340359

Sigma-Aldrich

Tributyl(phenylethynyl)tin

95%

Linear Formula:
C6H5C≡CSn[(CH2)3CH3]3
CAS Number:
Molecular Weight:
391.18
MDL number:
PubChem Substance ID:

assay

95%

refractive index

n20/D 1.532 (lit.)

density

1.116 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(CCCC)C#Cc1ccccc1

InChI

1S/C8H5.3C4H9.Sn/c1-2-8-6-4-3-5-7-8;3*1-3-4-2;/h3-7H;3*1,3-4H2,2H3;

InChI key

PYMPTRMDPJYTDF-UHFFFAOYSA-N

Related Categories

Application

Tributyl(phenylethynyl)tin can be used:
  • As a substrate in the palladium-catalyzed homocoupling of organostannanes to yield biaryl compounds.
  • To prepare various enynals, which are employed in the synthesis of substituted benzene derivatives catalyzed by nickel.
  • In one of the key synthetic steps for the preparation of β-alkynylcorroles.

Packaging

10 g in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2788 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Efficient Synthesis of beta-Alkynylcorroles
Stefanelli M, et al.
European Journal of Organic Chemistry, 2015(31), 6811-6816 (2015)
Palladium-iminophosphine-catalyzed homocoupling of alkynylstannanes and other organostannanes using allyl acetate or air as an oxidant
Shirakawa E, et al.
Journal of Organometallic Chemistry, 670(1-2), 132-136 (2003)
A multicomponent approach to substituted benzenes involving sequential nickel-catalyzed reactions
ElDouhaibi AS, et al.
Tetrahedron, 62(49), 11460-11469 (2006)

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