2-(4-Bromophenyl)naphthalene

Base Information

• Chemical Name: 2-(4-Bromophenyl)naphthalene
• CAS No.: 22082-99-1
• Molecular Formula: C16H11Br
• Molecular Weight: 283.167
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID30420136
• Nikkaji Number: J3.129.352I
• Wikidata: Q72511082
• Mol file: 22082-99-1.mol

Synonyms:2-(4-bromophenyl)naphthalene;22082-99-1;2-(4-bromo-phenyl)-naphthalene;2-(4-bromophenyl)-naphthalene;Naphthalene, 2-(4-bromophenyl)-;UPCMLD00WMAL402;2(4-bromophenyl)naphthalene;2(4-bromophenyl) naphthalene;2-(4'-bromophenyl)naphthalene;2-(4-bromophenyl) naphthalene;SCHEMBL1153471;DTXSID30420136;SAODOTSIOILVSO-UHFFFAOYSA-N;MFCD09271778;AKOS016007714;SB66641;AS-18638;B4159;CS-0155879;FT-0698032;A846245

Chemical Property of 2-(4-Bromophenyl)naphthalene

Chemical Property:

• Vapor Pressure: 4.56E-06mmHg at 25°C
• Melting Point: 131.0 to 135.0 °C
• Refractive Index: 1.667
• Boiling Point: 394.251 °C at 760 mmHg
• Flash Point: 190.425 °C
• PSA: 0.00000
• Density: 1.381 g/cm³
• LogP: 5.26930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 282.00441
• Heavy Atom Count: 17
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Bromophenyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C3=CC=C(C=C3)Br
• Uses: 2-(4-Bromophenyl)naphthalene is used in the preparation of α-Phosphonosulfonate compounds which inhibit the enzyme squalene and thereby inhibit cholesterol biosynthesis.

Technology Process of 2-(4-Bromophenyl)naphthalene

There total 24 articles about 2-(4-Bromophenyl)naphthalene 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: 91.0%

3-(4-bromophenyl)-1-(2-(2-methoxyvinyl)phenyl)prop-2-yn-1-ol (1241602-88-9) → 2-(4-bromophenyl)naphthalene (22082-99-1)

Guidance literature:

With Echavarren's catalyst; In dichloromethane; at 23 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ja104743k

Reference yield: 81.0%

o-benzenedisulfonimide (4482-01-3) + naphthalene-2-boronic acid (32316-92-0) + 4-bromo-aniline (106-40-1) → 2-(4-bromophenyl)naphthalene (22082-99-1)

Guidance literature:

o-benzenedisulfonimide; 4-bromo-aniline; With acetic acid; at 0 - 5 ℃; for 0.166667h; Inert atmosphere;

With isopentyl nitrite; for 0.166667h; Inert atmosphere;

naphthalene-2-boronic acid; With bis[(trifluoromethanesulfonyl)imidate]-2-(dicyclohexyl(2’,6’-dimethoxybiphenyl))phosphine gold(I); caesium carbonate; In tetrahydrofuran; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.08.018

Reference yield: 77.0%

1,4-bromoiodobenzene (589-87-7) + 2-naphthylboronic acid → 2-(4-bromophenyl)naphthalene (22082-99-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine)palladium ⁽⁰⁾; In water;

upstream raw materials:

1,4-bromoiodobenzene

naphthalene-2-boronic acid

2-bromonaphthalene

1.4-dibromobenzene

Downstream raw materials:

3-Hydroxy-3-(4-naphth-2-yl-phenyl)piperidine

9-(4-(naphthalen-2-yl)phenyl)anthracene

4-(naphthalene-2-yl)phenylboronic acid pinacol ester

3,5-dimethyl-2-(4-naphthalen-2-yl-phenyl)pyrazine