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Sigma-Aldrich

Trimethylsilyl cyclopentadiene, mixture of isomers

Synonym(s):

NSC 176274

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About This Item

Empirical Formula (Hill Notation):
C8H14Si
CAS Number:
Molecular Weight:
138.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

refractive index

n20/D 1.471 (lit.)

bp

138-140 °C (lit.)

density

0.833 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

C[Si](C)(C)C1C=CC=C1

InChI

1S/C8H14Si/c1-9(2,3)8-6-4-5-7-8/h4-8H,1-3H3

InChI key

VMFHCJPMKUTMMQ-UHFFFAOYSA-N

Related Categories

General description

Trimethylsilyl cyclopentadiene reacts with ruthenium trichloride in alcohol solvent to yield ruthenocene.

Application

Reactant involved in:
  • Diels-Alder reactions
  • Synthesis of ring-functionalized molybdenocene complexes
  • Allyl isomerization
  • Aromatization of C5 rings
  • Synthesis of N-hydroxyindoles via nucleophilic addition

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

84.2 °F

flash_point_c

29 °C

ppe

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


Certificates of Analysis (COA)

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Customers Also Viewed

Multiple desilylation of silylated cyclopentadienes promoted by ionic ruthenium and rhodium halides.
Winter CH, et al.
Inorganic Chemistry, 32(17), 3654-3659 (1993)

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