Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

Base Information

• Chemical Name: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride
• CAS No.: 68641-49-6
• Molecular Formula: C6H8ClN2O5P
• Molecular Weight: 254.567
• Hs Code.: HOSPHONIC CHLORIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 629-561-5
• NSC Number: 377647
• UNII: V974K6W8Y7
• DSSTox Substance ID: DTXSID30218732
• Nikkaji Number: J236.612F
• Wikidata: Q72446660
• Mol file: 68641-49-6.mol

Synonyms:Phosphinicchloride, bis(2-oxo-3-oxazolidinyl)- (9CI);BOP-Cl;BOPDC;NSC 377647;

Chemical Property of Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.000142mmHg at 25°C
• Melting Point: 191 °C (dec.)(lit.)
• Refractive Index: 1.572
• Boiling Point: 332.8 °C at 760 mmHg
• PKA: -2.47±0.20(Predicted)
• Flash Point: 155.1 °C
• PSA: 85.96000
• Density: 1.71 g/cm³
• LogP: 1.11350
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 253.9859361
• Heavy Atom Count: 15
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COC(=O)N1P(=O)(N2CCOC2=O)Cl
• Uses: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride was used in the preparation of hexadepsipeptide.

Technology Process of Bis(2-oxo-3-oxazolidinyl)phosphinic chloride

There total 3 articles about Bis(2-oxo-3-oxazolidinyl)phosphinic chloride 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: 60.0%

dimethylenecyclourethane (497-25-6) → bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride (68641-49-6)

Guidance literature:

With phosphorus pentachloride; In nitromethane; at 20 ℃; for 4h;

DOI:10.1016/S0957-4166(00)00116-6

Reference yield: 19.0%

C24H24ClN2O9P*C5H5N (77349-88-3) + aniline (62-53-3) → bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride (68641-49-6) + Phenyl-acetic acid indan-5-yl ester (77331-11-4) + 2,N-Diphenyl-malonamic acid indan-5-yl ester (59858-31-0)

Guidance literature:

DOI:10.1016/S0040-4039(00)93682-7

Reference yield:

→ bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride (68641-49-6)

Guidance literature:

upstream raw materials:

dimethylenecyclourethane

C₂₄H₂₄ClN₂O₉P*C₅H₅N

aniline

Downstream raw materials:

2,6-Dinitrobenzoyl N,N-bis<2-oxo-3-oxazolidinyl>phosphorodiamidate

C₁₂H₁₄N₃O₅P

2-[(2S)-2-(3,4-dichlorophenyl)pent-4-enyl]-1-oxo-1,2,3,4-tetrahydronaphtho[1,2-f][1,4]thiazepine-6-carbonitrile

7-bromo-heptanoic acid benzyloxy-amide

Refernces

• 1、 Reddy, Mudumala V. N.,Ravi Sankar,Siva Kumar,Suresh Reddy,Naga Raju. "Synthesis and antimicrobial activity of 3-[(4-substituted) (2-oxo-1,3-oxazolidin-3-yl) phosphoryl]-1,3-oxazolidin-2-ones". experimental part. p. 43 - 46. Retrieved 2009/04/06.
• 2、 Auwera, C. Van der,Anteunis, M. J. O.. "NOTE ON THE PREPARATION OF VERY ACTIVE N,N-BIS(2-OXO-3-OXAZOLIDINYL)-PHOSPHORODIAMIDIC CHLORIDE (Bop-Cl), AN EXTREMELY EFFECTIVE REAGENT FOR PEPTIDE FORMATION.". . p. 203 - 206. Retrieved 2007/10/02.