2-Bromo-3-chloronaphthalene

Base Information

• Chemical Name: 2-Bromo-3-chloronaphthalene
• CAS No.: 71436-67-4
• Molecular Formula: C10H6BrCl
• Molecular Weight: 241.515
• DSSTox Substance ID: DTXSID30504324
• Wikidata: Q82358740
• Mol file: 71436-67-4.mol

Synonyms:2-Bromo-3-chloronaphthalene;71436-67-4;SCHEMBL1389495;DTXSID30504324;BS-53093;FT-0712692;E84688;EN300-6481240

Chemical Property of 2-Bromo-3-chloronaphthalene

Chemical Property:

• Melting Point: 115 °C
• Boiling Point: 323.0±15.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.592±0.06 g/cm3(Predicted)
• LogP: 4.25570
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 239.93414
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

≥99.0% ^*data from raw suppliers

2-Bromo-3-chloronaphthalene ^*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)Cl)Br

Technology Process of 2-Bromo-3-chloronaphthalene

There total 2 articles about 2-Bromo-3-chloronaphthalene 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:

1-bromo-3,4-benzo-6,6-dichlorobicyclo<3.1.0>hexane (71436-63-0) → 2-bromo-3-chloronaphthalene (71436-67-4) + 2,3-dichloronaphthalene (2050-75-1)

Guidance literature:

In dimethyl sulfoxide; at 40 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo01311a017

Reference yield:

1-bromo-3,4-benzo-6,6-dichlorobicyclo<3.1.0>hexane (71436-63-0) + potassium tert-butylate (865-47-4) → 2-chloronaphthalene (91-58-7) + 2-bromo-3-chloronaphthalene (71436-67-4) + 1-tert-butoxy-2-chloronaphthalene (71436-68-5) + 2-tert-Butoxy-3-chloro-naphthalene (71436-69-6) + 1,3-Di-tert-butoxynaphthalin (71436-70-9) + 1-bromo-2-chloronaphthalene (71436-66-3)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 0.5h; Mechanism; Product distribution;

DOI:10.1021/jo01311a017

Reference yield: 80.0%

(2-formyl-5-chlorophenyl)boronic acid (870238-36-1) + 2-bromo-3-chloronaphthalene (71436-67-4) → C17H10Cl2O (1228267-42-2)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; for 5h; Reflux;

upstream raw materials:

1-bromo-3,4-benzo-6,6-dichlorobicyclo<3.1.0>hexane

potassium tert-butylate

Downstream raw materials:

3-chloronaphthalene-2-carbaldehyde

C₁₇H₁₀Cl₂O

2-chloro-3-phenylnaphthalene