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34655 Sigma-Aldrich

Di-tert-butylcyclopentadiene

mixture of isomers, ≥95.0% (GC)

  • CAS Number 120937-44-2

  • Empirical Formula (Hill Notation) C13H22

  • Molecular Weight 178.31

  •  Beilstein/REAXYS Number 3537135

  •  MDL number MFCD00674508

  •  PubChem Substance ID 57649256

  •  NACRES NA.22

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Properties

Related Categories Alkenes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks More...
assay   ≥95.0% (GC)
form   liquid
application(s)   hematology: suitable
  histology: suitable
refractive index   n20/D 1.467
density   0.836 g/mL at 20 °C (lit.)
Featured Industry   Diagnostic Assay Manufacturing
storage temp.   2-8°C
SMILES string   CC(C)(C)C1C=CC(=C1)C(C)(C)C
InChI   1S/C13H22/c1-12(2,3)10-7-8-11(9-10)13(4,5)6/h7-10H,1-6H3
InChI key   RADVPPBTEASJRZ-UHFFFAOYSA-N

Description

General description

Preparation of di-tert-butylcyclopentadiene by phase-transfer-catalyzed alkylation has been reported. It reacts with excess potassium tert-butoxide in the presence of elemental selenium to yield cyclopentadienes bridged by two or three selenium atoms through one or two diselenoketal functionalities. It reacts with excess potassium tert-butoxide in the presence of elemental sulfur to yield cyclopentadienes bridged by sulfur atoms via one or two dithioketal functionalities.

Application

Di-tert-butylcyclopentadiene may be used in the preparation of 2,5,4′,6′-tetra-tert-butyl-5′H-spirocyclopentane-1,2′-cyclopenta[b][1,3]diselena-2,4-diene and 1,3,5,7-tetra-tert-butyl-3a,7a-dihydro-3a,7a-epi-selenodicyclopenta[b,e][1,4]diselenine.

Packaging

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
UN 3295BE 3 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
48.2 °F - closed cup
Flash Point(C) 
9 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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