1,3-Dibromo-5-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1,3-Dibromo-5-(trifluoromethyl)benzene
• CAS No.: 401-84-3
• Molecular Formula: C7H3Br2F3
• Molecular Weight: 303.904
• Hs Code.: 2903999090
• European Community (EC) Number: 674-736-1
• DSSTox Substance ID: DTXSID00366279
• Wikidata: Q82151412
• Mol file: 401-84-3.mol

Synonyms:1,3-dibromo-5-(trifluoromethyl)benzene;401-84-3;3,5-Dibromobenzotrifluoride;Benzene, 1,3-dibromo-5-(trifluoromethyl)-;SCHEMBL1082212;DTXSID00366279;HMS1787J22;AMY40553;MFCD00526219;AKOS001026740;CS-W016753;PS-7116;D4807;FT-0687067;1,3-bis(bromanyl)-5-(trifluoromethyl)benzene;F14535;A824964

Chemical Property of 1,3-Dibromo-5-(trifluoromethyl)benzene

Chemical Property:

• Vapor Pressure: 0.467mmHg at 25°C
• Melting Point: 47.4-48.0 °C
• Refractive Index: 1.512
• Boiling Point: 200.1 °C at 760 mmHg
• Flash Point: 74.8 °C
• PSA: 0.00000
• Density: 1.956 g/cm³
• LogP: 4.23040
• Storage Temp.: Room temperature.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 303.85331
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

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

1,3-Dibromo-5-(trifluoromethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1Br)Br)C(F)(F)F
• Uses: 3,5-Dibromobenzotrifluoride used as a intermediate in organic synthesis and pharmaceuticals.

Technology Process of 1,3-Dibromo-5-(trifluoromethyl)benzene

There total 4 articles about 1,3-Dibromo-5-(trifluoromethyl)benzene 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: 90.0%

5-(trifluoromethyl)benzene-1,3-diamine (368-53-6) → 1,3-dibromo-5-(trifluoromethyl)benzene (401-84-3)

Guidance literature:

5-(trifluoromethyl)benzene-1,3-diamine; With hydrogen bromide; In water; at 25 ℃; for 18h; Inert atmosphere;

With sodium nitrite; In water; at 0 ℃; for 1.5h; Inert atmosphere;

With hydrogen bromide; copper(I) bromide; In water; at 0 - 70 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c5cc06548h

Reference yield:

α,α,α-trifluorotoluene (98-08-8) → 1,2-dibromo-4-(trifluoromethyl)benzene (7657-08-1) + 1,3-dibromo-5-(trifluoromethyl)benzene (401-84-3) + 1,4-dibromo-2-(trifluoromethyl)benzene (7657-09-2)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; bromine; at 100 ℃; for 7h; Yield given. Yields of byproduct given;

Reference yield:

α,α,α-trifluorotoluene (98-08-8) → 3-bromo-1-trifluoromethylbenzene (401-78-5) + 1,2-dibromo-4-(trifluoromethyl)benzene (7657-08-1) + 1,3-dibromo-5-(trifluoromethyl)benzene (401-84-3) + 1,4-dibromo-2-(trifluoromethyl)benzene (7657-09-2)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; bromine; at 100 ℃; for 7h; other benzene deriv.; var. temp. and reaction times;

upstream raw materials:

α,α,α-trifluorotoluene

5-(trifluoromethyl)benzene-1,3-diamine

Downstream raw materials:

1-(3-bromo-5-(trifluoromethyl)phenyl)piperazine

Refernces

• 1、 Kunshenko, B. V.,Omarov, V. O.,Muratov, N. N.,Mikhailevskii, S. M.,Yagupol'skii, L. M.. "REACTIONS OF ORGANIC COMPOUNDS WITH SF4-HF-HALOGENATING AGENT SYSTEMS VI. REACTIONS OF BENZENE AND ITS DERIVATIVES WITH SF4-HF-Cl2(Br2)". . p. 108 - 112. Retrieved 2007/10/02.