Massimo,Calcagni, Alessandra,Salamone, Michela. "The role of structural effects on the reactions of alkoxyl radicals with trialkyl and triaryl phosphites. A time-resolved kinetic study". experimental part. p. 4514 - 4520. Retrieved 2010/10/02.