4-Amino-3-iodobenzonitrile

Base Information

• Chemical Name: 4-Amino-3-iodobenzonitrile
• CAS No.: 33348-34-4
• Molecular Formula: C7H5IN2
• Molecular Weight: 244.035
• Hs Code.: 2926909090
• European Community (EC) Number: 628-074-5
• DSSTox Substance ID: DTXSID90403041
• Nikkaji Number: J1.345.273C
• Wikidata: Q72438374
• Mol file: 33348-34-4.mol

Synonyms:4-Amino-3-iodobenzonitrile;33348-34-4;4-Cyano-2-iodoaniline;Benzonitrile, 4-amino-3-iodo-;MFCD04039964;EN300-104430;2-iodo-4-cyanoaniline;4-cyano-6-iodoaniline;SCHEMBL98131;DTXSID90403041;UOWVTQFTEAYDLM-UHFFFAOYSA-N;BDBM625964;4-Amino-3-iodobenzonitrile, 98%;AKOS015889706;AB17464;AM61462;CS-W003146;DS-2278;4-AMINO-2-IODOBENZONITRILE 98;SY023677;FT-0647066;J-019157

Chemical Property of 4-Amino-3-iodobenzonitrile

Chemical Property:

• Vapor Pressure: 0.000191mmHg at 25°C
• Melting Point: 112-115 °C(lit.)
• Refractive Index: 1.704
• Boiling Point: 328.3 °C at 760 mmHg
• PKA: -0.34±0.10(Predicted)
• Flash Point: 152.3 °C
• PSA: 49.81000
• Density: 1.98 g/cm³
• LogP: 2.32628
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 243.94975
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-3-Iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)I)N
• Uses: Reactant involved in:Hydroamination-double hydroarylation for synthesis of fuzed carbazolesCycloisomerizations of aromatic homo- and bis-homopropargylic amine / amide intermediatesAsymmetric organocatalytic condensation and cycloadditionRegioselective aryl C-H bond functionalizationSynthesis of [(triisopropylsilyl)ethynyl]indole derivativesDomino condensation / S-arylation / heterocyclization reactions Palladium-catalyzed carbonylation of iodoanilines provides ketoamides in the presence of primary and secondary amines.8

Technology Process of 4-Amino-3-iodobenzonitrile

There total 3 articles about 4-Amino-3-iodobenzonitrile 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: 98.0%

4-Aminobenzonitrile (873-74-5) → 4-amino-3-iodobenzonitrile (33348-34-4)

Guidance literature:

With hydrogenchloride; potassium iodate; potassium iodide; In methanol; water;

DOI:10.1021/ja804604y

Reference yield: 36.0%

→ 4-amino-3-iodobenzonitrile (33348-34-4)

Guidance literature:

Reference yield:

N-iodo-succinimide (516-12-1) + 4-Aminobenzonitrile (873-74-5) → 4-amino-3-iodobenzonitrile (33348-34-4)

Guidance literature:

In ISOPROPYLAMIDE; at 20 - 45 ℃;

upstream raw materials:

4-Aminobenzonitrile

N-iodo-succinimide

Downstream raw materials:

4-fluoro-3-iodobenzonitrile

2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile

N-(4-cyano-2-iodophenyl)-2,2,2-trifluoroacetamide

(4-cyano-2-iodo-phenyl)-carbamic acid ethyl ester