1-Bromo-2-cyanonaphthalene

Base Information

• Chemical Name: 1-Bromo-2-cyanonaphthalene
• CAS No.: 20176-08-3
• Molecular Formula: C11H6BrN
• Molecular Weight: 232.079
• European Community (EC) Number: 964-341-5
• DSSTox Substance ID: DTXSID10562725
• Wikidata: Q82446985
• Mol file: 20176-08-3.mol

Synonyms:1-Bromo-2-cyanonaphthalene;20176-08-3;1-Bromonaphthalene-2-carbonitrile;1-bromo-2-naphthonitrile;starbld0018156;SCHEMBL6235232;DTXSID10562725;CS-0373221;EN300-199600;G73670

Chemical Property of 1-Bromo-2-cyanonaphthalene

Chemical Property:

• Melting Point: 91 °C(Solv: ethanol (64-17-5))
• Boiling Point: 374.4±25.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.57±0.1 g/cm3(Predicted)
• LogP: 3.47398
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 230.96836
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

1-Bromo-2-cyanonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2Br)C#N

Technology Process of 1-Bromo-2-cyanonaphthalene

There total 7 articles about 1-Bromo-2-cyanonaphthalene 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: 95.0%

1-bromonaphthalene-2-carboxamide (288607-09-0) → 1-bromo-2-naphthalenyl-2-carbonitrile (20176-08-3)

Guidance literature:

With thionyl chloride; for 3h; Reflux; Inert atmosphere;

DOI:10.1039/c0ob00449a

Reference yield: 71.0%

(1-bromo-2-naphthyl)methanol (76635-70-6) → 1-bromo-2-naphthalenyl-2-carbonitrile (20176-08-3)

Guidance literature:

(1-bromo-2-naphthyl)methanol; With sodium azide; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; zinc trifluoromethanesulfonate; In acetonitrile; at 25 ℃; Irradiation;

With trifluorormethanesulfonic acid; In acetonitrile; for 1h;

DOI:10.1002/chem.202001332

Reference yield: 37.0%

1-Bromo-2-naphthalenediazonium tetrafluoroborate → 1-bromo-2-naphthalenyl-2-carbonitrile (20176-08-3)

Guidance literature:

In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)89785-4

upstream raw materials:

1-bromo-2-naphthylamine

1-bromo-2-naphthoic acid

1-bromonaphthalene-2-carboxamide

1-bromo-2-naphthaldehyde

Downstream raw materials:

1-bromo-2-naphthoic acid

1-Hydroxy-2-naphthalincarbonsaeureethylester

1-(1'-Benzoylacetonyl)-2-naphthoesaeure

(1-bromonaphthalen-2-ylmethyl)(cyclohex-2-enyl)carbamic acid tert-butyl ester