4-Amino-4'-iodobiphenyl

Base Information

• Chemical Name: 4-Amino-4'-iodobiphenyl
• CAS No.: 7285-77-0
• Molecular Formula: C12H10 I N
• Molecular Weight: 295.123
• NSC Number: 509232
• UNII: BHC4E31DEH
• DSSTox Substance ID: DTXSID1036834
• Nikkaji Number: J81.357E
• Wikidata: Q27894103
• Mol file: 7285-77-0.mol

Synonyms:7285-77-0;4-Amino-4'-iodobiphenyl;(4'-iodobiphenyl-4-yl)amine;4-(4-iodophenyl)aniline;4'-Iodo-[1,1'-biphenyl]-4-amine;4-iodo-4'-aminobiphenyl;(1,1'-Biphenyl)-4-amine, 4'-iodo-;BHC4E31DEH;4'-Iodo-(1,1'-biphenyl)-4-amine;BRN 2087177;NSC-509232;3-12-00-03193 (Beilstein Handbook Reference);4'-Iodo[1,1'-biphenyl]-4-amine;4'-IODO(1,1'-BIPHENYL)-4-AMINE;4'-Iodobiphenyl-4-amine;NSC509232;UNII-BHC4E31DEH;CBDivE_011651;C12H10IN;SCHEMBL4195826;DTXSID1036834;C12-H10-I-N;MFCD00545088;AKOS005068173;NSC 509232;SB82517;LS-08929;LS-44140;CS-0157512;E76784;Q27894103

Chemical Property of 4-Amino-4'-iodobiphenyl

Chemical Property:

• Boiling Point: 231.8°C (rough estimate)
• PSA: 26.02000
• Density: 1.6122 (estimate)
• LogP: 4.12160
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 294.98580
• Heavy Atom Count: 14
• Complexity: 167

Purity/Quality:

99%, ^*data from raw suppliers

(4'-Iodobiphenyl-4-yl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)I)N

Technology Process of 4-Amino-4'-iodobiphenyl

There total 8 articles about 4-Amino-4'-iodobiphenyl 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: 73.0%

4,4'-dinitrobiphenyl (1528-74-1) + 4-iodo-4'-nitrobiphenyl (29170-08-9) → 4-iodo-4'-aminobiphenyl (7285-77-0)

Guidance literature:

With hydrogenchloride; zinc; In ethanol; for 1h; Reflux;

DOI:10.1002/ejoc.200800211

Reference yield: 70.0%

4-iodo-4'-nitrobiphenyl (29170-08-9) → 4-iodo-4'-aminobiphenyl (7285-77-0)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

DOI:10.1002/hc.1087

Reference yield:

biphenyl (92-52-4,1594-86-1) → 4-iodo-4'-aminobiphenyl (7285-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; nitric acid

2: iron powder; H₂O

With water; iodine; nitric acid; iron; 1: Iodination / 2: Reduction;

DOI:10.1016/0165-1218(94)90058-2

upstream raw materials:

4-iodo-4'-nitrobiphenyl

p,p'-diaminobiphenyl

1-(4'-Iodo-biphenyl-4-yl)-ethanone oxime

sulfuric acid

Downstream raw materials:

diethyl 2,5-bis(4-iodophenyl-4-ylamino)terephthalate

dioctyl 2,5-bis(4'-iodophenyl-4-ylamino)terephthalate

4-hydroxy-4'-iodobiphenyl

4-(4-ethynylphenyl)aniline

Refernces

• 1、 Zhang, Yawei,Starynowicz, Przemyslaw,Christoffers, Jens. "Fluorescent bis(oligophenylylamino)terephthalates". experimental part. p. 3488 - 3495. Retrieved 2009/04/14.
• 2、 You,Brezzell,Das,Hooberman,Sinsheimer. "Substituent effects on the in vitro and in vivo genotoxicity of 4-aminobiphenyl and 4-aminostilbene derivatives". . p. 45 - 58. Retrieved 2007/10/03.