3-Chloro-4-iodoaniline

Base Information

• Chemical Name: 3-Chloro-4-iodoaniline
• CAS No.: 135050-44-1
• Molecular Formula: C6H5ClIN
• Molecular Weight: 253.47
• Hs Code.: 29214200
• NSC Number: 137036
• DSSTox Substance ID: DTXSID00300451
• Nikkaji Number: J597.368F
• Wikidata: Q72452367
• Mol file: 135050-44-1.mol

Synonyms:3-Chloro-4-iodoaniline;135050-44-1;Benzenamine, 3-chloro-4-iodo-;3-chloro-4-iodobenzenamine;MFCD00051845;3-chloro-4-iodo-aniline;NSC137036;3-chloro4-iodoaniline;3-Chloro-4-iodo aniline;3-chloro-4-iodo-phenylamine;(+/-)-JASMONICACID;SCHEMBL791259;3-Chloro-4-iodoaniline, 97%;DTXSID00300451;AKOS015848869;AB02146;AM61318;CS-W014090;FD10487;NSC-137036;PS-7438;SY014462;C2167;FT-0615410;EN300-88609;A806873;J-512236

Chemical Property of 3-Chloro-4-iodoaniline

Chemical Property:

• Appearance/Colour: greyish-green crystalline powder
• Vapor Pressure: 0.000518mmHg at 25°C
• Melting Point: 65-71 °C
• Refractive Index: 1.694
• Boiling Point: 312.8 °C at 760 mmHg
• PKA: 2.75±0.10(Predicted)
• Flash Point: 143 °C
• PSA: 26.02000
• Density: 2.015 g/cm³
• LogP: 3.10800
• Storage Temp.: Refrigerated.
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• 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%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Cl)I
• Uses: 3-Chloro-4-iodoaniline used as a intermediate for organic syntheses.

Technology Process of 3-Chloro-4-iodoaniline

There total 5 articles about 3-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: 99.0%

3-chloro-aniline (108-42-9) → 3-chloro-4-iodoaniline (135050-44-1)

Guidance literature:

With sodium hydrogencarbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; In methanol; dichloromethane; at 20 ℃; for 0.416667h;

DOI:10.5555/ol007034w

Reference yield: 96.0%

3-chloro-4-iodonitrobenzene (41252-96-4) → 3-chloro-4-iodoaniline (135050-44-1)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 12h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield:

3-chloro-aniline (108-42-9) → 5-chloro-2-iodoaniline (6828-35-9) + 3-chloro-4-iodoaniline (135050-44-1)

Guidance literature:

With N-iodo-succinimide; In dimethyl sulfoxide; at 20 ℃; for 72h; regioselective reaction;

DOI:10.1055/s-0031-1290118

upstream raw materials:

3-chloro-aniline

3-chloro-4-iodonitrobenzene

Downstream raw materials:

1-(3-chloro-4-iodophenyl)-2,5-dimethyl-1H-pyrrole

N-(3-chloro-4-iodo-phenyl)-4-methylbenzenesulfonamide

1-(3-chloro-4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole

3-chloro-4-methoxyaniline

Refernces

• 1、 Hajipour, Abdol R.,Arbabian, Marty,Ruoho, Arnold E.. "Tetramethylammonium dichloroiodate: An efficient and environmentally friendly iodination reagent for iodination of aromatic compounds under mild and solvent-free conditions". . p. 8622 - 8624. Retrieved 2002.
• 2、 Jagadeesh, Rajenahally V.,Natte, Kishore,Junge, Henrik,Beller, Matthias. "Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes". . p. 1526 - 1529. Retrieved 2015/03/14.
• 3、 Kahandal, Sandeep S.,Kale, Sandip R.,Gawande, Manoj B.,Zboril, Radek,Varma, Rajender S.,Jayaram, Radha V.. "Greener iodination of arenes using sulphated ceria-zirconia catalysts in polyethylene glycol". . p. 6267 - 6274. Retrieved 2014/01/23.