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Sigma-Aldrich

6-Methoxy-2-(tributylstannyl)pyrimidine

95%

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About This Item

Empirical Formula (Hill Notation):
C17H32N2OSn
CAS Number:
Molecular Weight:
399.16
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.507

bp

293 °C

density

1.164 g/mL at 25 °C

SMILES string

CCCC[Sn](CCCC)(CCCC)c1nccc(OC)n1

InChI

1S/C5H5N2O.3C4H9.Sn/c1-8-5-2-3-6-4-7-5;3*1-3-4-2;/h2-3H,1H3;3*1,3-4H2,2H3;

InChI key

HQUSEOSQVFRYQV-UHFFFAOYSA-N

General description

6-Methoxy-2-(tributylstannyl)pyrimidine is an organotin compound used in Stille coupling reaction.

Application

6-Methoxy-2-(tributylstannyl)pyrimidine can be used as a reactant for the preparation of substituted pyrimidinone compounds via a Stille coupling reaction with aryl bromides. It can be also employed for the preparation of 4-methoxy-2-phenylpyrimidine by reacting with iodobenzene using Pd as a catalyst.

Signal Word

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 Code

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

WGK

WGK 3

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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Synthesis of Mono-and Diaza-`Pyridones? via Stille Coupling of Alkoxystannanes
Smith CL, et al.
Synlett, 25(13), 1904-1908 (2014)
Synthesis of new polyaza heterocycles. Part 42: Diazines
Darabantu M, et al.
Tetrahedron, 61(11), 2897-2905 (2005)

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