2-Chloro-4-iodoaniline

Base Information

• Chemical Name: 2-Chloro-4-iodoaniline
• CAS No.: 42016-93-3
• Molecular Formula: C6H5ClIN
• Molecular Weight: 253.47
• Hs Code.: 29214200
• European Community (EC) Number: 628-520-9
• NSC Number: 137040
• DSSTox Substance ID: DTXSID40962158
• Nikkaji Number: J1.801.613C
• Wikidata: Q72452381
• Mol file: 42016-93-3.mol

Synonyms:2-Chloro-4-iodoaniline;42016-93-3;2-chloro-4-iodo-phenylamine;Benzenamine, 2-chloro-4-iodo-;CCRIS 9438;MFCD00025298;NSC 137040;2-chloro-4-iodo-aniline;Clc1cc(I)ccc1N;NSC137040;SCHEMBL219910;2-Chloro-4-iodoaniline, 97%;DTXSID40962158;STR06050;STK345442;AKOS000111245;AC-3727;AM61967;NSC-137040;SY014305;BB 0245925;C1781;CS-0045016;FT-0611781;EN300-39014;A19795;Z381786936

Chemical Property of 2-Chloro-4-iodoaniline

Chemical Property:

• Appearance/Colour: grey to light orange crystalline powder
• Vapor Pressure: 0.0035mmHg at 25°C
• Melting Point: 70-73 °C(lit.)
• Refractive Index: 1.694
• Boiling Point: 281.7 °C at 760 mmHg
• PKA: 1.86±0.10(Predicted)
• Flash Point: 124.2 °C
• PSA: 26.02000
• Density: 2.015 g/cm³
• LogP: 3.10800
• Storage Temp.: Refrigerated.
• Sensitive.: Light Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 252.91552
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98% ^*data from raw suppliers

2-Chloro-4-iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; T; Xi; N
• Hazard Codes: T,N,Xi,Xn
• Statements: 25-37/38-41-51/53-36/37/38-20/21/22
• Safety Statements: 26-36/37-45-60-61-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)Cl)N

Technology Process of 2-Chloro-4-iodoaniline

There total 5 articles about 2-Chloro-4-iodoaniline 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: 61.0%

o-chloroaniline (95-51-2) → 2-chloro-4-iodoaniline (42016-93-3) + 2-chloro-4,6-diiodoaniline (89280-97-7)

Guidance literature:

With hydrogenchloride; sodium iodine dichloride; In methanol; water; at 20 ℃; for 3h; pH=1 - 2;

DOI:10.1080/00304948.2016.1206425

Reference yield:

o-chloroaniline (95-51-2) → 2-chloro-4-iodoaniline (42016-93-3) + 2,4-Dichloroaniline (554-00-7,51908-09-9)

Guidance literature:

With 1-butyl-3-methyl-pyridinium dichloroiodate; for 1h;

DOI:10.1039/c5ra14702f

Reference yield:

N-(2-chloro-4-iodo-phenyl)-acetamide (135050-05-4) → 2-chloro-4-iodoaniline (42016-93-3)

Guidance literature:

With potassium carbonate; at 130 ℃;

upstream raw materials:

N-(2-chloro-4-iodo-phenyl)-acetamide

4-(dichloroiodo)acetanilide

o-chloroaniline

Downstream raw materials:

N-{[2,4-bis(methyloxy)phenyl]methyl}-2-chloro-4-iodoaniline

C₁₈H₁₄ClN₅O₃

2‐chloro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)aniline

2-chloro-4-cyclopropylaniline

Refernces

• 1、 Deshmukh, Amarsinh,Gore, Babasaheb,Thulasiram, Hirekodathakallu V.,Swamy, Vincent P.. "Recyclable ionic liquid iodinating reagent for solvent free, regioselective iodination of activated aromatic and heteroaromatic amines". . p. 88311 - 88315. Retrieved 2015/11/09.