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257885

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:
3559-74-8
Molecular Weight:
138.28
MDL number:
MFCD00010666
UNSPSC Code:
12352100
PubChem Substance ID:
24855613
NACRES:
NA.22

form

liquid

Quality Level

200

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
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

257885-1G:
257885-VAR:
257885-10G:
257885-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM8156
MKCG1153
MKBZ7343V
MKBR7984V
MKBR0619V

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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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