Trimethylsilyl cyclopentadiene, mixture of isomers

Name: Trimethylsilyl cyclopentadiene, mixture of isomers
Brand: ALDRICH
Price: 379 USD
Availability: InStock

Synonym(s):

NSC 176274

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10 G

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₄Si

CAS Number:

3559-74-8

Molecular Weight:

138.28

NACRES:

NA.22

PubChem Substance ID:

24855613

UNSPSC Code:

12352100

MDL number:

MFCD00010666

Key Documents

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InChI

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

SMILES string

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

InChI key

VMFHCJPMKUTMMQ-UHFFFAOYSA-N

form

liquid

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

Quality Level

200

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1 of 4

This Item	102261	218286	46188
Sigma-Aldrich 257885 Trimethylsilyl cyclopentadiene, mixture of isomers	Sigma-Aldrich 102261 2,6-Dimethylcyclohexanone, mixture of isomers	Sigma-Aldrich 218286 (+)-Dihydrocarvone, mixture of isomers	Sigma-Aldrich 46188 Farnesal, mixture of isomers
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
bp 138-140 °C (lit.)	bp 174-176 °C (lit.)	bp 87-88 °C/6 mmHg (lit.)	bp 126-129 °C/3.5 mmHg (lit.)
refractive index n20/D 1.471 (lit.)	refractive index n20/D 1.447 (lit.)	refractive index n20/D 1.471 (lit.)	refractive index n20/D >1.4920 (lit.), n20/D 1.497
storage temp. −20°C	storage temp. -	storage temp. -	storage temp. -
density 0.833 g/mL at 25 °C (lit.)	density 0.925 g/mL at 25 °C (lit.)	density 0.929 g/mL at 25 °C (lit.)	density 0.909 g/mL at 25 °C (lit.)
form liquid	form -	form liquid	form -

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

General description

Trimethylsilyl cyclopentadiene reacts with ruthenium trichloride in alcohol solvent to yield ruthenocene[1].

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H315,H319,H335

pcodes

P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

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

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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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