777854
Tris(hydroxypropyl)phosphine
≥80%
Synonym(s):
THPP
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About This Item
Empirical Formula (Hill Notation):
C9H21O3P
CAS Number:
Molecular Weight:
208.24
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥80%
form
liquid
reaction suitability
reagent type: reductant
density
1.136 g/mL at 25 °C
SMILES string
OCCCP(CCCO)CCCO
InChI
1S/C9H21O3P/c10-4-1-7-13(8-2-5-11)9-3-6-12/h10-12H,1-9H2
InChI key
YICAEXQYKBMDNH-UHFFFAOYSA-N
General description
Tris(hydroxypropyl)phosphine (THPP) is a reducing agent widely used for the reductive cleavage of disulfide bonds in small molecules in both aqueous–organic media.
Application
Tris(hydroxypropyl)phosphine can be used:
- As a reducing agent in the reduction of dehydroascorbic acid to ascorbic acid
- In the cleavage of disulfide bonds in small molecules
- As a catalyst in the conversion of polysulfides
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Certificates of Analysis (COA)
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Tris (3-hydroxypropyl) phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides.
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One-Pot Peptide Ligation-Oxidative Cyclization Protocol for the Preparation of Short-/Medium-Size Disulfide Cyclopeptides.
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Organic Letters, 20(14), 4306-4309 (2018)
Tris (3-hydroxypropyl) phosphine (THPP): A mild, air-stable reagent for the rapid, reductive cleavage of small-molecule disulfides
J McNulty, et al.
Bioorganic & Medicinal Chemistry Letters, 25, 4114-4117 (2015)
Hydroxylated Multi-Walled Carbon Nanotubes Covalently Modified with Tris (hydroxypropyl) Phosphine as a Functional Interlayer for Advanced Lithium-Sulfur Batteries
B Yang, et al.
Angewandte Chemie (International Edition in English), 61, 202204327-202204327 (2022)
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