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721212

Sigma-Aldrich

4-(4-(Tributylstannyl)phenyl)morpholine

Synonym(s):

4-(4-Tributylstannylphenyl)morpholine

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About This Item

Empirical Formula (Hill Notation):
C22H39NOSn
CAS Number:
Molecular Weight:
452.26
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

refractive index

n20/D 1.541

density

1.175 g/L at 25 °C

SMILES string

CCCC[Sn](CCCC)(CCCC)c1ccc(cc1)N2CCOCC2

InChI

1S/C10H12NO.3C4H9.Sn/c1-2-4-10(5-3-1)11-6-8-12-9-7-11;3*1-3-4-2;/h2-5H,6-9H2;3*1,3-4H2,2H3;

InChI key

VIPDIXBRZHVCRF-UHFFFAOYSA-N

Application

4-(4-(Tributylstannyl)phenyl)morpholine is an organotin compound that can be used as a reactant in:
  • Palladium-catalyzed Stille cross-coupling reaction.[1]
  • Regio and diastereoselective preparation of (perfluoroalkyl)arylethenes via Pd-catalyzed three-component iodoperfluoroalkylation and Stille coupling reaction.[2]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Preparation of a diverse purine-scaffold library via one-step palladium catalyzed cross-coupling
Taldone T, et al.
Heterocycles, 87(1), 91-113 (2013)
Palladium-Catalyzed Carboperfluoroalkylation of Alkynes with Fluoroalkyl Iodides and Arylstannanes
Upadhyay NS and Chaladaj W
Advanced Synthesis & Catalysis, 87(1), 91-113 (2019)
Palladium-Catalyzed Carboperfluoroalkylation of Alkynes with Fluoroalkyl Iodides and Arylstannanes
Upadhyay NS and Chaladaj W
advanced synthesis and catalysis, 87(1), 91-113 (2019)

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