BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE

Base Information

• Chemical Name: BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE
• CAS No.: 795-43-7
• Molecular Formula: C18H15O3P
• Molecular Weight: 310.289
• European Community (EC) Number: 212-347-7
• DSSTox Substance ID: DTXSID00229719
• Nikkaji Number: J193.182B
• Wikidata: Q72446055
• Mol file: 795-43-7.mol

Synonyms:4-[(4-Hydroxyphenyl)-phenyl-phosphoryl]phenol;4,4'-(Phenylphosphoryl)diphenol;Bis(4-hydroxyphenyl)phenylphosphine oxide;

Chemical Property of BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE

Chemical Property:

• Boiling Point: 567.2 °C at 760 mmHg
• Flash Point: 296.8 °C
• PSA: 67.34000
• Density: 1.34 g/cm³
• LogP: 2.73720
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 310.07588133
• Heavy Atom Count: 22
• Complexity: 363

Purity/Quality:

99% ^*data from raw suppliers

BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=C(C=C2)O)C3=CC=C(C=C3)O

Technology Process of BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE

There total 9 articles about BIS(4-HYDROXYPHENYL)PHENYLPHOSPHINE OXIDE 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: 96.0%

bis(4-methoxyphenyl)(phenyl)phosphine oxide (799-55-3) → bis(4-hydroxyphenyl)(phenyl)phosphine oxide (795-43-7)

Guidance literature:

With boron tribromide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00116a042

Reference yield:

chlorobis(4-methoxyphenyl)phosphane (13685-30-8) → bis(4-hydroxyphenyl)(phenyl)phosphine oxide (795-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether; tetrahydrofuran / 18.5 h / -78 - 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 17 h / -78 - 20 °C

With boron tribromide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.chempr.2020.09.021

Reference yield:

phenylmagnesium chloride (100-59-4) → bis(4-hydroxyphenyl)(phenyl)phosphine oxide (795-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethyl ether; tetrahydrofuran / 18.5 h / -78 - 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 17 h / -78 - 20 °C

With boron tribromide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.chempr.2020.09.021

upstream raw materials:

bis(4-methoxyphenyl)(phenyl)phosphine oxide

P,P-dichlorophenylphosphine oxide

1-bromo-4-methoxy-benzene

Dichlorophenylphosphine

Downstream raw materials:

1,1-bis[(1,8-dicarboxynaphth-4-yl)phenoxy]phenylphosphine oxide

Di-(4-oxiranylmethoxy-phenyl)-phenyl-phosphinoxyd

bis(4-ethynylphenyl)(phenyl)phosphane

Refernces

• 1、 McTernan, Charlie T.,De Bo, Guillaume,Leigh, David A.. "A Track-Based Molecular Synthesizer that Builds a Single-Sequence Oligomer through Iterative Carbon-Carbon Bond Formation". supporting information. p. 2964 - 2973. Retrieved 2020/11/02.
• 2、 -. "Synthesis method of carbonate modified fluoride-free organic phosphine ligand". Paragraph 0030; 0031; 0038; 0039. . Retrieved 2017/08/28.