5-Iodobenzene-1,3-diamine

Base Information

• Chemical Name: 5-Iodobenzene-1,3-diamine
• CAS No.: 111938-17-1
• Molecular Formula: C6H7IN2
• Molecular Weight: 234.039
• NSC Number: 80185
• DSSTox Substance ID: DTXSID00292064
• Nikkaji Number: J1.437.212A
• Wikidata: Q82030206
• Mol file: 111938-17-1.mol

Synonyms:5-iodobenzene-1,3-diamine;111938-17-1;5-Iodo-benzene-1,3-diamine;1,3-Benzenediamine, 5-iodo-;5-iodo-1,3-phenylenediamine;NSC80185;NCIOpen2_004408;SCHEMBL8952443;DTXSID00292064;JYDAWJKJURFTTH-UHFFFAOYSA-N;NSC-80185;AKOS004121689;SB81254;CS-0239138;FT-0709175;EN300-206543;F87692;Z1269210269

Chemical Property of 5-Iodobenzene-1,3-diamine

Chemical Property:

• PSA: 52.04000
• LogP: 2.61800
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 233.96540
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

95% ^*data from raw suppliers

5-Iodobenzene-1,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1N)I)N

Technology Process of 5-Iodobenzene-1,3-diamine

There total 5 articles about 5-Iodobenzene-1,3-diamine 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: 100.0%

3,5-dinitroiodobenzene (6276-04-6) → 1-iodo-3,5-diaminobenzene (111938-17-1)

Guidance literature:

With tin(ll) chloride; In ethyl acetate;

DOI:10.1016/S0040-4039(03)01615-0

Reference yield:

3, 5-dinitroaniline (618-87-1) → 1-iodo-3,5-diaminobenzene (111938-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; sodium nitrite / 0 °C

1.2: 3 h / 20 °C

2.1: tin(II) chloride dihdyrate / ethanol / 1 h / 45 °C / Inert atmosphere

With tin(II) chloride dihdyrate; sulfuric acid; sodium nitrite; In ethanol;

DOI:10.3390/molecules25122914

Reference yield:

nitrobenzene (98-95-3,26969-40-4) → 1-iodo-3,5-diaminobenzene (111938-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid; sulfuric acid; guanidine nitrate

2: oleum, fuming sulfuric acid, 20% SO3; iodine / 2 h / 180 °C

3: tin(II) chloride dihdyrate / ethanol / 1 h / 70 °C

With oleum, fuming sulfuric acid, 20% SO3; tin(II) chloride dihdyrate; sulfuric acid; iodine; nitric acid; guanidine nitrate; In ethanol;

DOI:10.1002/cmdc.202100435

upstream raw materials:

3,5-dinitroiodobenzene

3, 5-dinitroaniline

nitrobenzene

meta-dinitrobenzene

Downstream raw materials:

1,3,5-Triiodobenzene

N-(3-iodo-5-{[(4-methylphenyl)sulfonyl]amino}phenyl)-4-methylbenzenesulfonamide

N,N'-bis(2-bromoethyl)-5-iodobenzene-1,3-di-p-tolylsulfonylamide

C₁₅H₁₆IN₃O