257885
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
Recommended Products
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
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
84.2 °F - closed cup
Flash Point(C)
29 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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