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223301

Sigma-Aldrich

Trioctylphosphine oxide

ReagentPlus®, 99%

Synonym(s):

(Oct)3PO, TOPO®

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About This Item

Linear Formula:
[CH3(CH2)7]3PO
CAS Number:
78-50-2
Molecular Weight:
386.63
Beilstein:
1796648
EC Number:
201-121-3
MDL number:
MFCD00002083
UNSPSC Code:
12352119
PubChem Substance ID:
57647983
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

solid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

bp

201-202 °C/2 mmHg (lit.)

mp

50-52 °C (lit.)

functional group

phosphine

SMILES string

CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC

InChI

1S/C24H51OP/c1-4-7-10-13-16-19-22-26(25,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3

InChI key

ZMBHCYHQLYEYDV-UHFFFAOYSA-N

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Application

Used to extract metals and hydrogen bonding organic compounds. For a review of industrial applications.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
TOPO is a registered trademark of Life Technologies

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H315,H318,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

446.0 °F - closed cup

Flash Point(C)

230 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Solvent Extr. Ion Exch., 10, 879-879 (1992)
Chloé Grazon et al.
Nature communications, 11(1), 1276-1276 (2020-03-11)
Bacteria are an enormous and largely untapped reservoir of biosensing proteins. We describe an approach to identify and isolate bacterial allosteric transcription factors (aTFs) that recognize a target analyte and to develop these TFs into biosensor devices. Our approach utilizes
Alex Khammang et al.
Nature communications, 12(1), 438-438 (2021-01-21)
In terms of producing new advances in sustainable nanomaterials, cation exchange (CE) of post-processed colloidal nanocrystals (NCs) has opened new avenues towards producing non-toxic energy materials via simple chemical techniques. The main processes governing CE can be explained by considering
Andreas Spinnrock et al.
Nanomaterials (Basel, Switzerland), 9(7) (2019-07-22)
Nanoparticle gradient materials combine a concentration gradient of nanoparticles with a macroscopic matrix. This way, specific properties of nanoscale matter can be transferred to bulk materials. These materials have great potential for applications in optics, electronics, and sensors. However, it
Alasdair A M Brown et al.
Nanoscale, 11(25), 12370-12380 (2019-06-20)
We report the self-assembly of an extensive inter-ligand hydrogen-bonding network of octylphosphonates on the surface of cesium lead bromide nanocrystals (CsPbBr3 NCs). The post-synthetic addition of octylphosphonic acid to oleic acid/oleylamine-capped CsPbBr3 NCs promoted the attachment of octylphosphonate to the
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