1,6-Bis(diphenylphosphino)hexane

Base Information

• Chemical Name: 1,6-Bis(diphenylphosphino)hexane
• CAS No.: 19845-69-3
• Molecular Formula: C30H32P2
• Molecular Weight: 454.532
• Hs Code.: 29319090
• European Community (EC) Number: 626-555-4
• DSSTox Substance ID: DTXSID30373017
• Nikkaji Number: J814.168A
• Wikidata: Q72445428
• ChEMBL ID: CHEMBL305528
• Mol file: 19845-69-3.mol

Synonyms:1,6-Bis(diphenylphosphino)hexane;19845-69-3;6-diphenylphosphanylhexyl(diphenyl)phosphane;Phosphine, 1,6-hexanediylbis[diphenyl-;MFCD00003053;C30H32P2;SCHEMBL689027;Phosphine,1,1'-(1,6-hexanediyl)bis[1,1-diphenyl-;CHEMBL305528;Phosphine, 1,1'-(1,6-hexanediyl)bis[1,1-diphenyl-;DTXSID30373017;Hexamethylenebis(diphenylphosphine);AMY39345;BCP22490;AKOS004908993;AC-4968;CS-W011571;GC10109;1,6-Bis(diphenylphosphino)hexane, 97%;AS-68023;SY038297;B1959;FT-0637917;A813990;J-504030;[6-(DIPHENYLPHOSPHANYL)HEXYL]DIPHENYLPHOSPHANE;1,6-BIS(DIPHENYLPHOSPHINO)HEXANE;1,6-HEXANEDIYLBIS[DIPHENYLPHOSPHINE];HEXAMETHYLENEBIS(DIPHENYLPHOSPHINE)

Chemical Property of 1,6-Bis(diphenylphosphino)hexane

Chemical Property:

• Vapor Pressure: 3.65E-12mmHg at 25°C
• Melting Point: 124-126 °C(lit.)
• Boiling Point: 564 °C at 760 mmHg
• Flash Point: 314 °C
• PSA: 27.18000
• LogP: 6.81260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 11
• Exact Mass: 454.19792502
• Heavy Atom Count: 32
• Complexity: 387

Purity/Quality:

99% ^*data from raw suppliers

1,6-Bis(diphenylphosphino)hexane ^*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(CCCCCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: suzuki reaction

Technology Process of 1,6-Bis(diphenylphosphino)hexane

There total 3 articles about 1,6-Bis(diphenylphosphino)hexane 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: 69.0%

1 ,6-dibromohexane (629-03-8) + diphenylphosphane (829-85-6) → 1,6-bis(diphenylphosphino)hexane (19845-69-3)

Guidance literature:

With cesium hydroxide; 4 Angstroem MS; In N,N-dimethyl-formamide; at 23 ℃; for 72h;

DOI:10.1016/j.tetlet.2003.09.117

Reference yield:

1,6-bis(diphenylphosphino)hexane (19845-69-3) → 1,6-bis(diphenylphosphino)hexane radical cation (19845-69-3)

Guidance literature:

In dichloromethane; at -196.1 ℃; for 4h; Irradiation;

DOI:10.1021/j100176a042

Reference yield:

→ 1,6-bis(diphenylphosphino)hexane (19845-69-3)

Guidance literature:

(CH2)6X2, PPh2Li;

DOI:10.1016/S0022-328X(00)88777-X

upstream raw materials:

1 ,6-dibromohexane

diphenylphosphane

Downstream raw materials:

Tetra-P-phenyl-P,P'-hexanediyl-bis-phosphine oxide

Hexamethylen-bis-

((C₂H₅O)2PSN(C₆H₅)2P)2(CH₂)6

((C₆H₅O)2PSN(C₆H₅)2P)2(CH₂)6

Refernces

• 1、 Honaker, Matthew T.,Sandefur, Benjamin J.,Hargett, James L.,McDaniel, Alicia L.,Salvatore, Ralph Nicholas. "CsOH-promoted P-alkylation: A convenient and highly efficient synthesis of tertiary phosphines". . p. 8373 - 7377. Retrieved 2007/10/03.
• 2、 Janssen, Rene A. J.,Aagaard, Olav M.,Cabbolet, Marcoen J. T. F.,Waal, Bas F. M. de. "Radical Cations of Bis(diphenylphosphino) Derivatives (Ph2P-R-PPh2): The Formation of Localized, Cyclic, and Dimeric Configurations. An ESR and Quantum Chemical Study". . p. 9256 - 9263. Retrieved 2007/10/02.