34655
Di-tert-butylcyclopentadiene
mixture of isomers, ≥95.0% (GC)
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About This Item
Empirical Formula (Hill Notation):
C13H22
CAS Number:
Molecular Weight:
178.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3537135
InChI
1S/C13H22/c1-12(2,3)10-7-8-11(9-10)13(4,5)6/h7-10H,1-6H3
SMILES string
CC(C)(C)C1C=CC(=C1)C(C)(C)C
InChI key
RADVPPBTEASJRZ-UHFFFAOYSA-N
assay
≥95.0% (GC)
form
liquid
refractive index
n20/D 1.467
density
0.836 g/mL at 20 °C (lit.)
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
2-8°C
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.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
48.2 °F - closed cup
flash_point_c
9 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Cyclopentadienone Cyclopentadienediyl Diselenoketals.
Thaler G, et al.
European Journal of Inorganic Chemistry, 7, 973-976 (1998)
Di-tert-butylcyclopentadiene and tri-tert-butylcyclopentadiene.
Venier CG and Casserly EW.
Journal of the American Chemical Society, 112(7), 2808-2809 (1990)
Cyclopentadienone cyclopentadienediyl dithioketals.
Thaler G, et al.
Inorgorganica Chimica Acta, 304(2), 184-189 (2000)
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