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Merck
CN

333670

Tris(trimethylsilyl)phosphine

95%, liquid

Synonym(s):

(P(TMS)3), Tris(trimethylsilyl)phosphane

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About This Item

Linear Formula:
[(CH3)3Si]3P
CAS Number:
Molecular Weight:
250.54
UNSPSC Code:
12161700
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

Tris(trimethylsilyl)phosphine, 95%

SMILES string

C[Si](C)(C)P([Si](C)(C)C)[Si](C)(C)C

InChI

1S/C9H27PSi3/c1-11(2,3)10(12(4,5)6)13(7,8)9/h1-9H3

InChI key

OUMZKMRZMVDEOF-UHFFFAOYSA-N

assay

95%

form

liquid

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

refractive index

n20/D 1.502 (lit.)

bp

243-244 °C (lit.)

density

0.863 g/mL at 25 °C (lit.)

functional group

phosphine

storage temp.

2-8°C

Quality Level

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Application

Tris(trimethylsilyl)phosphine (P(TMS)3) can be used as a precursor for the syntheses of:
  • Indium phosphide (InP) and indium gallium phosphide (InGaP) nanocrystals, type III-V semiconductors.
  • Chiral TMS-phospholane which can be further used to synthesize various bisphospholane ligands for asymmetric catalysis.

pictograms

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Danger

Hazard Classifications

Eye Irrit. 2 - Pyr. Liq. 1 - Skin Irrit. 2 - STOT SE 3 - Water-react 2

target_organs

Respiratory system

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Synthesis of a new chiral bisphospholane ligand for the Rh (I)-catalyzed enantioselective hydrogenation of isomeric β-acylamido acrylates.
Holz J, et al.
The Journal of Organic Chemistry, 68(5), 1701-1707 (2003)
Yuyuan Wang et al.
ACS applied materials & interfaces, 9(36), 30297-30305 (2017-08-29)
A quantum-dot (QD)-based micelle conjugated with an anti-epidermal growth factor receptor (EGFR) nanobody (Nb) and loaded with an anticancer drug, aminoflavone (AF), has been engineered for EGFR-overexpressing cancer theranostics. The near-infrared (NIR) fluorescence of the indium phosphate core/zinc sulfide shell
Houman Bahmani Jalali et al.
ACS nano, 12(8), 8104-8114 (2018-07-19)
Light-induced stimulation of neurons via photoactive surfaces offers rich opportunities for the development of therapeutic methods and high-resolution retinal prosthetic devices. Quantum dots serve as an attractive building block for such surfaces, as they can be easily functionalized to match
Microwave-enhanced reaction rates for nanoparticle synthesis.
Gerbec JA, et al.
Journal of the American Chemical Society, 127(45), 15791-15800 (2005)
Formation of high quality InP and InAs nanocrystals in a noncoordinating solvent.
Battaglia D and Peng X
Nano Letters, 2(9), 1027-1030 (2002)

Articles

Solvothermal synthesis of nanoparticles: applications from nanocircuits and nano-optical circuits to nanomagnetics and biotech.

纳米颗粒的溶剂热合成:从纳米电路、纳米光学电路到纳米磁学和生物技术应用。

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