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Sigma-Aldrich

Tris(1-pyrrolidinyl)phosphine

97%

Synonym(s):

Tripyrrolidinophosphine, Tris(N-pyrrolidinyl)phosphine, Tris(pyrrolidino)phosphine, Phosphorous acid tripyrrolidide, Tris(N,N-tetramethylene)phosphorous acid triamide

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About This Item

Empirical Formula (Hill Notation):
C12H24N3P
CAS Number:
5666-12-6
Molecular Weight:
241.31
Beilstein/REAXYS Number:
1343311
MDL number:
MFCD01863555
UNSPSC Code:
12352005
PubChem Substance ID:
329767760
NACRES:
NA.22

Quality Level

100

assay

97%

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 1.528
n20/D 1.53 (lit.)

bp

104 °C/0.1 mmHg (lit.)

density

1.041 at 25 °C
1.049 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

C1CCN(C1)P(N2CCCC2)N3CCCC3

InChI

1S/C12H24N3P/c1-2-8-13(7-1)16(14-9-3-4-10-14)15-11-5-6-12-15/h1-12H2

InChI key

PXFLCAQHOZXYED-UHFFFAOYSA-N

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Related Categories

Application

Monodentate P-donor ligand.

Used as a phosphitylation reagent for oligonucleotide synthesis.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

209.8 °F

flash_point_c

98.8 °C

Certificates of Analysis (COA)

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Tris(N-pyrrolidinyl)phosphine substituted diiron dithiolate related to iron-only hydrogenase active site: Synthesis, characterization and electrochemical properties
Hou, J., et al.
Journal of Organometallic Chemistry, 691, 4633-4640 (2006)
Xianbin Yang et al.
ACS chemical biology, 7(7), 1214-1220 (2012-04-20)
Chemically synthesized small interfering RNAs (siRNAs) have been widely used to identify gene function and hold great potential in providing a new class of therapeutics. Chemical modifications are desired for therapeutic applications to improve siRNA efficacy. Appropriately protected ribonucleoside-3'-yl S-[β-(benzoylmercapto)ethyl]pyrrolidino-thiophosphoramidite

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