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731625

Sigma-Aldrich

trans-1,2-Bis(tributylstannyl)ethene

97%

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Empirical Formula (Hill Notation):
C26H56Sn2
CAS Number:
14275-61-7
Molecular Weight:
606.14
MDL number:
MFCD01631299
PubChem Substance ID:
329764672
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.502

density

1.132 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CCCC[Sn](CCCC)(CCCC)\C=C\[Sn](CCCC)(CCCC)CCCC

InChI

1S/6C4H9.C2H2.2Sn/c6*1-3-4-2;1-2;;/h6*1,3-4H2,2H3;1-2H;;

InChI key

VNKOWRBFAJTPLS-UHFFFAOYSA-N

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This Item
717703B52603414506
trans-1,2-Bis(tributylstannyl)ethene 97%

Sigma-Aldrich

731625

trans-1,2-Bis(tributylstannyl)ethene

2,5-Bis(tributylstannyl)thiophene 97%

Sigma-Aldrich

717703

2,5-Bis(tributylstannyl)thiophene

1,2-Bis(2-pyridyl)ethylene 97%

Sigma-Aldrich

B52603

1,2-Bis(2-pyridyl)ethylene

2-(Tributylstannyl)furan 97%

Sigma-Aldrich

414506

2-(Tributylstannyl)furan

form

liquid

form

liquid

form

powder

form

liquid

refractive index

n20/D 1.502

refractive index

-

refractive index

-

refractive index

n20/D 1.494 (lit.)

density

1.132 g/mL at 25 °C

density

1.201 g/mL at 25 °C

density

-

density

1.134 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Application

trans-1,2-Bis(tributylstannyl)ethene can be used to prepare:
  • Polyarylenevinylene polymers having triphenylamine core moieties.
  • Two (E)-2-(2-(thiophen-2-yl)vinyl)thiophen based copolymers through Pd-catalyzed Stille coupling reaction.
  • Vinylstannanes by reacting with aryl halides, which in turn can be used in the synthesis of substituted pyridines.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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A reliable synthetic protocol toward a series of fused chalcogenopheno[1]benzochalcogenophene (CBC) building blocks was developed based on a Fiesselmann reaction. The obtained CBC units were applied in McMurry and Stille coupling reactions toward symmetric regioisomeric ene-linked dimers. These π-conjugated compounds

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