1,3-Dibromo-2-iodobenzene

Base Information

• Chemical Name: 1,3-Dibromo-2-iodobenzene
• CAS No.: 19821-80-8
• Molecular Formula: C6H3Br2I
• Molecular Weight: 361.802
• Hs Code.: 2903999090
• European Community (EC) Number: 651-778-9
• DSSTox Substance ID: DTXSID10402899
• Nikkaji Number: J1.848.230D
• Wikidata: Q82206420
• Mol file: 19821-80-8.mol

Synonyms:1,3-dibromo-2-iodobenzene;19821-80-8;2,6-Dibromoiodobenzene;Benzene, 1,3-dibromo-2-iodo-;MFCD00192666;1,3-dibromo-2-iodo-benzene;2,6-Dibromjodbenzol;SCHEMBL1768568;DTXSID10402899;OIFRMZVTJQAPIF-UHFFFAOYSA-N;AKOS024427118;DS-9115;SY035493;CS-0029671;D4294;FT-0743325;A856761;InChI=1/C6H3Br2I/c7-4-2-1-3-5(8)6(4)9/h1-3

Chemical Property of 1,3-Dibromo-2-iodobenzene

Chemical Property:

• Melting Point: 99.8 °C
• Boiling Point: 303.7±22.0 °C(Predicted)
• PSA: 0.00000
• Density: 2.514±0.06 g/cm3(Predicted)
• LogP: 3.81620
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 361.76257
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Dibromo-2-iodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)I)Br

Technology Process of 1,3-Dibromo-2-iodobenzene

There total 6 articles about 1,3-Dibromo-2-iodobenzene 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: 93.0%

1,3-dibromobenzene (108-36-1) → 1,3-dibromo-2-iodo-benzene (19821-80-8)

Guidance literature:

1,3-dibromobenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1021/jacs.6b01976

Reference yield: 90.0%

2,6-dibromoaniline (608-30-0) → 1,3-dibromo-2-iodo-benzene (19821-80-8)

Guidance literature:

2,6-dibromoaniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h; Sealed tube; Inert atmosphere;

With potassium iodide; In dichloromethane; water; at 0 - 23 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01193

Reference yield: 79.0%

C10H13Br2N3 (401631-86-5) → 1,3-dibromobenzene (108-36-1) + 1,3-dibromo-2-iodo-benzene (19821-80-8)

Guidance literature:

With tetrafluoroboric acid; hydrogen iodide; In acetonitrile; at 60 ℃; for 24h;

DOI:10.1055/s-2001-18072

upstream raw materials:

2,6-dibromoaniline

C₁₀H₁₃Br₂N₃

1,3-dibromobenzene

Downstream raw materials:

N,N'-bis(3-(4-(1,1-dimethylnonyl)-phenylamino)-4,6-diisopropylene-phenyl)-4-tertbutyl-2,6-diamino-biphenyl

N-(3-(4-(1,1-dimethylnonyl)-phenylamino)-4,6-diisopropylene-phenyl)-4-tert-butyl-2,6-diamino-biphenyl

8-(4-tert-butylphenyl)-5,7,9,11,16,18,20,22-octahydro-16,16,18,18,20,20,22,22-octamethyl-2,14-bis-(1,1-dimethylnonyl)-5,7,9,11-tetraaza-nonacene

2,6-bis(N-benzylamino)-4'-tert-butylbiphenyl

Refernces

• 1、 Breher, Frank,Feuerstein, Wolfram. "Non-palindromic (C^C^D) gold(iii) pincer complexes are not accessible by intramolecular oxidative addition of biphenylenes - an experimental and quantum chemical study". . p. 9754 - 9767. Retrieved 2021.
• 2、 Bonnafoux, Laurence,Colobert, Fran?oise,Leroux, Frédéric R.. "2,2′,6-Tribromobiphenyl via transition-metal-free ARYNE coupling: A valuable tool in the synthesis of biphenyls". . p. 2953 - 2955. Retrieved 2010.
• 3、 -. "Excitation-adjustable single-component organic triarylboron room-temperature phosphorescent material". Paragraph 0044; 0049-0052. . Retrieved 2021/10/16.