1-Benzyl-3,5-dibromobenzene

Base Information

• Chemical Name: 1-Benzyl-3,5-dibromobenzene
• CAS No.: 71572-36-6
• Molecular Formula: C13H10Br2
• Molecular Weight: 326.03
• NSC Number: 87361
• DSSTox Substance ID: DTXSID20293134
• Wikidata: Q82031752
• Mol file: 71572-36-6.mol

Synonyms:1-benzyl-3,5-dibromobenzene;71572-36-6;NSC87361;NCIOpen2_009430;3-Bromo-5-benzyl-bromobenzene;SCHEMBL6481288;DTXSID20293134;VUWKGSUXPFUDGQ-UHFFFAOYSA-N;NSC-87361;CS-0190578;FT-0731423;E91925

Chemical Property of 1-Benzyl-3,5-dibromobenzene

Chemical Property:

• Vapor Pressure: 3.2E-05mmHg at 25°C
• Boiling Point: 365.9°Cat760mmHg
• Flash Point: 204.4°C
• Density: 1.62g/cm³
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 325.91288
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC(=CC(=C2)Br)Br

Technology Process of 1-Benzyl-3,5-dibromobenzene

There total 9 articles about 1-Benzyl-3,5-dibromobenzene 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:

3,5-dibromo-benzhydrol (51339-31-2) → 3-benzyl-1,5-dibromobenzene (71572-36-6)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm025553u

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 3-benzyl-1,5-dibromobenzene (71572-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / diethyl ether; various solvent(s) / 0.67 h / -78 - -65 °C

1.2: diethyl ether; various solvent(s) / -65 - 20 °C

2.1: 26.4 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane;

DOI:10.1021/jm025553u

Reference yield:

benzaldehyde (100-52-7) → 3-benzyl-1,5-dibromobenzene (71572-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / diethyl ether; various solvent(s) / 0.67 h / -78 - -65 °C

1.2: diethyl ether; various solvent(s) / -65 - 20 °C

2.1: 26.4 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane;

DOI:10.1021/jm025553u

upstream raw materials:

2,6-dibromo-4-phenylmethylaniline

3,5-dibromo-benzhydrol

1,3,5-trisbromobenzene

benzaldehyde

Downstream raw materials:

2-(3-benzyl-5-bromo-phenyl)-pyrazine

1-(3-benzyl-5-[1,2,4]triazol-1-ylmethylphenyl)-3-(4-methylpyridin-2-yl)-propane-1,3-dione

1-(3-benzyl-5-pyrazin-2-ylmethylphenyl)-3-(4-methylpyridin-2-yl)-propane-1,3-dione

1-[3-benzyl-5-(2-oxo-2H-pyridin-1-ylmethyl)phenyl]-3-(4-methylpyridin-2-yl)-propane-1,3-dione

Refernces

• 1、 Zhuang, Linghang,Wai, John S.,Embrey, Mark W.,Fisher, Thorsten E.,Egbertson, Melissa S.,Payne, Linda S.,Guare Jr., James P.,Vacca, Joseph P.,Hazuda, Daria J.,Felock, Peter J.,Wolfe, Abigail L.,Stillmock, Kara A.,Witmer, Marc V.,Moyer, Gregory,Schleif, William A.,Gabryelski, Lori J.,Leonard, Yvonne M.,Lynch Jr., Joseph J.,Michelson, Stuart R.,Young, Steven D.. "Design and synthesis of 8-hydroxy-[1,6]naphthyridines as novel inhibitors of HIV-1 integrase in vitro and in infected cells". . p. 453 - 456. Retrieved 2007/10/03.
• 2、 -. "HIV integrase inhibitors". . . Retrieved 2008/06/13.