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196673

Sigma-Aldrich

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

97%

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About This Item

Linear Formula:
C6F5COCH3
CAS Number:
652-29-9
Molecular Weight:
210.10
EC Number:
211-487-6
MDL number:
MFCD00000296
UNSPSC Code:
12352100
PubChem Substance ID:
24851783

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

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[1].

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[2]. It was also used in the synthesis of benzalpentafluoroacetophenone and 2,3-dihydryl-F-benzalacetophenone[3].

Storage Class

10 - Combustible liquids

wgk_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD4277
BCCB5003
BCBV1341
BCBJ5637V
BCBG7664V

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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)
Francisco J Martínez-Navarro et al.
Developmental and comparative immunology, 108, 103666-103666 (2020-03-04)
Psoriasis is a skin inflammatory disorder that affects 3% of the human population. Although several therapies based on the neutralization of proinflammatory cytokines have been used with relative success, additional treatments are required. The in silico analysis of gene expression
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
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