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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
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
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
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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