trans-1,2-Bis(diphenylphosphino)ethylene

Base Information

• Chemical Name: trans-1,2-Bis(diphenylphosphino)ethylene
• CAS No.: 983-80-2
• Molecular Formula: C26H22P2
• Molecular Weight: 396.408
• Hs Code.: 29310099
• European Community (EC) Number: 213-570-2,213-569-7
• DSSTox Substance ID: DTXSID801283087
• Nikkaji Number: J298.583G,J488.647J
• Wikipedia: 1,2-Bis(diphenylphosphino)ethylene
• ChEMBL ID: CHEMBL71449
• Mol file: 983-80-2.mol

Synonyms:983-81-3;trans-1,2-Bis(diphenylphosphino)ethylene;(E)-1,2-Bis(diphenylphosphino)ethene;cis-1,2-Bis(diphenylphosphino)ethylene;trans-Vinylenebis(diphenylphosphine);983-80-2;1,2-Bis(diphenylphosphino)ethene;trans-Vinylenebis[diphenylphosphine];EINECS 213-570-2;(E)-1,2-Bis(diphenylphosphanyl)ethene;(Z)-1,2-Bis(diphenylphosphino)ethene;17427-91-7;[(E)-2-diphenylphosphanylethenyl]-diphenylphosphane;ethene-1,2-diylbis(diphenylphosphane);C26H22P2;C26-H22-P2;Phosphine, vinylenebis[diphenyl-, (E)-;MFCD00003046;NSC 132587;Phosphine, 1,2-ethenediylbis[diphenyl-, (E)-;[(E)-2-diphenylphosphanylvinyl]-diphenyl-phosphane;Vinylenebis(diphenylphosphine);CHEMBL71449;SCHEMBL338473;SCHEMBL338475;NCKJIJSEWKIXAT-QURGRASLSA-;NCKJIJSEWKIXAT-QURGRASLSA-N;DTXSID801283087;MFCD00063219;AKOS015840652;SC11245;SC11246;trans-1,2-bis(diphenylphosphino)ethene;B2003;CS-0067164;trans-1,2-Bis(diphenylphosphino)ethylene, 97%;A845854;[(E)-2-di(phenyl)phosphanylethenyl]-di(phenyl)phosphane;(E)-VINYLENEBIS[DIPHENYLPHOSPHINE];TRANS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE;TRANS-1,2-ETHENEDIYLBIS(DIPHENYLPHOSPHINE);CIS-1,2-BIS(DIPHENYLPHOSPHINO)ETHENE;CIS-1,2-BIS(DIPHENYLPHOSPHINO)ETHYLENE;CIS-VINYLENEBIS(DIPHENYLPHOSPHINE);InChI=1/C26H22P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-22H/b22-21+

Chemical Property of trans-1,2-Bis(diphenylphosphino)ethylene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.87E-11mmHg at 25°C
• Melting Point: 122-124 °C(lit.)
• Boiling Point: 546.8 °C at 760 mmHg
• Flash Point: 302.7 °C
• PSA: 27.18000
• LogP: 5.72340
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 396.11967470
• Heavy Atom Count: 28
• Complexity: 371

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-1,2-Bis(diphenylphosphino)ethylene, min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C=CP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)P(/C=C/P(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of trans-1,2-Bis(diphenylphosphino)ethylene

There total 5 articles about trans-1,2-Bis(diphenylphosphino)ethylene 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: 81.6%

cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + diphenylphosphane (829-85-6) → cis-1,2-bis-(diphenylphosphino)ethene (983-80-2)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; at 66 ℃; for 3h;

Reference yield: 31.0%

cis-1,2-Dichloroethylene (156-59-2,43695-79-0) + triphenylphosphine (603-35-0) → cis-1,2-bis-(diphenylphosphino)ethene (983-80-2)

Guidance literature:

triphenylphosphine; With lithium; In tetrahydrofuran;

cis-1,2-Dichloroethylene; In tetrahydrofuran; benzene;

DOI:10.1080/10426500490468074

Reference yield:

bis(diphenylphosphino)acetylene (5112-95-8) → cis-1,2-bis-(diphenylphosphino)ethene (983-80-2)

Guidance literature:

With hydrogen; (tolane)(trimethylphosphane)titanocene; under 760 Torr; Ambient temperature;

DOI:10.1016/0022-328X(85)80096-6

upstream raw materials:

bis(diphenylphosphino)acetylene

cis-1,2-Dichloroethylene

diphenylphosphane

triphenylphosphine

Downstream raw materials:

1,1,2-tris(diphenylphosphanyl)ethene

cis-ethene-1,2-diylbis(diphenylphosphine oxide)

α-Re2Cl4(dppee)2

{(4,4'-dimethyl-2,2'-bipyridine)2Os(cis-1,2-bis(diphenylphosphino)ethene)}{PF₆}2

Refernces

• 1、 Awad, Ibrahim M. A.,Hassan, Fatma S. M.,Mohamed, Adila E.,Al-Hossainy, Ahmed F.. "Diphosphine compounds: Part I. Novel biologically active 1,1′bis-and/or 1,2-cis-(diphenylphosphino-)ethene and their complexes [M(CO)n{Ph2P(CHn)nPPh2}] & [Cu(Cl)2{Ph2P(CHn)nPPh 2}], (M = W, Mo, Crn = 1,2...n)". . p. 1251 - 1266. Retrieved 2007/10/03.
• 2、 Demerseman, Bernard,Coupanec, Pascale Le,Dixneuf, Pierre H.. "COMPLEXES ACETYLENIQUES DE TITANE(II). REACTIVITE VIS-A-VIS DE L'HYDROGENE MOLECULAIRE: UNE NOUVELLE APPROCHE DU TITANOCENE". . p. C35 - C38. Retrieved 2007/10/02.