196673
2′,3′,4′,5′,6′-Pentafluoroacetophenone
97%
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About This Item
Linear Formula:
C6F5COCH3
CAS Number:
Molecular Weight:
210.10
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
211-487-6
MDL number:
Assay:
97%
Form:
liquid
InChI key
FBGHCYZBCMDEOX-UHFFFAOYSA-N
InChI
1S/C8H3F5O/c1-2(14)3-4(9)6(11)8(13)7(12)5(3)10/h1H3
SMILES string
CC(=O)c1c(F)c(F)c(F)c(F)c1F
assay
97%
form
liquid
refractive index
n20/D 1.4366 (lit.)
bp
130-131 °C (lit.)
density
1.476 g/mL at 25 °C (lit.)
functional group
fluoro, ketone
Application
2′,3′,4′,5′,6′-Pentafluoroacetophenone was used in asymmetric synthesis of chiral alcohols using ketoreductase isolated from cyanobacterium Synechococcus sp. strain PCC 7942. It was also used in the synthesis of benzalpentafluoroacetophenone and 2,3-dihydryl-F-benzalacetophenone.
General description
Effect of magnetic field on the photochemical hydrogen abstraction of 2′,3′,4′,5′,6′-pentafluoroacetophenone in a Brij 35 micellar solution has been studied by nanosecond laser flash photolysis technique.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
150.8 °F - closed cup
flash_point_c
66 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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Polyfluoroaryl carbonyl chemistry. Benzalacetophenones.
Filler R, et al.
The Journal of Organic Chemistry, 40(7), 935-939 (1975)
Magnetic field effects on the photochemical hydrogen abstraction of 2′, 3′, 4′, 5′, 6′-pentafluoroacetophenone in a Brij 35 micellar solution.
Igarashi M, et al.
Molecular Physics, 82(6), 1165-1179 (1994)
Kathrin Hölsch et al.
Applied and environmental microbiology, 74(21), 6697-6702 (2008-09-16)
A new ketoreductase useful for asymmetric synthesis of chiral alcohols was identified in the cyanobacterium Synechococcus sp. strain PCC 7942. Mass spectrometry of trypsin-digested peptides identified the protein as 3-ketoacyl-[acyl-carrier-protein] reductase (KR) (EC 1.1.1.100). The gene, referred to as fabG
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