1,4-Diiodonaphthalene

Base Information

• Chemical Name: 1,4-Diiodonaphthalene
• CAS No.: 36316-83-3
• Molecular Formula: C10H6I2
• Molecular Weight: 379.96358
• DSSTox Substance ID: DTXSID80501282
• Nikkaji Number: J469.455D
• Wikidata: Q82353558
• Mol file: 36316-83-3.mol

Synonyms:1,4-Diiodonaphthalene;36316-83-3;SCHEMBL3193406;DTXSID80501282;FT-0715247

Chemical Property of 1,4-Diiodonaphthalene

Chemical Property:

• PSA: 0.00000
• LogP: 4.04900
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 379.85590
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

95% ^*data from raw suppliers

1,4-Diiodonaphthalene ^*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=C2I)I

Technology Process of 1,4-Diiodonaphthalene

There total 9 articles about 1,4-Diiodonaphthalene 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: 89.0%

[{Na4Mg2(2,2,6,6-tetramethylpiperidide)4(2,2,6-trimethyl-1,2,3,4-tetrahydropyridide)2}(1,4-C10H6)] → 1,4-diiodonaphthalene (36316-83-3)

Guidance literature:

With iodine; In tetrahydrofuran; methyl cyclohexane;

DOI:10.1039/c3sc52816b

Reference yield: 69.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) → 1,4-diiodonaphthalene (36316-83-3)

Guidance literature:

With Barluenga reagent; trifluorormethanesulfonic acid; at 20 ℃; for 15h;

DOI:10.1002/anie.200504448

Reference yield: 61.0%

1,4-dibromonaphthalene (83-53-4) → 1,4-diiodonaphthalene (36316-83-3)

Guidance literature:

1,4-dibromonaphthalene; With tert.-butyl lithium; In diethyl ether; pentane;

With iodine; In diethyl ether; pentane;

DOI:10.1055/s-1999-3525

upstream raw materials:

1-iodo-4-nitronaphthalene

naphthalene-1,4-disulfinic acid

1-Iodonaphthalene

1,4-dibromonaphthalene

Downstream raw materials:

1,4-bis((Z)-5-phenyl-5-((2,4,6-tri-tert-butylphenyl)phosphinylidene)penta-1,3-diynyl)naphthalene

C₁₂₂H₁₇₂O₆

1,4-bis(phenylglyoxaloyl)naphthalene

2,2'-(naphthalene-1,4-diyl)dibenzaldehyde

Refernces

• 1、 Martinez-Martinez,Armstrong,Conway,Fleming,Klett,Kennedy,Mulvey,Robertson,O'Hara. "Pre-inverse-crowns: Synthetic, structural and reactivity studies of alkali metal magnesiates primed for inverse crown formation". . p. 771 - 781. Retrieved 2014/01/17.
• 2、 Barluenga, Jose,Trincado, Monica,Rubio, Eduardo,Gonzalez, Jose M.. "Direct intramolecular arylation of aldehydes promoted by reaction with IPy2BF4/HBF4: Synthesis of benzocyclic ketones". . p. 3140 - 3143. Retrieved 2007/10/03.