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68641-49-6 molecular structure
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bis(2-oxo-1,3-oxazolidin-3-yl)phosphinoyl chloride

ChemBase ID: 103058
Molecular Formular: C6H8ClN2O5P
Molecular Mass: 254.564881
Monoisotopic Mass: 253.98593568
SMILES and InChIs

SMILES:
ClP(=O)(N1CCOC1=O)N1CCOC1=O
Canonical SMILES:
O=C1OCCN1P(=O)(N1CCOC1=O)Cl
InChI:
InChI=1S/C6H8ClN2O5P/c7-15(12,8-1-3-13-5(8)10)9-2-4-14-6(9)11/h1-4H2
InChIKey:
KLDLRDSRCMJKGM-UHFFFAOYSA-N

Cite this record

CBID:103058 http://www.chembase.cn/molecule-103058.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
bis(2-oxo-1,3-oxazolidin-3-yl)phosphinoyl chloride
IUPAC Traditional name
bis(2-oxo-1,3-oxazolidin-3-yl)phosphinoyl chloride
Synonyms
Bis(2-oxo-3-oxazolidinyl)phosphinic chloride
BOP-Cl
Bis(2-oxo-3-oxazolidinyl)phosphinic chloride
Phosphoric acid bis(2-oxooxazolidide) chloride
N,N-bis-(2-OXO-3-OXAZOLIDINYL)-PHOSPHORODIAMIDIC CHLORIDE
双(2-氧代-3-噁唑烷基)次磷酰氯
双(2-氧代'-3-噁唑烷基)次磷酰氯
CAS Number
68641-49-6
MDL Number
MFCD00010077
Beilstein Number
3654596
PubChem SID
24849128
162090262
24856419
PubChem CID
152842

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.084358275  LogD (pH = 7.4) -0.084358275 
Log P -0.084358275  Molar Refractivity 49.5288 cm3
Polarizability 19.79999 Å3 Polar Surface Area 76.15 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
191 °C (dec.)(lit.) expand Show data source
ca 195°C dec. expand Show data source
Storage Warning
Moisture Sensitive expand Show data source
RTECS
SZ5871000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
UN Number
3261 expand Show data source
UN3261 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Risk Statements
34 expand Show data source
Safety Statements
26-36/37/39-45 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H314 expand Show data source
H314-H318 expand Show data source
GHS Precautionary statements
P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A expand Show data source
P280-P305 + P351 + P338-P310 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 3261 8/PG 2 expand Show data source
Purity
≥97.0% (AT) expand Show data source
97% expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C6H8ClN2O5P expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02150475 external link
Peptide coupling reagent.
Sigma Aldrich - 270962 external link
Application
Reagent for activating carboxyl groups and coupling peptides.
Packaging
5 g in glass bottle
Sigma Aldrich - 15140 external link
Other Notes
Reagent for activating the carboxylic group, synthesis of amides 1,2; Esters 3; Peptides 4
Packaging
5, 25 g in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Diago-Meseguer, J., et al., Synthesis, 547 (1980).
  • • Coupling reagent for which the rates of reaction with various nucleophiles are sufficiently different to permit a genuine "one-step" coupling of carboxylic acids with amines: Synthesis, 547 (1980). Particularly suitable for coupling N-alkyl amino acids: J. Org. Chem., 51, 3350 (1986). For discussion of strategies for one-step coupling in synthesis of amides, see: Synthesis, 413 (1984), and of the scope and limitations of the reagent in peptide coupling, see: Int. J. Pept. Prot. Res., 29, 574 (1987); J. Org. Chem., 55, 2895 (1990). See also Appendix 6.
  • • For use in the direct selective 5'-acylation of nucleosides by carboxylic acids, (without 3'-protection), see: Tetrahedron, 44, 229 (1988). For high yield dehydration of carboxylic acids to anhydrides, see: Synthesis, 616 (1981). Also used in macrolide cyclization: J. Am. Chem. Soc., 104, 6818 (1982), and in formation of acyclic esters: Synth. Commun., 14, 515 (1984).
  • • The mixed anhydride formed with carboxylic acids adds to imines to give ?-lactams: Synthesis, 63 (1982):
  • • These are also formed in high yield by cyclization of ?-amino acids: Bull. Korean Chem. Soc., 12, 457 (1991).
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PATENTS

PATENTS

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INTERNET

INTERNET

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