1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 2-oxide

Base Information

• Chemical Name: 1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 2-oxide
• CAS No.: 68900-53-8
• Molecular Formula: C₁₁H₁₅O₂P
• Molecular Weight: 210.213
• DSSTox Substance ID: DTXSID70463365
• Mol file: 68900-53-8.mol

Synonyms:1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 2-oxide;68900-53-8;SCHEMBL19829466;DTXSID70463365

Chemical Property of 1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 2-oxide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 210.08096671
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COP(=O)(C1)C2=CC=CC=C2)C

Technology Process of 1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 2-oxide

There total 7 articles about 1,2-Oxaphospholane, 4,4-dimethyl-2-phenyl-, 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: 89.0%

2-phenyl-5,5-dimethyl-1,3,2-dioxaphosphorinane (7526-31-0) → 4,4-Dimethyl-2,6-diphenyl-1,2,6-oxadiphosphorinane 2,6-dioxide (93454-13-8) + 4,4-dimethyl-2-phenyl-[1,2]oxaphospholane 2-oxide (68900-53-8)

Guidance literature:

With 1-iodo-propane; at 195 - 200 ℃; for 24h; Mechanism; Product distribution; other reaction temperatures;

DOI:10.1021/jo00200a023

Reference yield: 3.0%

2-phenyl-5,5-dimethyl-1,3,2-dioxaphosphorinane (7526-31-0) + 3-Iodo-2,2-dimethylpropyl methylphenylphosphinate (68900-52-7) → 4,4-Dimethyl-2,6-diphenyl-1,2,6-oxadiphosphorinane 2,6-dioxide (93454-13-8) + 4,4-dimethyl-2-phenyl-[1,2]oxaphospholane 2-oxide (68900-53-8)

Guidance literature:

at 195 - 200 ℃; for 24h;

DOI:10.1021/jo00200a023

Reference yield:

2,2-Dimethyl-1,3-propanediol (126-30-7) → 4,4-dimethyl-2-phenyl-[1,2]oxaphospholane 2-oxide (68900-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-tetrazole / toluene; acetonitrile / 20 °C

2: 229 mg / Me₃SiI; benzene / 72 h / 60 °C

With 1H-tetrazole; trimethylsilyl iodide; benzene; In toluene; acetonitrile; 2: Michaelis-Arbuzov rearrangement;

DOI:10.1021/ol0342913

upstream raw materials:

2-phenyl-5,5-dimethyl-1,3,2-dioxaphosphorinane

2,5,5-trimethyl-2-phenyl-[1,3,2]dioxaphosphinanium; iodide

3-Iodo-2,2-dimethylpropyl methylphenylphosphinate

methyl iodide