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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.
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.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant