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55135-66-5 - 9-Bromo-9-phenylfluorene, 96% - L14225 - Alfa Aesar

L14225 9-Bromo-9-phenylfluorene, 96%

Número CAS
55135-66-5
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
1g 38,16
5g 127,60
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9-Bromo-9-phenylfluorene, 96%

MDL
MFCD00075522
EINECS
000-000-0

Propiedades químicas

Fórmula
C19H13Br
Peso molecular
321.23
Punto de fusión
94-99°

Referencias documentales

Reagent for protection of amines as their N-9-phenylfluorenyl (Pf) derivatives, which are ca 6000x more stable than trityl (Trt) groups (see Chlorotriphenyl­methane, A11799) to acid hydrolysis: J. Chem. Soc., 1895 (1964), and have been found useful in asymmetric syntheses. The group has been introduced using K3PO4 or Et3N as base and Pb(NO3)2 as a bromide scavenger: J. Org. Chem., 50, 1239 (1985); 51, 3882 (1986). An alternative lead-free method uses K3PO4 and nitromethane: J. Org. Chem., 58, 2369 (1993). The Pf group can be cleaved with TFA in acetonitrile. For examples and discussion, see: Org. Synth. Coll., 9, 344 (1998). Hydrogenolysis: J. Org. Chem., 60, 4602 (1995); 61, 9437 (1996), or Li/ammonia reduction: J. Org. Chem., 55, 3511 (1990) have also been reported. N-Pf- and N-Trt- derivatives of amino acids have also been converted to Leuchs' anhydrides by treatment with phosgene or triphosgene, and the products coupled with amino acid esters to give dipeptides in good yields without racemization: J. Org. Chem., 64, 2532 (1999).

/n

The Pf ester has also been developed for protection of the -carboxy group of glutamic acid in peptide synthesis, with better stability than trityl, but readily cleaved by TFA in DCM: Synlett, 1136 (1999).

/n

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
2561445
Clase de peligro
8
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2903.99
TSCA
No

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