1-Bromo-2,4,5-trichlorobenzene

Base Information

• Chemical Name: 1-Bromo-2,4,5-trichlorobenzene
• CAS No.: 29682-44-8
• Molecular Formula: C6H2BrCl3
• Molecular Weight: 260.345
• Hs Code.: 2903999090
• European Community (EC) Number: 249-775-9
• UNII: 2TLD7NMU69
• DSSTox Substance ID: DTXSID40183841
• Nikkaji Number: J31.732B
• Wikidata: Q72513170
• Mol file: 29682-44-8.mol

Synonyms:1-Bromo-2,4,5-trichlorobenzene;29682-44-8;2,4,5-Trichlorobromobenzene;BENZENE, 1-BROMO-2,4,5-TRICHLORO-;C6H2BrCl3;EINECS 249-775-9;MFCD00155012;2TLD7NMU69;UNII-2TLD7NMU69;C6-H2-Br-Cl3;SCHEMBL10872182;DTXSID40183841;AC7747;AKOS005258746;1-bromanyl-2,4,5-tris(chloranyl)benzene;AC-24276;DS-13097;SY023567;CS-0002022;FT-0607439;A26944;EN300-1717517;A820008

Chemical Property of 1-Bromo-2,4,5-trichlorobenzene

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Refractive Index: 1.603
• Boiling Point: 268.9 °C at 760 mmHg
• Flash Point: 128.5 °C
• PSA: 0.00000
• Density: 1.84 g/cm³
• LogP: 4.40930
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 257.84055
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

1-Bromo-2,4,5-trichlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Br)Cl)Cl
• Uses: 1-Bromo-2,4,5-trichlorobenzene is used as a reagent in the synthesis of pyrrolnitrin analogs used for the design of agricultural fungicides. It also used as a reagent in the synthesis of dioxin-like monofluorinated polychlorinated biphenyls (PCBs) for the use as internal standards in PCB analysis.

Technology Process of 1-Bromo-2,4,5-trichlorobenzene

There total 6 articles about 1-Bromo-2,4,5-trichlorobenzene 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: 61.0%

2-bromo-4,5-dichlorobenzonitrile (93361-96-7) → 1-bromo-2,4,5-trichlorobenzene (29682-44-8) + 2-bromo-4,5-dichlorobenzoic acid (93361-95-6)

Guidance literature:

With sulfuric acid; In water; acetic acid; for 16h; Heating;

DOI:10.1135/cccc19840992

Reference yield:

4-bromo-1,2-dichlorobenzene (18282-59-2) → 1-bromo-2,4,5-trichlorobenzene (29682-44-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 99percentHNO₃+H₂SO₄ / 3 h / 40 - 45 °C

2: 67 percent / NH₄Cl,Fe / ethanol; H₂O / 20 h / Heating

3: NaNO₂, H₂SO₄, CuCl, KCN, Na₂CO₃ / 1)H₂SO₄,NaNO₂,CH₃COOH 10 deg C, 30 min 2) KCN,Na₂CO₃ in water 2h,20 deg C 3)3h,85 deg C

4: H₂SO₄ / acetic acid; H₂O / 16 h / Heating

With potassium cyanide; sulfuric acid; nitric acid; iron; sodium carbonate; ammonium chloride; copper(l) chloride; sodium nitrite; In ethanol; water; acetic acid;

DOI:10.1135/cccc19840992

Reference yield:

2-bromo-4,5-dichloroaniline (1940-30-3) → 1-bromo-2,4,5-trichlorobenzene (29682-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaNO₂, H₂SO₄, CuCl, KCN, Na₂CO₃ / 1)H₂SO₄,NaNO₂,CH₃COOH 10 deg C, 30 min 2) KCN,Na₂CO₃ in water 2h,20 deg C 3)3h,85 deg C

2: H₂SO₄ / acetic acid; H₂O / 16 h / Heating

With potassium cyanide; sulfuric acid; sodium carbonate; copper(l) chloride; sodium nitrite; In water; acetic acid;

DOI:10.1135/cccc19840992

upstream raw materials:

2-bromo-4,5-dichlorobenzonitrile

4-bromo-1,2-dichlorobenzene

2-bromo-4,5-dichloroaniline

1-bromo-4,5-dichloro-2-nitrobenzene

Downstream raw materials:

2-bromo-3-nitro-1,4,5-trichlorobenzene