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Sigma-Aldrich

2,7-Di-tert-butylfluorene

98%

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About This Item

Empirical Formula (Hill Notation):
C21H26
CAS Number:
58775-05-6
Molecular Weight:
278.43
MDL number:
MFCD03093998
UNSPSC Code:
12352100
PubChem Substance ID:
24878674
NACRES:
NA.22

Assay

98%

mp

121-124 °C (lit.)

SMILES string

CC(C)(C)c1ccc-2c(Cc3cc(ccc-23)C(C)(C)C)c1

InChI

1S/C21H26/c1-20(2,3)16-7-9-18-14(12-16)11-15-13-17(21(4,5)6)8-10-19(15)18/h7-10,12-13H,11H2,1-6H3

InChI key

DFZYPLLGAQIQTD-UHFFFAOYSA-N

General description

2,7-Di-tert-butylfluorene can be synthesized by reacting fluorene, CS2 and FeCl3 and 2-chloro-2-methylpropane. It can also be obtained by reacting fluorene with tert-butyl chloride in the presence of FeCl3.

Application

2,7-Di-tert-butylfluorene may be used in the preparation of:
  • 2,7-di-tert-butyl-9-fluorenylmethanol
  • 2,7-di-tert-butyl-9-[ [(p-chlorophenyl)amino]methylene]-fluorene
  • dihydrocyclohepta[def]fluorene
  • new group 4 metal complexes containing aminofluorenyl ligands

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Miller SA and Bercaw JE.
Organometallics, 19, 5608-5608 (2000)
Synthesis and Properties of Kinetically Stabilized Cyclohepta [def] fluorene Derivatives.
Grieser, UD and Hafner K.
Chemische Berichte, 127(11), 2307-2314 (1994)
Investigation of the reaction between amino acids or amino acid esters and 9-formylfluorene and its equivalents. Possible utility of the derived enamines as amino group protectants.
Carpino LA, et al.
The Journal of Organic Chemistry, 54(18), 4302-4313 (1989)
Fmoc: a more soluble analogue of the 9-fluorenylmethoxycarbonyl protecting group.
K D Stigers et al.
The Journal of organic chemistry, 65(12), 3858-3860 (2000-06-24)

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