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196673

Sigma-Aldrich

2′,3′,4′,5′,6′-Pentafluoroacetophenone

97%

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Linear Formula:
C6F5COCH3
CAS Number:
Molecular Weight:
210.10
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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.)

SMILES string

CC(=O)c1c(F)c(F)c(F)c(F)c1F

InChI

1S/C8H3F5O/c1-2(14)3-4(9)6(11)8(13)7(12)5(3)10/h1H3

InChI key

FBGHCYZBCMDEOX-UHFFFAOYSA-N

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.

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.

WGK

WGK 3

Flash Point(F)

150.8 °F

Flash Point(C)

66 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Polyfluoroaryl carbonyl chemistry. Benzalacetophenones.
Filler R, et al.
The Journal of Organic Chemistry, 40(7), 935-939 (1975)
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
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)
Babak Razaghi et al.
Developmental dynamics : an official publication of the American Association of Anatomists, 247(2), 289-303 (2017-10-13)
In this study, we reveal a previously undescribed role of the HACE1 (HECT domain and Ankyrin repeat Containing E3 ubiquitin-protein ligase 1) tumor suppressor protein in normal vertebrate heart development using the zebrafish (Danio rerio) model. We examined the link
Anushka Katikaneni et al.
Nature cell biology, 22(9), 1049-1055 (2020-09-02)
Rapid wound detection by distant leukocytes is essential for antimicrobial defence and post-infection survival1. The reactive oxygen species hydrogen peroxide and the polyunsaturated fatty acid arachidonic acid are among the earliest known mediators of this process2-4. It is unknown whether

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