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Merck
CN

734055

Sigma-Aldrich

Tributyl(4,5-dihydrofuran-2-yl)tin

97%

别名:

Tributyl(4,5-dihydrofuran-2-yl)tin

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About This Item

经验公式(希尔记法):
C16H32OSn
分子量:
359.13
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

表单

liquid

折射率

n20/D 1.493

密度

1.128 g/mL at 25 °C

SMILES字符串

CCCC[Sn](CCCC)(CCCC)C1=CCCO1

InChI

1S/C4H5O.3C4H9.Sn/c1-2-4-5-3-1;3*1-3-4-2;/h1H,2,4H2;3*1,3-4H2,2H3;

InChI key

QTYBKWIPVOTUQI-UHFFFAOYSA-N

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应用

Tributyl(4,5-dihydrofuran-2-yl)stannane is an organotin compound (or organostannane), which can be used as a reactant:
  • In the palladium-catalyzed Stille coupling reaction to prepare furan-containing aryl derivatives by reacting with various aryl halides.
  • To synthesize 2,3-dihydro-5-(2-methylphenyl)furan by coupling with 2-iodotoluene in the presence of a palladium catalyst.
  • In the chemoselective preparation of hexatrienes by the tandem palladium-catalyzed Heck and Stille coupling of bromohexenyl triflates and acrylates.

警示用语:

Danger

危险分类

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

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Preparation of 1-(tri-n-butylstannyl) furanoid glycals and their use in palladium-mediated coupling reactions
Zhang H-C, et al.
Tetrahedron Letters, 34(10), 1571-1574 (1993)
The Pd (0)-catalysed coupling reactions of 2-(tri-n-butylstannyl)-3, 4-dihydrofuran and-5, 6-dihydropyran.
MacLeod D, et al.
Tetrahedron Letters, 31(42), 6077-6080 (1990)
A One-Pot Sequence of Stille and Heck Couplings: Synthesis of Various 1, 3, 5-Hexatrienes and Their Subsequent 6π-Electrocyclizations
von Zezschwitz P, et al.
Chemistry?A European Journal , 7(18), 4035-4046 (2001)

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