5-Bromo-2-iodoaniline

Base Information

• Chemical Name: 5-Bromo-2-iodoaniline
• CAS No.: 64085-52-5
• Molecular Formula: C6H5BrIN
• Molecular Weight: 297.921
• Hs Code.: 2921420090
• European Community (EC) Number: 812-880-0
• DSSTox Substance ID: DTXSID60549965
• Nikkaji Number: J2.607.755I
• Wikidata: Q72457444
• Mol file: 64085-52-5.mol

Synonyms:5-bromo-2-iodoaniline;64085-52-5;MFCD09753734;BENZENAMINE, 5-BROMO-2-IODO-;5-BROMO-2-IODOBENZENAMINE;5-Bromo-2-iodo-phenylamine;5-bromanyl-2-iodanyl-aniline;SCHEMBL1574809;DTXSID60549965;KISIGYZVSJKAEK-UHFFFAOYSA-N;CL8447;AKOS008128733;AB51497;CS-W004813;AC-28491;DS-14690;SY029040;EN300-52497;AB01004768-01;A834636;Z414834736

Chemical Property of 5-Bromo-2-iodoaniline

Chemical Property:

• Melting Point: 55 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
• Boiling Point: 309.522 °C at 760 mmHg
• PKA: 1.46±0.10(Predicted)
• Flash Point: 140.994 °C
• PSA: 26.02000
• Density: 2.292 g/cm³
• LogP: 3.21710
• Storage Temp.: Refrigerated.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 296.86501
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-iodoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)N)I

Technology Process of 5-Bromo-2-iodoaniline

There total 5 articles about 5-Bromo-2-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: 93.6%

4-bromo-1-iodo-2-nitrobenzene (112671-42-8) → 5-bromo-2-iodo-aniline (64085-52-5)

Guidance literature:

With iron; ammonium chloride; In tetrahydrofuran; ethanol; water; at 70 ℃; for 3h;

Reference yield:

4-Bromo-2-nitroaniline (875-51-4) → 5-bromo-2-iodo-aniline (64085-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium nitrite, 5N HCl; 2.) aq. KI / 1.) 0-10 deg C; 2.) RT, 30 min

2: 69 percent / SnCl₂, conc. HCl / ethanol / 0.25 h / 50 - 60 °C

With hydrogenchloride; potassium iodide; tin(ll) chloride; sodium nitrite; In ethanol;

Reference yield:

N-(4-bromo-2-nitrophenyl)acetamide (881-50-5) → 5-bromo-2-iodo-aniline (64085-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 3N KOH / 24 h / Heating

2: 1.) sodium nitrite, 5N HCl; 2.) aq. KI / 1.) 0-10 deg C; 2.) RT, 30 min

3: 69 percent / SnCl₂, conc. HCl / ethanol / 0.25 h / 50 - 60 °C

With hydrogenchloride; potassium hydroxide; potassium iodide; tin(ll) chloride; sodium nitrite; In ethanol;

upstream raw materials:

4-bromo-1-iodo-2-nitrobenzene

N-(4-bromo-2-nitrophenyl)acetamide

4-bromoacetanilide

4-Bromo-2-nitroaniline

Downstream raw materials:

5-bromo-2-phenylbenzo[d]thiazole

Refernces

• 1、 Dockendorff, Chris,Gandhi, Disha M.,Kimball, Ian H.,Eum, Kenneth S.,Rusinova, Radda,Ingólfsson, Helgi I.,Kapoor, Ruchi,Peyear, Thasin,Dodge, Matthew W.,Martin, Stephen F.,Aldrich, Richard W.,Andersen, Olaf S.,Sack, Jon T.. "Synthetic Analogues of the Snail Toxin 6-Bromo-2-mercaptotryptamine Dimer (BrMT) Reveal That Lipid Bilayer Perturbation Does Not Underlie Its Modulation of Voltage-Gated Potassium Channels". . p. 2733 - 2743. Retrieved 2018/05/23.
• 2、 Xu, Pei,Wang, Fei,Wei, Tian-Qi,Yin, Ling,Wang, Shun-Yi,Ji, Shun-Jun. "Palladium-Catalyzed Incorporation of Two C1 Building Blocks: The Reaction of Atmospheric CO2 and Isocyanides with 2-Iodoanilines Leading to the Synthesis of Quinazoline-2,4(1H,3H)-diones". supporting information. p. 4484 - 4487. Retrieved 2017/09/11.