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Merck
CN

275069

Ethynyltributylstannane

95%

Synonym(s):

Tributylstannylacetylene

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About This Item

Linear Formula:
HC≡CSn(CH2CH2CH2CH3)3
CAS Number:
Molecular Weight:
315.08
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3537659
Assay:
95%
Form:
liquid
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assay

95%

form

liquid

refractive index

n20/D 1.476 (lit.)

bp

70 °C/0.2 mmHg (lit.)

density

1.089 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(CCCC)C#C

InChI

1S/3C4H9.C2H.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;1H;

InChI key

YEMJHNYABQHWHL-UHFFFAOYSA-N

Application

Ethynyltributylstannane can be used as a reactant to prepare:
  • Terminal arylacetylene derivatives by Stille coupling reaction with aryl halides in the presence of palladium catalyst.
  • 1,4-bis(tributylstannyl)but-1-en-3-yne by dimerization using a metal complex having bulky ligand catalyst system.
  • Isoquinolone derivatives by reacting with benzotriazinones via denitrogenative insertion in the presence of nickel catalyst.
  • Enyne key intermediates in the total synthesis of (-)-acutumine and (-)-dechloroacutumine.



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

WGK 3

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

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



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