Bromodiiodomethane

Base Information

• Chemical Name: Bromodiiodomethane
• CAS No.: 557-95-9
• Molecular Formula: CHBrI2
• Molecular Weight: 346.732
• DSSTox Substance ID: DTXSID70204235
• Nikkaji Number: J431F
• Wikidata: Q75057921
• Metabolomics Workbench ID: 118617
• Mol file: 557-95-9.mol

Synonyms:Bromodiiodomethane;557-95-9;bromo(diiodo)methane;Methane, bromodiiodo-;BDIM;CHBrI2;C-H-Br-I2;SCHEMBL1040225;DTXSID70204235;Bromodiiodomethane (>85per cent);AKOS030254988

Chemical Property of Bromodiiodomethane

Chemical Property:

• Vapor Pressure: 0.159mmHg at 25°C
• Melting Point: >49°C (dec.)
• Boiling Point: 221.5°Cat760mmHg
• Flash Point: 87.8°C
• PSA: 0.00000
• Density: 3.602g/cm³
• LogP: 2.53490
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 345.73511
• Heavy Atom Count: 4
• Complexity: 13.5

Purity/Quality:

99% ^*data from raw suppliers

Bromodiiodomethane(>85%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(Br)(I)I
• Uses: Bromodiiodomethane, is a Iodinated trihalomethanes (ITHMs),which can be used for several medicinal or pharmaceutical taste and odor events in drinking water.

Technology Process of Bromodiiodomethane

There total 2 articles about Bromodiiodomethane 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: 79.0%

α-bromoacetophenone (70-11-1) → bromodiiodomethane (557-95-9) + benzamide (55-21-0,27208-38-4)

Guidance literature:

With ammonium hydroxide; water; iodine; at 80 ℃; for 1h; Sealed tube;

DOI:10.1016/j.tetlet.2018.06.021

Reference yield:

dibromoiodomethane (593-94-2) → bromodiiodomethane (557-95-9) + iodoform (75-47-8) + Bromoform (75-25-2)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; Product distribution; Ambient temperature; phase transfer catalysis; in dependence on time;

Reference yield: 63.0%

bromodiiodomethane (557-95-9) + chlorodiiodomethane (638-73-3) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → ((1S,2R,3S)-2-iodo-3-phenylcyclopropyl)methanol (1202701-35-6) + ((1S,2R,3S)-2-bromo-3-phenylcyclopropyl)methanol (1433964-28-3) + ((1S,2R,3S)-2-chloro-3-phenylcyclopropyl)methanol (1433964-20-5)

Guidance literature:

bromodiiodomethane; chlorodiiodomethane; With diethylzinc; In dichloromethane; at -78 ℃; for 0.166667h; Inert atmosphere;

(2E)-3-phenyl-2-propen-1-ol; With (4R,5R)-2-butyl-N⁴,N⁴,N⁵,N⁵-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide; In dichloromethane; at -78 - -40 ℃; for 15h; Temperature; Concentration; enantioselective reaction; Inert atmosphere; Darkness;

DOI:10.1002/chem.201202528

upstream raw materials:

dibromoiodomethane

α-bromoacetophenone

Downstream raw materials:

1-bromo-2-phenylcyclopropane

1,1-Diodo-2,2-diphenylcyclopropan

1,1-dibromo-2,2-diphenylcyclopropane

1-bromo-1-iodo-2,2-diphenylcyclopropane

Refernces

• 1、 Dehmlow, Eckehard V.,Broda, Witold. "Applications of Phase Transfer Catalysis, 23. Note on Bromoiodocarbene and on Pertinent Halogen Exchange Processes". . p. 3894 - 3897. Retrieved 2007/10/02.