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333670

Sigma-Aldrich

Tris(trimethylsilyl)phosphine

95%

Synonym(s):

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

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About This Item

Linear Formula:
[(CH3)3Si]3P
CAS Number:
15573-38-3
Molecular Weight:
250.54
MDL number:
MFCD00015487
UNSPSC Code:
12161700
PubChem Substance ID:
24860167
NACRES:
NA.22

Quality Level

100

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

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

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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

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H250,H261,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
Nikolay Kornienko et al.
ACS nano, 9(4), 3951-3960 (2015-04-04)
The tunable physical and electronic structure of III-V semiconductor alloys renders them uniquely useful for a variety of applications, including biological imaging, transistors, and solar energy conversion. However, their fabrication typically requires complex gas phase instrumentation or growth from high-temperature
Formation of high quality InP and InAs nanocrystals in a noncoordinating solvent.
Battaglia D and Peng X
Nano Letters, 2(9), 1027-1030 (2002)
Microwave-enhanced reaction rates for nanoparticle synthesis.
Gerbec JA, et al.
Journal of the American Chemical Society, 127(45), 15791-15800 (2005)
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