Diethyl (4-bromophenyl)phosphonate

Base Information

• Chemical Name: Diethyl (4-bromophenyl)phosphonate
• CAS No.: 20677-12-7
• Molecular Formula: C10H14 Br O3 P
• Molecular Weight: 293.097
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10504807
• Nikkaji Number: J846.613K
• Wikidata: Q72469215
• Mol file: 20677-12-7.mol

Synonyms:20677-12-7;diethyl (4-bromophenyl)phosphonate;1-Bromo-4-diethoxyphosphorylbenzene;Diethyl(4-bromophenyl)phosphonate;Phosphonic acid, P-(4-bromophenyl)-, diethyl ester;diethyl 4-bromophenylphosphonate;MFCD00769296;Diethyl (p-bromophenyl)phosphonate;SCHEMBL3364776;DTXSID10504807;WBJRWCXJMRZDPA-UHFFFAOYSA-N;BCP22523;Diethyl (4-bromobenzene)sphosphonate;AKOS017343442;1-M-TOLYL-1-TOSYLMETHYLISOCYANIDE;SY234711;(4-Bromophenyl)phosphonic Acid Diethyl Ester;CS-0144181;D5453;FT-0734666;T70546

Chemical Property of Diethyl (4-bromophenyl)phosphonate

Chemical Property:

• Melting Point: 73-75℃
• Refractive Index: 1.5240 to 1.5280
• Boiling Point: 120°C/0.4mmHg(lit.)
• PSA: 45.34000
• Density: 1.41
• LogP: 3.34050
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 291.98639
• Heavy Atom Count: 15
• Complexity: 217

Purity/Quality:

98%Min ^*data from raw suppliers

Diethyl (4-Bromophenyl)phosphonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1=CC=C(C=C1)Br)OCC

Technology Process of Diethyl (4-bromophenyl)phosphonate

There total 21 articles about Diethyl (4-bromophenyl)phosphonate 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: 99.0%

1,4-bromoiodobenzene (589-87-7) + triethyl phosphite (122-52-1) → diethyl (4-bromophenyl)phosphonate (20677-12-7)

Guidance literature:

With tri-n-propylamine; tetrabutylammomium bromide; palladium dichloride; In water; at 100 ℃; for 2h; chemoselective reaction; Green chemistry;

DOI:10.1039/c4ra07680j

Reference yield: 98.0%

4-bromobenzenediazonium tetrafluoroborate (673-40-5) + triethyl phosphite (122-52-1) → diethyl (4-bromophenyl)phosphonate (20677-12-7)

Guidance literature:

With palladium diacetate; caesium carbonate; potassium iodide; In acetonitrile; at 20 - 80 ℃; Inert atmosphere;

DOI:10.1039/c0ob00243g

Reference yield: 96.0%

1,4-bromoiodobenzene (589-87-7) + phosphonic acid diethyl ester (762-04-9) → diethyl (4-bromophenyl)phosphonate (20677-12-7)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate; palladium diacetate; triethylamine; In tetrahydrofuran; at 68 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.200900590

upstream raw materials:

bromobenzene

1.4-dibromobenzene

phosphonic acid diethyl ester

1,4-bromoiodobenzene

Downstream raw materials:

diethyl (4-ethynylphenyl)phosphonate

4-bromophenylphosphonic acid

(4-bromophenyl)phosphane