2,4-Dibromophenyl isocyanate

Base Information

• Chemical Name: 2,4-Dibromophenyl isocyanate
• CAS No.: 55076-90-9
• Molecular Formula: C7H3Br2NO
• Molecular Weight: 276.915
• Hs Code.: 2929109000
• European Community (EC) Number: 623-569-2
• DSSTox Substance ID: DTXSID60405239
• Mol file: 55076-90-9.mol

Synonyms:2,4-Dibromophenyl isocyanate;55076-90-9;2,4-dibromo-1-isocyanatobenzene;2,4-dibromophenylisocyanate;Benzene, 2,4-dibromo-1-isocyanato-;2,4-dibromo phenyl isocyanate;SCHEMBL1457695;DTXSID60405239;CGEZHWIPFKRZBF-UHFFFAOYSA-N;2,4-dibromo-1-isocyanato-benzene;GEO-00966;MFCD00037026;AKOS005207060;AS-59608;FT-0609992;EN300-271082;A830472;W-200425

Chemical Property of 2,4-Dibromophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.00203mmHg at 25°C
• Melting Point: 81-85 °C(lit.)
• Refractive Index: 1.632
• Boiling Point: 290.8°C at 760 mmHg
• Flash Point: 129.7°C
• PSA: 29.43000
• Density: 1.92g/cm³
• LogP: 3.17890
• Sensitive.: Moisture Sensitive
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 276.85609
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

2,4-DIBROMOPHENYL ISOCYANATE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dibromophenyl isocyanate

There total 2 articles about 2,4-Dibromophenyl 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) + 2,4-dibromo-aniline (615-57-6) → 2,4-dibromophenyl isocyanate (55076-90-9)

Guidance literature:

In 1,4-dioxane; at 100 ℃; for 5h;

DOI:10.1016/0223-5234(94)90026-4

Reference yield:

phosgene (75-44-5) + 2,4-dibromo-aniline (615-57-6) → 2,4-dibromophenyl isocyanate (55076-90-9)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; toluene; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2009.09.051

Reference yield: 89.0%

(2S,4S,5R,6S)-6-isobutyl-2-((2R,3S)-3-isobutylaziridin-2-yl)-3-oxa-1-aza-bicyclo[3.1.0]hexan-4-ol (1215325-21-5) + 2,4-dibromophenyl isocyanate (55076-90-9) → (4R,5R,6S)-3-(2,4-dibromophenyl-)-4-hydroxy-6-isobutyl-1,3-diazabicyclo[3.1.0]hexan-2-one (1360571-39-6)

Guidance literature:

In 1,1,1,3',3',3'-hexafluoro-propanol; water; at 20 ℃; diastereoselective reaction; 8:2 HFIPl :H₂O (v/v);

DOI:10.1002/anie.201106024

upstream raw materials:

bis(trichloromethyl) carbonate

2,4-dibromo-aniline

phosgene

Downstream raw materials:

1-Benzyl-3-(2,4-dibromo-phenyl)-1-phenyl-urea

JNJ10397049

(4R,5R,6S)-3-(2,4-dibromophenyl-)-4-hydroxy-6-isobutyl-1,3-diazabicyclo[3.1.0]hexan-2-one

Refernces

• 1、 Bakshi, Pancham,Jin, Chao,Broutin, Pierre,Berhane, Beniam,Reed, Jon,Mullan, Michael. "Structural optimization of a CXCR2-directed antagonist that indirectly inhibits γ-secretase and reduces Aβ". experimental part. p. 8102 - 8112. Retrieved 2010/03/24.