Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate

Base Information

• Chemical Name: Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate
• CAS No.: 127933-58-8
• Molecular Formula: C7H15 Br N O4 P
• Molecular Weight: 288.078
• Mol file: 127933-58-8.mol

Synonyms:Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate;BRN 4247105;(Diisopropoxyphosphoryl)formhydroxamoyl bromide;127933-58-8;Phosphonic acid, (bromo(hydroxyimino)methyl)-, bis(1-methylethyl) ester;LS-106469

Chemical Property of Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate

Chemical Property:

• Vapor Pressure: 4.02E-05mmHg at 25°C
• Boiling Point: 314.4°Cat760mmHg
• Flash Point: 144°C
• Density: 1.53g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 286.99221
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OP(=O)(C(=NO)Br)OC(C)C
• Isomeric SMILES: CC(C)OP(=O)(/C(=N\O)/Br)OC(C)C

Technology Process of Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate

There total 2 articles about Bis(1-methylethyl) (bromo(hydroxyimino)methyl)phosphonate 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: 97.0%

(diisopropoxyphosphoryl)bromoacetaldehyde (123434-40-2) → (diisopropoxyphosphinoyl)formhydroximoyl bromide (127933-58-8)

Guidance literature:

With hydrogenchloride; potassium nitrite; at -10 - -5 ℃; for 0.333333h;

Reference yield:

diisopropyl β-ethoxyvinylphosphonate (70346-88-2) → (diisopropoxyphosphinoyl)formhydroximoyl bromide (127933-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Br₂, H₂O / -5 - 0 °C

2: 97 percent / KNO₂, 36percent aq. HCl / 0.33 h / -10 - -5 °C

With hydrogenchloride; potassium nitrite; water; bromine;

Reference yield: 79.0%

(diisopropoxyphosphinoyl)formhydroximoyl bromide (127933-58-8) → diisopropyl phosphofluoridate (55-91-4)

Guidance literature:

With potassium fluoride; In acetone; for 3h; Ambient temperature;

DOI:10.1007/BF01166315

upstream raw materials:

(diisopropoxyphosphoryl)bromoacetaldehyde

diisopropyl β-ethoxyvinylphosphonate

Downstream raw materials:

N-(4-Antipyrin-4-yl)-C-(diisopropoxyphosphoryl)formamide oxime

N²-Bbenzoyl-C-(diisopropoxyphosphoryl)formhydrazide oxime

2-(diisopropoxyphosphinyl)benzimidazole

N-(2-aminophenyl)-C-(diisopropoxyphosphinyl)formamide oxime

Refernces

• 1、 Pavlov, V. A.,Aristova, N. V.,Moskva, V. V.,Makhaeva, G. F.,Yankovskaya, V. L.,Malygin, V. V.. "SYNTHESIS OF PHOSPHORUS-CONTAINING FORMHYDROXAMOYL HALIDES AND THEIR ANTICHOLINE ESTERASE PROPERTIES". . p. 255 - 258. Retrieved 2007/10/02.