1-Bromo-8-iodonaphthalene

Base Information

• Chemical Name: 1-Bromo-8-iodonaphthalene
• CAS No.: 4044-58-0
• Molecular Formula: C10H6BrI
• Molecular Weight: 332.966
• European Community (EC) Number: 834-771-7
• DSSTox Substance ID: DTXSID10492912
• Nikkaji Number: J1.542.338B
• Mol file: 4044-58-0.mol

Synonyms:1-Bromo-8-iodonaphthalene;4044-58-0;8-Bromo-1-iodonaphthalene;MFCD11656276;Naphthalene, 1-bromo-8-iodo-;1-bromo-8-iodo-naphthalene;SCHEMBL20444328;DTXSID10492912;AKOS027323819;PB48210;CS-16297;SY234301;B5220;CS-0094862;FT-0724338;T70887

Chemical Property of 1-Bromo-8-iodonaphthalene

Chemical Property:

• Melting Point: 99.0 to 103.0 °C
• Boiling Point: 168°C/0.7mmHg(lit.)
• PSA: 0.00000
• Density: 2.057±0.06 g/cm3(Predicted)
• LogP: 4.20690
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 331.86976
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99.50% ^*data from raw suppliers

1-Bromo-8-iodonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Bromo-8-iodonaphthalene

There total 6 articles about 1-Bromo-8-iodonaphthalene 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: 90.0%

1,8-diiodonaphthalene (1730-04-7) → 1-bromo-8-iodo-naphthalene (4044-58-0)

Guidance literature:

1,8-diiodonaphthalene; With n-butyllithium; In diethyl ether; hexane; at -40 ℃; for 1h; Inert atmosphere;

With 1,2-dibromo-1,1,2,2-tetrachloroethane; In diethyl ether; at -40 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja506980p

Reference yield: 86.0%

1,8-dibromonaphthalene (17135-74-9) → 1-bromo-8-iodo-naphthalene (4044-58-0)

Guidance literature:

1,8-dibromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

With iodine; In tetrahydrofuran; hexane; at -80 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201507960

Reference yield:

1-amino-8-bromonaphthalene (62456-34-2) → 1-bromo-8-iodo-naphthalene (4044-58-0)

Guidance literature:

With sulfuric acid; Diazotization_.Erwaermen der Diazoniumsalz-Loesung mit KI;

DOI:10.1021/ja01870a044

upstream raw materials:

1-amino-8-bromonaphthalene

8-bromonaphthalene-1-carboxylic acid

1,8-dibromonaphthalene

naphthalene-1,8-diamine

Downstream raw materials:

1-bromo-8-(phenylethynyl)naphthalene

1-bromo-8-(5-tert-butyl-2,3-bis(trimethylsilylethynyl)phenyl)naphthalene

3H-3-azadibenzo[g,ij]naphtho[2,1,8-cde]azulene

Refernces

• 1、 -. "KRAS G12C INHIBITORS". Paragraph 0433-0434. . Retrieved 2020/03/23.
• 2、 Fell, Jay B.,Fischer, John P.,Baer, Brian R.,Blake, James F.,Bouhana, Karyn,Briere, David M.,Brown, Karin D.,Burgess, Laurence E.,Burns, Aaron C.,Burkard, Michael R.,Chiang, Harrah,Chicarelli, Mark J.,Cook, Adam W.,Gaudino, John J.,Hallin, Jill,Hanson, Lauren,Hartley, Dylan P.,Hicken, Erik J.,Hingorani, Gary P.,Hinklin, Ronald J.,Mejia, Macedonio J.,Olson, Peter,Otten, Jennifer N.,Rhodes, Susan P.,Rodriguez, Martha E.,Savechenkov, Pavel,Smith, Darin J.,Sudhakar, Niranjan,Sullivan, Francis X.,Tang, Tony P.,Vigers, Guy P.,Wollenberg, Lance,Christensen, James G.,Marx, Matthew A.. "Identification of the Clinical Development Candidate MRTX849, a Covalent KRASG12CInhibitor for the Treatment of Cancer". supporting information. p. 6679 - 6693. Retrieved 2020/04/20.