4-Iodo-N,N-diphenylaniline

Base Information

• Chemical Name: 4-Iodo-N,N-diphenylaniline
• CAS No.: 38257-52-2
• Molecular Formula: C18H14IN
• Molecular Weight: 371.22
• European Community (EC) Number: 811-086-1
• DSSTox Substance ID: DTXSID10595139
• Nikkaji Number: J3.192.893A
• Wikidata: Q72483581
• Mol file: 38257-52-2.mol

Synonyms:4-Iodo-N,N-diphenylaniline;38257-52-2;4-iodotriphenylamine;Benzenamine, 4-iodo-N,N-diphenyl-;4-diphenylamino-iodobenzene;4-Iodo-N.N-diphenylaniline;4-iodo-N,N-diphenylBenzenamine;SCHEMBL4796747;DTXSID10595139;OWWVTWHBNAWUJO-UHFFFAOYSA-N;4-Iodo-N,N-diphenylaniline, 98%;MFCD11046352;AKOS016008886;DS-4631;SB66968;DB-069661;CS-0040974;I0951;A852699

Chemical Property of 4-Iodo-N,N-diphenylaniline

Chemical Property:

• Melting Point: 107.1-107.9℃ (hexane )
• Boiling Point: 434.1±28.0 °C(Predicted)
• PKA: -3.71±0.30(Predicted)
• PSA: 3.24000
• Density: 1.529±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 5.76100
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 371.01710
• Heavy Atom Count: 20
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

4-Iodotriphenylamine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)I

Technology Process of 4-Iodo-N,N-diphenylaniline

There total 12 articles about 4-Iodo-N,N-diphenylaniline 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%

4-(diphenylamino)phenyl boronic acid (201802-67-7) → 4-(N,N-diphenylamino)iodobenzene (38257-52-2)

Guidance literature:

With N-iodo-succinimide; at 90 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1002/chem.201704534

Reference yield: 95.0%

para-diiodobenzene (624-38-4,1032416-46-8) + diphenylamine (122-39-4) → 4-(N,N-diphenylamino)iodobenzene (38257-52-2)

Guidance literature:

With 18-crown-6 ether; copper; potassium carbonate; In 1,2-dichloro-benzene; at 0 - 20 ℃; for 64h; Reflux;

DOI:10.1016/j.tet.2014.01.032

Reference yield: 92.5%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → 4-(N,N-diphenylamino)iodobenzene (38257-52-2)

Guidance literature:

4-N,N-diphenylamino-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.12.023

upstream raw materials:

para-diiodobenzene

N-phenyl-1-naphthylamine

diphenylamine

4-N,N-diphenylamino-1-bromobenzene

Downstream raw materials:

N,N,N',N'-tetraphenyl-p-phenylenediamine

N,N-diphenylaminobenzene

N,N'-Bis[4-(diphenylamino)phenyl]-N,N'-diphenyl-1,3-diaminobenzene

1-ethynyl-2,5-bis(dimesitylboryl)-4-[4-(N,N-diphenylamino)phenylethynyl]benzene

Refernces

• 1、 Ahn, Sung-Ok,Choi, Jae-Hong,Kim, Kyung-Won,Kwon, Su-Hyeon,Lee, Byung-Jun,Lee, Ju-Hong. "Synthesis and photophysical properties of fluorescent dyes based on triphenylamine, diphenylamine, diphenyl sulfone or triphenyltriazine derivatives containing an acetylene linkage group". . . Retrieved 2020/06/22.
• 2、 Webster, Stacey,O'Rourke, Kerry M.,Fletcher, Conor,Pimlott, Sally L.,Sutherland, Andrew,Lee, Ai-Lan. "Rapid Iododeboronation with and without Gold Catalysis: Application to Radiolabelling of Arenes". supporting information. p. 937 - 943. Retrieved 2017/12/26.