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271438

Sigma-Aldrich

Tributyl(vinyl)tin

97%

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Synonym(s):
Tributyl(vinyl)stannane, Tributylstannylethylene, Vinyltributylstannane
Linear Formula:
CH2=CHSn[CH3(CH2)3]3
CAS Number:
Molecular Weight:
317.10
Beilstein/REAXYS Number:
3537662
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

refractive index

n20/D 1.478 (lit.)

bp

104-106 °C/3.5 mmHg (lit.)

density

1.085 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/3C4H9.C2H3.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;1H,2H2;

InChI key

QIWRFOJWQSSRJZ-UHFFFAOYSA-N

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This Item
367265707937414492
Tributyl(vinyl)tin 97%

271438

Tributyl(vinyl)tin

Trimethyl(tributylstannyl)silane 97%

367265

Trimethyl(tributylstannyl)silane

2-(Tributylstannyl)thiophene 97%

414492

2-(Tributylstannyl)thiophene

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

100

bp

104-106 °C/3.5 mmHg (lit.)

bp

102-103 °C/0.5 mmHg (lit.)

bp

84-87 °C/1 mmHg

bp

155 °C/0.1 mmHg (lit.)

refractive index

n20/D 1.478 (lit.)

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.479

refractive index

n20/D 1.518 (lit.)

density

1.085 g/mL at 25 °C (lit.)

density

1.04 g/mL at 25 °C (lit.)

density

1.082 g/mL at 25 °C

density

1.175 g/mL at 25 °C (lit.)

General description

Tributyl(vinyl)tin is an organostannane, commonly used in the palladium-catalyzed cross coupling reactions.

Application

Vinyl nucleophile for bromoacetylenes and bromoaromatics.

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

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


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[reaction: see text] A novel type of cascade ring expansion process has been developed by the palladium-catalyzed reaction of (Z)-1-(1,3-butadienyl)cyclobutanols with aryl iodides. The reaction proceeds in a stereospecific manner to produce (Z)-2-(3-aryl-1-propenyl)cyclopentanones. It has also been found that regioselective
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Direct and carbonylative coupling reactions of various steroid derivatives possessing iodo- and bromo-alkenyl moiety (17-iodo-androst-16-ene, 1, 17-bromoandrost-2,16-diene, 2, 17-iodo-4-aza-4-methylandrost-16-en-3-one, 3, 17-iodo-4-azaandrost-16-en-3-one, 4) with vinyltributylstannane and ethynyltributylstannane were carried out in the presence of various palladium catalysts. While carbonylation took place

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