4-Bromonaphthalene-1-carbonitrile

Base Information

• Chemical Name: 4-Bromonaphthalene-1-carbonitrile
• CAS No.: 92616-49-4
• Molecular Formula: C11H6BrN
• Molecular Weight: 232.079
• Hs Code.: 2926909090
• European Community (EC) Number: 827-377-1
• DSSTox Substance ID: DTXSID30562722
• Nikkaji Number: J3.383.637F
• Wikidata: Q82446982
• Mol file: 92616-49-4.mol

Synonyms:4-Bromo-1-naphthonitrile;92616-49-4;4-Bromonaphthalene-1-carbonitrile;MFCD17012445;1-Naphthalenecarbonitrile, 4-bromo-;1-bromo-4-cyanonaphthalene;SCHEMBL1343517;AMY7796;DTXSID30562722;ITKIWUNXKKMMSE-UHFFFAOYSA-N;BCP17063;VT1258;AKOS016008642;CS-W020623;SY023954;A860034

Chemical Property of 4-Bromonaphthalene-1-carbonitrile

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 100 - 102 °C
• Boiling Point: 352.9±15.0 °C(Predicted)
• PSA: 23.79000
• Density: 1.57±0.1 g/cm3(Predicted)
• LogP: 3.47398
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

97% ^*data from raw suppliers

4-Bromonaphthalene-1-carbonitrile ^*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 4-Bromonaphthalene-1-carbonitrile

There total 16 articles about 4-Bromonaphthalene-1-carbonitrile 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: 81.0%

4-Bromo-1-naphthylamine (2298-07-9) + copper(l) cyanide → 4-bromonaphthalene-1-carbonitrile (92616-49-4)

Guidance literature:

4-Bromo-1-naphthylamine; With tert.-butylnitrite; boron trifluoride diethyl etherate; In tetrahydrofuran; 1,2-dimethoxyethane; at -15 ℃; for 1h;

copper(l) cyanide; With potassium cyanide; In water; acetonitrile; for 2h; Reflux;

DOI:10.1002/ejoc.201201752

Reference yield: 80.0%

1-bromo-4-methylnaphthalene (6627-78-7) → 4-bromonaphthalene-1-carbonitrile (92616-49-4)

Guidance literature:

1-bromo-4-methylnaphthalene; With hydrogen bromide; dihydrogen peroxide; In tetrachloromethane; water; at 20 ℃; for 2h; Irradiation;

With ammonia; iodine; In tetrachloromethane; water; acetonitrile; at 20 - 60 ℃; for 4h;

DOI:10.1002/ejoc.201402270

Reference yield: 78.87%

1-bromo-4-bromomethyl-naphthalene (79996-99-9) → 4-bromonaphthalene-1-carbonitrile (92616-49-4)

Guidance literature:

With ammonia; iodine; In 1,4-dioxane; at 30 ℃; for 3.5h;

upstream raw materials:

C₁₆H₁₁BrN₂S

tetra-n-butylammonium cyanide

1,4-dibromonaphthalene

copper(I) cyanide

Downstream raw materials:

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-carbonitrile

4-bromo-1-naphthoic acid chloride

ethyl 4-Bromo-1-naphthoate

4-cyanonaphthalene-1-carboxyaldehyde