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543306

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

Related Categories

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)

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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)
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)
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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