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24324-17-2 - 9-Fluorenylmethanol, 99% - 9-(Hydroxymethyl)fluorene - 9-Fluorenemethanol - A15212 - Alfa Aesar

A15212 9-Fluorenylmethanol, 99%

CAS Number
24324-17-2
Synonyms
9-(Hydroxymethyl)fluorene
9-Fluorenemethanol

Size Price ($) Quantity Availability
5g 44.91
25g 135.23
100g 546.93
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9-Fluorenylmethanol, 99%

MDL
MFCD00001139
EINECS
246-167-5

Chemical Properties

Formula
C14H12O
Formula Weight
196.25
Melting point
102-106°
Solubility
Soluble in methanol.

Applications

9-Fluorenylmethanol acts as a N-protecting reagent, which is used in the synthesis of peptide. It is also used in the preparation of deoxynucleoside 9-fluorenemethyl phosphorodithioates. Further, it is used to prepare 9-(fluoromethyl)fluorene. In addition to this, it is involved in the electropolymerization with boron trifluoride diethyl etherate to yield low-potential electrodeposition of semiconducting poly(9-fluorenemethanol) film.

Notes

Incompatible with strong oxidizing agents.

Literature References

Reagent for protection of carboxyl groups as their 9-fluorenylmethyl (Fm) esters, which improve solubility of the molecule in organic solvents. Fm esters can be formed, e.g. by the DCC-DMAP method: Tetrahedron Lett., 24, 281 (1983), or by imidazole-catalyzed transesterification of active esters of N-protected amino acids: Int. J. Pept. Prot. Res., 21, 196 (1983). Cleavage is by hydrogenolysis. See Appendix 6.

Can also be used to protect phosphate groups in oligonucleotide synthesis: J. Chem. Soc., Chem. Commun., 803 (1973).

Arimitsu, K.; Kumazawa, Y.; Furutani, M. Preparation of base-amplifying microcapsules and their application to photoreactive materials. J. Polym. Sci., Part A: Polym. Chem. 2015, 53 (21), 2440-2443.

Furutani, M.; Kobayashi, H.; Gunji, T.; Abe, Y.; Arimitsu, K. Base-amplifying silicone resins with photobase-generating side chains and their application to negative-working photoresists. J. Polym. Sci., Part A: Polym. Chem. 2015, 53 (10), 1205-1212.

Other References

Beilstein
2330017
Harmonized Tariff Code
2906.29
TSCA
Yes

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