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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

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Quality Level

200

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

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2,7-Di-tert-butylfluorene 98%

Sigma-Aldrich

543306

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Di-tert-butyl disulfide 97%

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4-sec-Butyl-2,6-di-tert-butylphenol 96%

Sigma-Aldrich

372110

4-sec-Butyl-2,6-di-tert-butylphenol

assay

98%

assay

97%

assay

97%

assay

96%

mp

121-124 °C (lit.)

mp

-

mp

188-192 °C (lit.)

mp

25 °C (lit.)

General description

2,7-Di-tert-butylfluorene can be synthesized by reacting fluorene, CS2 and FeCl3 and 2-chloro-2-methylpropane.[1] It can also be obtained by reacting fluorene with tert-butyl chloride in the presence of FeCl3.[2]

Application

2,7-Di-tert-butylfluorene may be used in the preparation of:
  • 2,7-di-tert-butyl-9-fluorenylmethanol[1]
  • 2,7-di-tert-butyl-9-[ [(p-chlorophenyl)amino]methylene]-fluorene[2]
  • dihydrocyclohepta[def]fluorene[3]
  • new group 4 metal complexes containing aminofluorenyl ligands[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV6713V
MKBH1078V
MKBG0052
MKBG0052V
MKBC6956

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Miller SA and Bercaw JE.
Organometallics, 19, 5608-5608 (2000)
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)
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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