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270962

Sigma-Aldrich

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

97%

Synonym(s):

BOP-Cl, Phosphoric acid bis(2-oxooxazolidide) chloride

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About This Item

Empirical Formula (Hill Notation):
C6H8ClN2O5P
CAS Number:
68641-49-6
Molecular Weight:
254.56
Beilstein:
3654596
MDL number:
MFCD00010077
UNSPSC Code:
12352100
PubChem Substance ID:
24856419

Assay

97%

mp

191 °C (dec.) (lit.)

SMILES string

ClP(=O)(N1CCOC1=O)N2CCOC2=O

InChI

1S/C6H8ClN2O5P/c7-15(12,8-1-3-13-5(8)10)9-2-4-14-6(9)11/h1-4H2

InChI key

KLDLRDSRCMJKGM-UHFFFAOYSA-N

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Application

Reagent for activating carboxyl groups and coupling peptides.

Other Notes

This product has been replaced by 15140-ALDRICH | Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ≥97.0% (AT)

replaced by

Product No.
Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

270962-VAR:
270962-5G:
270962-BULK:
270962-1G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D De Luca et al.
Lipids, 32(5), 559-563 (1997-05-01)
Lipophilic esters of saccharides belong to the family of nonionic surfactants widely employed in pharmaceutical and cosmetics formulations. A very simple method is presented whereby 6-O-esters of alpha- and beta-glucose can be prepared and isolated. Good results have been obtained
H T Le et al.
Bioorganic & medicinal chemistry, 4(12), 2201-2209 (1996-12-01)
BOP-Cl was found to be an efficient coupling reagent for the introduction of thiopeptide bonds on imino acid residues (Pro, Sar). Boc-amino monothioacids were coupled at moderate temperature (0 degree C-RT) with fair yields and with retained optical purity. The
T Miyazawa et al.
International journal of peptide and protein research, 40(1), 49-53 (1992-07-01)
In segment couplings by the mixed anhydride method using isobutyloxycarbonyl chloride, the use of copper(II) chloride as an additive suppressed racemization completely in the same manner as in the carbodiimide method reported previously. This was confirmed by employing a number

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