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368873

Sigma-Aldrich

9-Bromo-9-phenylfluorene

97%

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About This Item

Empirical Formula (Hill Notation):
C19H13Br
CAS Number:
55135-66-5
Molecular Weight:
321.21
MDL number:
MFCD00075522
UNSPSC Code:
12352100
PubChem Substance ID:
24862938
NACRES:
NA.22

Assay

97%

mp

99-101 °C (lit.)

SMILES string

BrC2(c1ccccc1)c3ccccc3-c4ccccc24

InChI

1S/C19H13Br/c20-19(14-8-2-1-3-9-14)17-12-6-4-10-15(17)16-11-5-7-13-18(16)19/h1-13H

InChI key

HYQXNCDBSALQLB-UHFFFAOYSA-N

General description

Solvolysis of 9-bromo-9- phenylfluorene has been reported to proceed via limiting SN1 mechanism.

Application

9-Bromo-9-phenylfluorene may be used in the preparation of:
  • N-(9-(9-phenylfluorenyl))-L-alaninal
  • N-(9-phenylfluoren-9-yl)-L-serine
  • 1-hydroxypyrazoles priotected at the oxygen atom

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Configurational stability of N-protected. alpha.-amino aldehydes.
Lubell WD and Rapoport H.
Journal of the American Chemical Society, 109(1), 236-239 (1987)
Synthesis of 5-substituted 1-hydroxypyrazoles through directed lithiation of 1-(benzyloxy) pyrazole.
Vedso P and Begtrup M.
The Journal of Organic Chemistry, 60(16), 4995-4998 (1995)
Solvent and Substituent Effects in the Solvolysis of 9-Aryl-9-bromofluorenes.
Liu K-T and Lin Y-S.
J. Chin. Chem. Soc., 47(1), 71-76 (2000)
Surrogates for Chiral Aminomalondialdehyde. Synthesis of N-(9-Phenylfluoren-9-yl) serinal and N-(9-Phenylfluoren-9-yl) vinylglycinal.
Lubell WD and Rapoport H.
The Journal of Organic Chemistry, 54(16), 3824-3831 (1989)

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