4-Bromo-2-chlorophenyl isocyanate

Base Information

• Chemical Name: 4-Bromo-2-chlorophenyl isocyanate
• CAS No.: 190774-47-1
• Molecular Formula: C₇H₃BrClNO
• Molecular Weight: 232.464
• Hs Code.: 2929109000
• European Community (EC) Number: 622-627-4
• DSSTox Substance ID: DTXSID00369861
• Mol file: 190774-47-1.mol

Synonyms:4-bromo-2-chloro-1-isocyanatobenzene;190774-47-1;4-Bromo-2-chlorophenyl isocyanate;MFCD00673048;SCHEMBL1021615;DTXSID00369861;QWWBEOZNMPWYQR-UHFFFAOYSA-N;BBL037662;GEO-00409;STK502563;AKOS005171099;4-Bromo-2-chlorophenyl isocyanate, 97%;VS-14350;Benzene, 4-bromo-2-chloro-1-isocyanato-;EN300-148201;A813431;W-200191;InChI=1/C7H3BrClNO/c8-5-1-2-7(10-4-11)6(9)3-5/h1-3

Chemical Property of 4-Bromo-2-chlorophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.0173mmHg at 25°C
• Melting Point: 71-76 °C(lit.)
• Refractive Index: 1.6110 (estimate)
• Boiling Point: 254.4°Cat760mmHg
• Flash Point: 107.7°C
• PSA: 29.43000
• Density: 1.65g/cm³
• LogP: 3.06980
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 230.90865
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98%Min ^*data from raw suppliers

4-Bromo-2-chloro-1-isocyanatobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 20/21/22-36/37/38-51/53-42/43-22
• Safety Statements: 26-36/37/39-61-36/37-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)Cl)N=C=O

Technology Process of 4-Bromo-2-chlorophenyl isocyanate

There total 1 articles about 4-Bromo-2-chlorophenyl isocyanate 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:

bis(trichloromethyl) carbonate (32315-10-9) + 2-chloro-4-bromoaniline (38762-41-3) → 4-bromo-2-chloro-1-isocyanatobenzene (190774-47-1)

Guidance literature:

In tetrahydrofuran; for 3h;

Reference yield:

4-bromo-2-chloro-1-isocyanatobenzene (190774-47-1) → ethyl 2-(3-(4-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4,6-dichloropyrimidine-5-carboxamido)-2-chlorophenyl)-2-oxoimidazolidin-1-yl)acetate

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 2 h

2.1: sodium hydride / N,N-dimethyl-formamide / 12 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 12 h

4.1: caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 12 h / 100 °C

5.1: triethylamine / dichloromethane / 12 h

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium hydride; caesium carbonate; triethylamine; XPhos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

4-bromo-2-chloro-1-isocyanatobenzene (190774-47-1) → ethyl 2-(3-(2-chloro-4-(4,6-dichloro-N-(2-hydroxyethyl)pyrimidine-5-carboxamido)phenyl)-2-oxoimidazolidin-1-yl)acetate

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 2 h

2.1: sodium hydride / N,N-dimethyl-formamide / 12 h

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

3.2: 12 h

4.1: caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 12 h / 100 °C

5.1: triethylamine / dichloromethane / 12 h

6.1: hydrogenchloride / ethanol; water

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium hydride; caesium carbonate; triethylamine; XPhos; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

bis(trichloromethyl) carbonate

2-chloro-4-bromoaniline

Refernces