Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester
• CAS No.: 65345-06-4
• Molecular Formula: C7H16BrO4P
• Molecular Weight: 275.079
• DSSTox Substance ID: DTXSID40448947
• Mol file: 65345-06-4.mol

Synonyms:65345-06-4;Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester;SCHEMBL10796826;DTXSID40448947;SUTSIXJDJYWVRZ-UHFFFAOYSA-N;diethyl 3-bromo-2-hydroxypropylphosphonate;diethyl-3-bromo-2-hydroxypropyl phosphonate

Chemical Property of Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 273.99696
• Heavy Atom Count: 13
• Complexity: 166

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: CCOP(=O)(CC(CBr)O)OCC

Technology Process of Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl ester

There total 1 articles about Phosphonic acid, (3-bromo-2-hydroxypropyl)-, diethyl 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: 36.0%

diethyl (oxiran-2-ylmethyl)phosphonate (7316-37-2) + cyclohexylmagnesium bromide (931-50-0) → diethyl-3-bromo-2-hydroxypropyl phosphonate (65345-06-4) + (3-Cyclohexyl-2-hydroxy-propyl)-phosphonic acid diethyl ester (170167-92-7)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at -30 - 0 ℃; for 2h;

Reference yield: 29.6%

Ni(OC(O)CH2NC(C6H5)C6H4NC(O)CH(CH2)3NCH2C6H5) (96293-19-5,172924-51-5) + diethyl-3-bromo-2-hydroxypropyl phosphonate (65345-06-4) → Ni(C6H5CH2NC4H7CONC6H4C(C6H5)NCH(CO2)CH(OH)CH2CH2P(O)(OC2H5)2)

Guidance literature:

With KOH; In acetonitrile; under Ar, left at 20°C for 1 h; poured into AcOH soln. with stirring, extn. (CHCl3), dried with MgSO4, evapn. of solvent in vac., chromy. (SiO2, CHCl3);

DOI:10.1007/BF00864540

Reference yield:

diethyl-3-bromo-2-hydroxypropyl phosphonate (65345-06-4) + (S)-2-N-(N1-benzylprolyl)-o-aminobenzophenone → 2-amino-3-hydroxy-5-phosphonovaleric acid diethyl ester

Guidance literature:

With hydrogenchloride; potassium hydroxide; Multistep reaction; 1.) MeCN, 20 deg C, 1 h, 2.) MeOH, from 70 deg C to 80 deg C, 5 min;

DOI:10.1007/BF00864540

upstream raw materials:

diethyl (oxiran-2-ylmethyl)phosphonate

cyclohexylmagnesium bromide