Tetraethyl 2-butene-1,4-diphosphonate

Base Information

• Chemical Name: Tetraethyl 2-butene-1,4-diphosphonate
• CAS No.: 1112-96-5
• Molecular Formula: C₁₂H₂₆O₆P₂
• Molecular Weight: 328.282
• European Community (EC) Number: 601-070-0
• NSC Number: 131765
• Nikkaji Number: J1.917.669J,J2.143.110I
• Mol file: 1112-96-5.mol

Synonyms:1112-96-5;NSC131765;Tetraethyl 2-butene-1,4-diphosphonate;Phosphonic acid, 2-butenylenedi-, tetraethyl ester;Phosphonic acid, 2-butene-1,4-diylbis-, tetraethyl ester;1,4-Bis(diethylphosphono)-2-butene;1,4-Bis(diethylphosphonyl)-2-butene;1,4-Bis(diethoxyphosphinyl)-2-butene;NSC-131765;Phosphonic acid,4-diylbis-, tetraethyl ester;[(E)-2-Butene-1,4-diyl]bis(phosphonic acid diethyl) ester

Chemical Property of Tetraethyl 2-butene-1,4-diphosphonate

Chemical Property:

• Vapor Pressure: 9.12E-07mmHg at 25°C
• Boiling Point: 416.6°Cat760mmHg
• Flash Point: 219.2°C
• Density: 1.116g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 328.12046254
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC=CCP(=O)(OCC)OCC)OCC
• Isomeric SMILES: CCOP(=O)(C/C=C/CP(=O)(OCC)OCC)OCC

Technology Process of Tetraethyl 2-butene-1,4-diphosphonate

There total 10 articles about Tetraethyl 2-butene-1,4-diphosphonate 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%

(E)-1,4-dibromobutene (821-06-7) + triethyl phosphite (122-52-1) → tetraethyl (E)-2-butene-1,4-diphosphonate (1112-96-5,16626-80-5,56727-14-1)

Guidance literature:

for 5h; Reflux;

DOI:10.1248/bpb.b12-00605

Reference yield: 97.0%

trans-1,4-dichlorobut-2-ene (110-57-6) + triethyl phosphite (122-52-1) → tetraethyl (E)-2-butene-1,4-diphosphonate (1112-96-5,16626-80-5,56727-14-1)

Guidance literature:

at 150 - 193 ℃; for 1h;

DOI:10.1021/jo020333+

Reference yield: 96.0%

1,4-dichloro-2-butene (764-41-0) + triethyl phosphite (122-52-1) → (E)/(Z)-(But-2-en-1,4-diyl)bis-tetraethylester (1112-96-5,16626-80-5,56727-14-1)

Guidance literature:

at 160 - 170 ℃; for 13h;

DOI:10.1002/(SICI)1522-2675(19990113)82:1<59::AID-HLCA59>3.0.CO;2-8

upstream raw materials:

trans-1,4-dichlorobut-2-ene

triethyl phosphite

(E)-1,4-dibromobutene

1,4-dibromo-2-butene

Downstream raw materials:

(E,E,E)-1,6-di(4-chlorophenyl)hexa-1,3,5-triene

(all-E)-1,6-bis[4-(dimethylamino)phenyl]hexa-1,3,5-triene

1,10-bis(p-methoxyphenyl)deca-1,3,5,7,9-pentaene

1,10-bis(p-chlorophenyl)deca-1,3,5,7,9-pentaene