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Sigma-Aldrich

Propylphosphonic anhydride solution

technical, ~50% in DMF

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Synonym(s):
1-Propanephosphonic anhydride solution, 2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution, PPACA, T3P®
Empirical Formula (Hill Notation):
C9H21O6P3
CAS Number:
Molecular Weight:
318.18
Beilstein:
5079255
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical

form

solution

concentration

~50% in DMF

SMILES string

CCCP1(=O)OP(=O)(CCC)OP(=O)(CCC)O1

InChI

1S/C9H21O6P3/c1-4-7-16(10)13-17(11,8-5-2)15-18(12,14-16)9-6-3/h4-9H2,1-3H3

InChI key

PAQZWJGSJMLPMG-UHFFFAOYSA-N

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This Item
431303179728320064
Phthalic anhydride ACS reagent, ≥99%

Sigma-Aldrich

320064

Phthalic anhydride

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

grade

technical

grade

-

grade

-

grade

-

concentration

~50% in DMF

concentration

≥50 wt. % in ethyl acetate

concentration

1.0 M lithium triethylborohydride in THF

concentration

-

General description

Propylphosphonic anhydride is a highly reactive cyclic anhydride that is commonly used as a coupling agent and water scavenger.

Application

Coupling reagent for peptide synthesis; Preparation of other amides; Synthesis of esters (depsipeptides)

Features and Benefits

Some of its unique features include:
  • Broad functional group tolerance
  • Low epimerization tendency
  • By-products are water-soluble
  • High yield and purity


Legal Information

T3P is a registered trademark of Archimica GmbH

Signal Word

Danger

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Repr. 1B - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

143.6 °F

Flash Point(C)

62 °C

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.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

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Customers Also Viewed

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H. Wissmann
Phosph. Sulfur Relat. Elem., 30, 645-645 (1986)
H. Kessler et al.
Liebigs Ann. Chem., 1-1 (1986)
H. Wissmann et al.
Angewandte Chemie (International Edition in English), 92, 129-129 (1980)
M. Feigel
Journal of the American Chemical Society, 108, 181-181 (1986)
Propylphosphonic anhydride (T3P?): an efficient reagent for the one-pot synthesis of 1, 2, 4-oxadiazoles, 1, 3, 4-oxadiazoles, and 1, 3, 4-thiadiazoles.
Augustine JK, et al.
Tetrahedron, 65(48), 9989-9996 (2009)

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