Skip to Content
Merck
CN

Key Documents

View All Documentation

304026

Sodium cyclopentadienylide

2.4 M in THF, liquid

Synonym(s):

Cyclopentadienylsodium solution

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C5H5Na
CAS Number:
4984-82-1
Molecular Weight:
88.08
NACRES:
NA.22
PubChem Substance ID:
24858317
UNSPSC Code:
12161600
MDL number:
MFCD00012161
Beilstein/REAXYS Number:
969542
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Sodium cyclopentadienylide, 2.4 M in THF

form

liquid

Quality Level

100

reaction suitability

reagent type: ligand

concentration

2.4 M in THF

density

0.938 g/mL at 25 °C

SMILES string

[Na]C1C=CC=C1

InChI

1S/C5H5.Na/c1-2-4-5-3-1;/h1-5H;

InChI key

PDTZVKVFAJGNRV-UHFFFAOYSA-N

Application

Sodium cyclopentadienylide is a useful reagent for the preparation of metallocenes and cyclopentadienyl metal complexes.
It can also be used in the synthesis of:
  • Ruthenocene and fullerene molecular hybrid, Ru(η5- C60Me5)( η5-C5H5) (bucky ruthenocene).
  • Allyl-substituted cyclopentadiene by palladium-catalyzed allylic alkylation.
  • Bis(cyclopentadienyl)zirconium dichloride which is used as a catalyst in the synthesis of bis(indolyl)methanes and alkylation of heteroaryls.
  • Cp-cobaltacycles from diphenylphosphinoalkynes and CoCl(PPh3)3.

signalword

Danger

target_organs

Central nervous system, Respiratory system

supp_hazards

EUH018,EUH019

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk

WGK 3

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup

ppe

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

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1

Regulatory Information

危险化学品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBS1695
SHBR3162
SHBQ6437
SHBP6345
SHBP6349

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and reactivity of bucky ruthenocene Ru(η5- C60Me5)( η5-C5H5).
Matsuo Y, et al.
Chemistry Letters (Jpn), 33(1), 68-69 (2003)
Journal of Organometallic Chemistry, 467, 75-75 (1994)
Bis (cyclopentadienyl) zirconium dichloride for alkylation of heteroaromatics and synthesis of bis (indolyl) methanes.
Kantam ML, et al.
Catalysis Letters, 98(2-3), 117-121 (2004)
View All Related Papers

Global Trade Item Number

SKUGTIN
304026-100ML04061826666678
304026-800ML04061838126436