Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester

Base Information

• Chemical Name: Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester
• CAS No.: 33586-26-4
• Molecular Formula: C11H16O2P+
• Molecular Weight: 211.2168
• DSSTox Substance ID: DTXSID80955221
• Mol file: 33586-26-4.mol

Synonyms:33586-26-4;Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester;DTXSID80955221;(4-tert-Butylphenyl)(methoxy)oxophosphanium;Phosphinic acid, tert-butylphenyl-, methyl ester, (-)-

Chemical Property of Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 211.08879175
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)[P+](=O)OC

Technology Process of Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester

There total 3 articles about Phosphinic acid, P-(1,1-dimethylethyl)-P-phenyl-, methyl ester 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:

methanol (67-56-1) + (S)-(-)-tert-butylphenylphosphinic chloride (75213-01-3,75213-02-4) → (R)-(+)-O-methyl tert-butylphenylphosphinate (69460-42-0) + (-)-(S)-methyl t-butylphenylphosphinate (33586-26-4)

Guidance literature:

With sodium methylate; for 3h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00372a019

Reference yield:

tert-Butylphenylphosphine oxide (98976-30-8,57956-51-1,6057-79-0,82945-11-7) → (-)-(S)-methyl t-butylphenylphosphinate (33586-26-4)

Guidance literature:

Multi-step reaction with 2 steps

2: methyl bromoacetate, MeONa / 72 h / Ambient temperature

With sodium methylate; bromoacetic acid methyl ester;

DOI:10.1016/S0957-4166(99)00264-5

Reference yield:

methanol (67-56-1) + (S)-(-)-t-butyl(phenyl)phosphine oxide (6057-79-0,57956-51-1,82945-11-7) → (R)-(+)-O-methyl tert-butylphenylphosphinate (69460-42-0) + (-)-(S)-methyl t-butylphenylphosphinate (33586-26-4)

Guidance literature:

With sodium methylate; bromoacetic acid methyl ester; for 72h; Yield given; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0957-4166(99)00264-5

upstream raw materials:

methanol

(S)-(-)-tert-butylphenylphosphinic chloride

(S)-(-)-t-butyl(phenyl)phosphine oxide

tert-Butylphenylphosphine oxide