Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane

Base Information

• Chemical Name: Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane
• CAS No.: 105785-75-9
• Molecular Formula: C₂₈H₃₇O₂P
• Molecular Weight: 436.574
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID80391347
• Wikidata: Q82188751
• Mol file: 105785-75-9.mol

Synonyms:105785-75-9;Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane;bis(2,2-dimethylpropoxy)-triphenyl-lambda5-phosphane;BIS(2,2-DIMETHYLPROPOXY)TRIPHENYLPHOSPHORANE;DTXSID80391347;BCVVJYHEDHQGLA-UHFFFAOYSA-N

Chemical Property of Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane

Chemical Property:

• PSA: 32.05000
• LogP: 6.47160
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 436.25311742
• Heavy Atom Count: 31
• Complexity: 470

Purity/Quality:

97% ^*data from raw suppliers

BIS(2,2-DIMETHYLPROPOXY)TRIPHENYLPHOSPHORANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)COP(C1=CC=CC=C1)(C2=CC=CC=C2)(C3=CC=CC=C3)OCC(C)(C)C

Technology Process of Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane

There total 6 articles about Bis(2,2-dimethylpropoxy)(triphenyl)-lambda~5~-phosphane 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: 48.0%

lithium tert-butoxide (3710-27-8) + (neopentyloxy)triphenylphosphonium bromide (105785-73-7) → bis(neopentyloxy)triphenylphosphorane (105785-75-9)

Guidance literature:

at 25 ℃;

DOI:10.1021/jo00376a103

Reference yield:

triphenylphosphine (603-35-0) → bis(neopentyloxy)triphenylphosphorane (105785-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: bromine / CH₂Cl₂ / -78 °C

2: CH₂Cl₂ / -78 °C

3: 48 percent / 25 °C

With bromine; In dichloromethane;

DOI:10.1021/jo00376a103

Reference yield:

2,2-dimethyl-propanol-1 (75-84-3) + chlorotriphenylphosphonium chloride → bis(neopentyloxy)triphenylphosphorane (105785-75-9)

Guidance literature:

2,2-dimethyl-propanol-1; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 0.0166667h; Inert atmosphere; Schlenk technique;

chlorotriphenylphosphonium chloride; In diethyl ether; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c4cc02171a

upstream raw materials:

lithium tert-butoxide

(neopentyloxy)triphenylphosphonium bromide

2,2-dimethyl-propanol-1

diethylazodicarboxylate - triphenylphosphine (DEAD-Ph₃P)

Refernces

• 1、 Afonso, Carlos M.,Barros, M. Teresa,Godinho, Licio S.,Maycock, Christopher D.. "The Mechanism of the Mitsunobu Azide Modification and the Effect of Additives on the Rate of Hydroxyl Group Activation". . p. 9671 - 9678. Retrieved 2007/10/02.