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257885

Sigma-Aldrich

Trimethylsilyl cyclopentadiene, mixture of isomers

Synonym(s):

NSC 176274

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10 G
₹32,252.00

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

₹32,252.00

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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

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Trimethylsilyl cyclopentadiene, mixture of isomers

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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

-

General description

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

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
  • Specification Sheet

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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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