5-Bromo-2-iodobenzotrifluoride

Base Information

• Chemical Name: 5-Bromo-2-iodobenzotrifluoride
• CAS No.: 364-12-5
• Molecular Formula: C7H3 Br F3 I
• Molecular Weight: 350.905
• Hs Code.: 2903999090
• European Community (EC) Number: 672-496-2
• DSSTox Substance ID: DTXSID60378434
• Wikidata: Q72457503
• Mol file: 364-12-5.mol

Synonyms:5-Bromo-2-iodobenzotrifluoride;364-12-5;4-bromo-1-iodo-2-(trifluoromethyl)benzene;MFCD00672935;SCHEMBL2296362;DTXSID60378434;AKOS009157955;AC-4119;AM61925;AS-11392;SY018883;CS-0040983;FT-0620098;A21342;Benzene, 4-bromo-1-iodo-2-(trifluoromethyl)-;EN300-318127

Chemical Property of 5-Bromo-2-iodobenzotrifluoride

Chemical Property:

• Melting Point: 73-75°C
• Boiling Point: 238.6°Cat760mmHg
• Flash Point: 98.1°C
• PSA: 0.00000
• Density: 2.176g/cm³
• LogP: 4.07250
• Storage Temp.: Refrigerated.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 349.84149
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

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

4-Bromo-1-iodo-2-(trifluoromethyl)benzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromo-2-iodobenzotrifluoride

There total 5 articles about 5-Bromo-2-iodobenzotrifluoride 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: 80.0%

4-bromo-2-trifluoromethyl-aniline (445-02-3) → 4-bromo-1-iodo-2-(trifluoromethyl)benzene (364-12-5)

Guidance literature:

With tert.-butylnitrite; iodine; In acetonitrile; for 18h;

DOI:10.1021/jm501181z

Reference yield: 77.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) → 4-bromo-1-iodo-2-(trifluoromethyl)benzene (364-12-5)

Guidance literature:

3-bromo-1-trifluoromethylbenzene; In tetrahydrofuran; hexane; pentane; at -30 ℃; for 20h;

With iodine; In tetrahydrofuran; hexane; pentane; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ja071268u

Reference yield:

1,4-bromoiodobenzene (589-87-7) + trifluoroacetic acid (76-05-1) → 1-bromo-4-iodo-2-(trifluoromethyl)benzene (364-11-4) + 4-bromo-1-iodo-2-(trifluoromethyl)benzene (364-12-5)

Guidance literature:

With dipotassium peroxodisulfate; sodium carbonate; silver carbonate; In acetonitrile; at 120 ℃; for 10h; Schlenk technique;

DOI:10.1021/ol503189j

upstream raw materials:

4-bromo-2-trifluoromethyl-aniline

2-(trifluoromethyl)benzenamine

3-bromo-1-trifluoromethylbenzene

4-bromo-1-nitro-2-(trifluoromethyl)benzene

Downstream raw materials:

3-bromo-1-trifluoromethylbenzene

Refernces

• 1、 Shi, Guangfa,Shao, Changdong,Pan, Shulei,Yu, Jingxun,Zhang, Yanghui. "Silver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent". supporting information. p. 38 - 41. Retrieved 2015/07/28.
• 2、 Malet-Sanz, Laia,Madrzak, Julia,Holvey, Rhian S.,Underwood, Toby. "A safe and reliable procedure for the iododeamination of aromatic and heteroaromatic amines in a continuous flow reactor". experimental part. p. 7263 - 7267. Retrieved 2010/03/03.