2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-oxide

Base Information

• Chemical Name: 2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-oxide
• CAS No.: 98634-22-1
• Molecular Formula: C₁₁H₁₅O₄P
• Molecular Weight: 242.211
• DSSTox Substance ID: DTXSID40400040
• Nikkaji Number: J1.113.514E,J597.742H
• Mol file: 98634-22-1.mol

Synonyms:98634-22-1;2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;ACMC-20apmu;Phencyphos;SCHEMBL547201;DTXSID40400040;PSZSDCWNBXVDFG-UHFFFAOYSA-N;FT-0642375;FT-0653838;FT-0659942;A922716;2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane2-oxide;(-)-5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide;(2R)-2-Hydroxy-4-phenyl-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide;2-HYDROXY-5,5-DIMETHYL-4-PHENYL-1,3,2??-DIOXAPHOSPHINAN-2-ONE;2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2lambda5-dioxaphosphinane 2-oxide

Chemical Property of 2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-oxide

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 242.07079595
• Heavy Atom Count: 16
• Complexity: 296

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(COP(=O)(OC1C2=CC=CC=C2)O)C

Technology Process of 2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-oxide

There total 3 articles about 2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphinane 2-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:

2-chloro-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide (98675-02-6) → 5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide (98634-22-1)

Guidance literature:

With sodium hydroxide; at 90 - 95 ℃; for 0.25h; Yield given;

DOI:10.1021/jo00223a018

Reference yield:

1-phenyl-2,2-dimethyl-1,3-propanediol (33950-46-8,98674-79-4) → 5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide (98634-22-1)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃, triethylamine / CH₂Cl₂ / 3 h / Heating

2: aq. NaOH / 0.25 h / 90 - 95 °C

With sodium hydroxide; triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1021/jo00223a018

Reference yield:

benzaldehyde (100-52-7) → 5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide (98634-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / KOH / ethanol / 5 h / 50 - 60 °C

2: POCl₃, triethylamine / CH₂Cl₂ / 3 h / Heating

3: aq. NaOH / 0.25 h / 90 - 95 °C

With potassium hydroxide; sodium hydroxide; triethylamine; trichlorophosphate; In ethanol; dichloromethane;

DOI:10.1021/jo00223a018

upstream raw materials:

2-chloro-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide

1-phenyl-2,2-dimethyl-1,3-propanediol

benzaldehyde

Downstream raw materials:

(R)-(-)-5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide

(S)-(+)-5,5-dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide

5,5-Dimethyl-2-oxo-4-phenyl-2λ⁵-[1,3,2]dioxaphosphinan-2-ol; compound with (1R,2S)-2-methylamino-1-phenyl-propan-1-ol