(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene

Base Information

• Chemical Name: (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene
• CAS No.: 71042-54-1
• Molecular Formula: C31H28 P2
• Molecular Weight: 462.5
• Hs Code.: 2902909090
• European Community (EC) Number: 633-226-9
• Mol file: 71042-54-1.mol

Synonyms:71042-54-1;(2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene;(2S,3S)-(+)-Norphos;(2s,3s)-norphos;SCHEMBL1231903;AKOS015840646;B3450

Chemical Property of (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene

Chemical Property:

• Appearance/Colour: white crystals.
• Melting Point: 120 °C
• Boiling Point: 577.0±50.0 °C(Predicted)
• PSA: 27.18000
• LogP: 6.19530
• Sensitive.: air sensitive
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 462.16662489
• Heavy Atom Count: 33
• Complexity: 543

Purity/Quality:

97% ^*data from raw suppliers

(2S,3S)-(+)-2,3-Bis(diphenylphosphino)-bicyclo[2.2.1]hept-5-ene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C=CC1C(C2P(C3=CC=CC=C3)C4=CC=CC=C4)P(C5=CC=CC=C5)C6=CC=CC=C6
• Isomeric SMILES: C1C2C=CC1[C@@H]([C@H]2P(C3=CC=CC=C3)C4=CC=CC=C4)P(C5=CC=CC=C5)C6=CC=CC=C6

Technology Process of (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene

There total 1 articles about (2S,3S)-(+)-2,3-Bis(diphenylphosphino)bicyclo[2.2.1]hept-5-ene 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:

(2S,3S)-bicyclo(2.2.1)hept-5-ene-2,3-diyl-bis(diphenylphosphine oxide) (71075-23-5) → (2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene (71042-54-1)

Guidance literature:

(2S,3S)-bicyclo(2.2.1)hept-5-ene-2,3-diyl-bis(diphenylphosphine oxide); With trichlorosilane; In toluene; at 100 ℃;

With sodium hydroxide; In toluene; at 0 ℃; Further stages.;

DOI:10.1055/s-2008-1032133

Reference yield: 96.0%

ammonium hexafluorophosphate + bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] (12354-84-6,12354-85-7) + (2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene (71042-54-1) → [Cp*Ir((2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene)Cl]PF6

Guidance literature:

In methanol; under N2 atm. soln. ligand and ((Cp*IrCl)2(μ-Cl))2 in MeOH was stirred at room temp. for 30 min, NH4PF6 was added and stirred for 2 h; solvent was removed in vacuo, residue was dissolved in CH2Cl2 and filtered through Celite, solvent was removed; elem. anal.;

DOI:10.1021/om0400292

Reference yield: 94.0%

ammonium hexafluorophosphate + dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer + (2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene (71042-54-1) → [Cp*Rh((2S,3S)-(+)-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene)Cl]PF6

Guidance literature:

In methanol; under N2 atm. soln. ligand and ((Cp*RhCl)2(μ-Cl))2 in MeOH was stirred at room temp. for 30 min, NH4PF6 was added and stirred for 2 h; solvent was removed in vacuo, residue was dissolved in CH2Cl2 and filtered through Celite, solvent was removed; elem. anal.;

DOI:10.1021/om0400292

upstream raw materials:

(2S,3S)-bicyclo(2.2.1)hept-5-ene-2,3-diyl-bis(diphenylphosphine oxide)

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