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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.)

functional group

bromo
phenyl

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.[1]

Application

9-Bromo-9-phenylfluorene may be used in the preparation of:
  • N-(9-(9-phenylfluorenyl))-L-alaninal[2]
  • N-(9-phenylfluoren-9-yl)-L-serine[3]
  • 1-hydroxypyrazoles priotected at the oxygen atom[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
03907CJ
07223LD
06412KD
13126DA
10919DG

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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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