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3',5'-Difluoroacetophenone

Product Name3',5'-Difluoroacetophenone
CAS123577-99-1
MFC8H6F2O
MW156.13
EINECS626-379-8
MOL File123577-99-1.mol

Chemical Properties

Melting point	34-38 °C(lit.)
Boiling point	94 °C
Density	1.206±0.06 g/cm3(Predicted)
refractive index	1.4876
Flash point	180 °F
storage temp.	Sealed in dry,Room Temperature
form	Low Melting Solid
color	White to slightly yellow
BRN	6798740
InChI	InChI=1S/C8H6F2O/c1-5(11)6-2-7(9)4-8(10)3-6/h2-4H,1H3
InChIKey	OXJLDNSPGPBDCP-UHFFFAOYSA-N
SMILES	C(=O)(C1=CC(F)=CC(F)=C1)C
CAS DataBase Reference	123577-99-1(CAS DataBase Reference)
NIST Chemistry Reference	3,5-Difluoroacetophenone(123577-99-1)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38-R36/37/38-36-26
Safety Statements	26-36-S36-S26-36/37/38
WGK Germany	3
HazardClass	IRRITANT
HS Code	29147000
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English
ALFA	English

Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

3′,5′-Difluoroacetophenone (3,5-Difluoroacetophenone) may be used to synthesize:

(E)-3-(4-(1,5,9-trithia-13-azacyclohexadecan-13-yl)-phenyl)-1-(3,5-difluorophenyl)prop-2-en-1-one
1,3,5-triarylpyrazoline fluorophores containing a 16-membered thiazacrown ligand
(±)-fluorinated-1-(3-morpholin-4-yl-phenyl)ethylamine
(E)-1-(3,5-difluorophenyl)-3-(2,4-dimethoxyphenyl) prop-2-en-1-one
1-(3,5-difluorophenyl)-4,4,4-trifluorobutane-1,3-dione

General Description

3′,5′-Difluoroacetophenone, also known as 1-(3,5-difluorophenyl)ethanone, is a fluorinated acetophenone.

Synthesis

872181-59-4

123577-99-1

The general procedure for the synthesis of 3,5-difluoroacetophenone from 1-(3,5-difluorophenyl)ethanol was carried out as follows: a solution of Dess-Martin periodontane (9.66 g, 22.8 mmol) was added batchwise to a solution of 1-(3,5-difluorophenyl)ethanol (3.00 g, 19.0 mmol) in dichloromethane (40 mL) under ice-bath cooling conditions. The reaction mixture was stirred at room temperature for 2 hours. Subsequently, the solvent was removed by concentration under reduced pressure. The residue was purified by silica gel column chromatography using a CombiFlash device eluting with a gradient of ethyl acetate/hexane (0-40%). Purification afforded 3,5-difluoroacetophenone (2.06 g, 69.6% yield) as a colorless oil. Its 1H NMR (300 MHz, CDCl3) data were as follows: δ 7.45 (m, 2H), 7.01 (m, 1H), 2.59 (s, 3H) ppm.

References

[1] Patent: US2014/200227, 2014, A1. Location in patent: Paragraph 1098; 1099

Preparation Products And Raw materials

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