3-Iodo-5-nitroaniline

Base Information

• Chemical Name: 3-Iodo-5-nitroaniline
• CAS No.: 10394-64-6
• Molecular Formula: C6H5 I N2 O2
• Molecular Weight: 264.022
• Hs Code.: 2921420090
• European Community (EC) Number: 631-272-4
• NSC Number: 88993
• DSSTox Substance ID: DTXSID20146151
• Nikkaji Number: J55.228C
• Wikidata: Q83010889
• Mol file: 10394-64-6.mol

Synonyms:3-Iodo-5-nitroaniline;10394-64-6;Benzenamine, 3-iodo-5-nitro-;ANILINE, 3-IODO-5-NITRO-;NSC 88993;BRN 1944986;C6H5IN2O2;NSC88993;WLN: ZR CI ENW;NCIOpen2_005650;SCHEMBL6651088;DTXSID20146151;BKYNSFHBQVINES-UHFFFAOYSA-N;C6-H5-I-N2-O2;NSC-88993;AKOS015916483;LS-19848;EN300-1272900

Chemical Property of 3-Iodo-5-nitroaniline

Chemical Property:

• Vapor Pressure: 3.74E-06mmHg at 25°C
• Melting Point: 139.5-141 °C(lit.)
• Boiling Point: 385.7°Cat760mmHg
• Flash Point: 187°C
• PSA: 71.84000
• Density: 2.101g/cm³
• LogP: 2.88600
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 263.93957
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Iodo-5-nitroaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])I)N

Technology Process of 3-Iodo-5-nitroaniline

There total 4 articles about 3-Iodo-5-nitroaniline 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:

4-(3-iodo-5-nitrophenyl)-morpholine (1051899-19-4) → C7H5IN2O3 (1051901-13-3) + C8H9IN2O3 (1051901-11-1) + 4-(3-iodo-5-nitrophenyl)morpholin-3-one (1051899-21-8) + 3-nitro-5-iodoaniline (10394-64-6)

Guidance literature:

With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; at 25 ℃; for 13h; Heating / reflux;

Reference yield:

3,5-dinitroiodobenzene (6276-04-6) → 3-nitro-5-iodoaniline (10394-64-6)

Guidance literature:

With sodium sulfide;

DOI:10.1021/jo01078a015

Reference yield:

meta-dinitrobenzene (99-65-0) → 3-nitro-5-iodoaniline (10394-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂, SO₃/H₂SO₄

2: S, aq. Na₂S

With sodium sulfide; sulfuric acid; sulfur trioxide; iodine;

DOI:10.1021/jo01078a015

upstream raw materials:

3,5-dinitroiodobenzene

meta-dinitrobenzene

4-(3-iodo-5-nitrophenyl)-morpholine

1-fluoro-3-iodo-5-nitrobenzene

Downstream raw materials:

1-Fluoro-3-nitroiodobenzene

1-fluoro-3-iodo-5-nitrobenzene

3-(diethylamino)-5-iodoaniline

1,3-bis([3-diethylamino-5-(trimethylsilylethynyl)phenyl]ethynyl)-5-nitrobenzene

Refernces

• 1、 Wolff, J. Jens,Gredel, Frank,Oeser, Thomas,Irngartinger, Hermann,Pritzkow, Hans. "Crystal Engineering with Symmetrical Threefold Acceptor-Substituted Triaminobenzenes". . p. 29 - 38. Retrieved 2007/10/03.