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Sigma-Aldrich

4,5-Dibromo-2,7-di-tert-butyl-9,9-dimethylxanthene

97%

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Synonym(s):
4,5-Dibromo-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-9H-xanthene, 4,5-Dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene
Empirical Formula (Hill Notation):
C23H28Br2O
CAS Number:
Molecular Weight:
480.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

260-262 °C (lit.)

SMILES string

CC(C)(C)c1cc(Br)c2Oc3c(Br)cc(cc3C(C)(C)c2c1)C(C)(C)C

InChI

1S/C23H28Br2O/c1-21(2,3)13-9-15-19(17(24)11-13)26-20-16(23(15,7)8)10-14(12-18(20)25)22(4,5)6/h9-12H,1-8H3

InChI key

OJJSJAIHWCFVBK-UHFFFAOYSA-N

General description

4,5-Dibromo-2,7-di-tert-butyl-9,9-dimethylxanthene is a heterocyclic building block.

Application

4,5-Dibromo-2,7-di-tert-butyl-9,9-dimethylxanthene may be used as starting reagent for the synthesis of 4,5-(N,N′-bis-cyclohexylamino)-2,7-di-tert-butyl-9,9-dimethyl-xanthene and oligothiophene tweezer molecule bearing two quaterthiophene moieties.
4,5-Dibromo-2,7-di-tert-butyl-9,9-dimethylxanthene may be used in the synthesis of:
  • 2,7-di-tert-butyl-4,5-diiodo-9,9-dimethylxanthene
  • new NON-donor ligand, 4,5-bis(2,6-diisopropylanilino)-2,7-di-tert-butyl-9,9-dimethylxanthene
  • bis(diethylamino)xantphos, via one-pot metalation reaction and and quenching with bis(diethylamino)chlorophosphine

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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Dimethylxanthene-and dibenzofuran-diamido complexes of titanium.
Porter RM and Danopoulos AA.
Polyhedron, 25(4), 859-863 (2006)
Ryo Takita et al.
Organic letters, 10(21), 5003-5005 (2008-10-09)
An oligothiophene tweezer molecule, which has two quaterthiophene moieties connected to create an electrochemically activated hinge, has been synthesized. Two-electron oxidation of the tweezer molecule produces an intramolecular pi-dimer between the two oligothiophene moieties at room temperature as confirmed by
Extremely Stable Thorium (IV) Dialkyl Complexes Supported by Rigid Tridentate 4, 5-Bis (anilido) xanthene and 2, 6-Bis (anilidomethyl) pyridine Ligands.
Cruz CA, et al.
Organometallics, 26(3), 692-701 (2007)
Lisa D Julian et al.
Journal of the American Chemical Society, 132(39), 13813-13822 (2010-09-16)
We report a rhodium catalyst that exhibits high reactivity for the hydroamination of primary aminoalkenes that are unbiased toward cyclization and that possess functional groups incompatible with more electrophilic hydroamination catalysts. The rhodium catalyst contains an unusual diaminophosphine ligand (L1)
Synthesis, structure, and properties of aromatic ring-layered polymers containing ferrocene as a terminal unit.
Morisaki Y, et al.
Journal of Inorganic and Organometallic Polymers and Materials, 19(1), 104-112 (2009)

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