But-3-en-2-yl diphenyl phosphate

Base Information

• Chemical Name: But-3-en-2-yl diphenyl phosphate
• CAS No.: 96233-06-6
• Molecular Formula: C16H17O4P
• Molecular Weight: 304.282
• DSSTox Substance ID: DTXSID40536979
• Nikkaji Number: J1.320.396B
• Mol file: 96233-06-6.mol

Synonyms:But-3-en-2-yl diphenyl phosphate;96233-06-6;DTXSID40536979

Chemical Property of But-3-en-2-yl diphenyl phosphate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 304.08644602
• Heavy Atom Count: 21
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=C)OP(=O)(OC1=CC=CC=C1)OC2=CC=CC=C2

Technology Process of But-3-en-2-yl diphenyl phosphate

There total 2 articles about But-3-en-2-yl diphenyl phosphate 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: 85.0%

2-hydroxy-3-butene (598-32-3) + 3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine (449813-82-5) → 1-Methyl-2-propenyl diphenyl phosphate (96233-06-6)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)00312-5

Reference yield:

chlorophosphoric acid diphenyl ester (2524-64-3) → 1-Methyl-2-propenyl diphenyl phosphate (96233-06-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

2: 85 percent / t-BuMgCl / tetrahydrofuran / 0.5 h / 20 °C

With tert-butylmagnesium chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(02)00312-5

Reference yield: 81.0%

vinylidenecyclohexane (5664-20-0) + dimethyl(phenyl)silyllithium (3839-31-4) + 1-Methyl-2-propenyl diphenyl phosphate (96233-06-6) → ((E)-2-Cyclohexylidene-hex-4-enyl)-dimethyl-phenyl-silane

Guidance literature:

vinylidenecyclohexane; dimethyl(phenyl)silyllithium; With CuCN; In tetrahydrofuran; at -40 ℃; for 1h;

1-Methyl-2-propenyl diphenyl phosphate; In tetrahydrofuran; at -40 ℃; for 1h; Further stages.;

DOI:10.1021/ol005688z

upstream raw materials:

2-hydroxy-3-butene

3-(diphenylphosphono)-2-(N-cyanoimino)thiazolidine

chlorophosphoric acid diphenyl ester

Downstream raw materials:

2-chloro-3-butene

1-chloro-2-butene

Refernces