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183717

Sigma-Aldrich

2′-Fluoroacetophenone

97%

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About This Item

Linear Formula:
FC6H4COCH3
CAS Number:
445-27-2
Molecular Weight:
138.14
Beilstein/REAXYS Number:
2041344
EC Number:
207-156-0
MDL number:
MFCD00000320
UNSPSC Code:
12352100
PubChem Substance ID:
24851072
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.507 (lit.)

bp

187-189 °C (lit.)

density

1.137 g/mL at 20 °C (lit.)

SMILES string

CC(=O)c1ccccc1F

InChI

1S/C8H7FO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,1H3

InChI key

QMATYTFXDIWACW-UHFFFAOYSA-N

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General description

The enantioselective reduction of 2′-fluoroacetophenone has been investigated.

Application

2′-Fluoroacetophenone was used as starting reagent in the synthesis of ascididemin.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Ida Nymann Petersen et al.
Chemical communications (Cambridge, England), 48(72), 9092-9094 (2012-08-07)
A new and convergent synthesis of ascididemin is presented. Using an anionic cascade ring closure as the key step, this natural product is obtained in 45% overall yield in just 6 steps starting from 2'-fluoroacetophenone. This new approach was extended
The enantioselective reduction of 2'-fluoroacetophenone utilizing a simplified CBS-reduction procedure.
Garrett CE, et al.
Tetrahedron Asymmetry, 13(13), 1347-1349 (2002)

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