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328103

Sigma-Aldrich

3′-Hydroxyacetophenon

≥99%

Synonym(e):

1-(3-Hydroxyphenyl)ethanone, 3-Acetylphenol, 3-Hydroxyphenylethanone, m-Hydroxyacetophenone

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About This Item

Lineare Formel:
HOC6H4COCH3
CAS-Nummer:
121-71-1
Molekulargewicht:
136.15
Beilstein:
2040676
EG-Nummer:
204-494-0
MDL-Nummer:
MFCD00002298
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24859714
NACRES:
NA.22

Assay

≥99%

bp

296 °C (lit.)

mp (Schmelzpunkt)

90-95 °C (lit.)

Dichte

1.1 g/mL at 25 °C (lit.)

SMILES String

CC(=O)c1cccc(O)c1

InChI

1S/C8H8O2/c1-6(9)7-3-2-4-8(10)5-7/h2-5,10H,1H3

InChIKey

LUJMEECXHPYQOF-UHFFFAOYSA-N

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Allgemeine Beschreibung

3′-Hydroxyacetophenone is an hydroxy-substituted alkyl phenyl ketone.

Anwendung

3′-Hydroxyacetophenone was used in synthesis of enantiopure (-)-rivastigmine. It was also used in preparation of building block for synthesis of dendritic compounds.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

247.3 °F - closed cup

Flammpunkt (°C)

119.6 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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3-Methoxyphenol 96%

Sigma-Aldrich

328456

3-Methoxyphenol

3-Hydroxybenzaldehyd ≥99%

Sigma-Aldrich

H19808

3-Hydroxybenzaldehyd

4-Hydroxybenzaldehyd 98%

Sigma-Aldrich

144088

4-Hydroxybenzaldehyd

2,2-Dimethoxy-2-phenylacetophenon 99%

Sigma-Aldrich

196118

2,2-Dimethoxy-2-phenylacetophenon

Katharine Moore Tibbetts et al.
The journal of physical chemistry. A, 118(37), 8170-8176 (2014-03-01)
The hydroxy-substituted alkyl phenyl ketones 2'-, 3'- and 4'- (ortho, meta, and para) hydroxyacetophenone were excited in the strong-field regime with wavelengths ranging from 1200-1500 nm to produce the respective radical cations. For 2'- and 3'-hydroxyacetophenone, the parent molecular ion
Synthesis of polyester dendrimers and dendrons starting from Michael reaction of acrylates with 3-hydroxyacetophenone.
Hirayama Y, et a
Tetrahedron Letters, 46(6), 1027-1030 (2005)
Kiwon Han et al.
The Journal of organic chemistry, 75(9), 3105-3108 (2010-03-30)
A practical and efficient procedure for the synthesis of rivastigmine was developed. This procedure includes dynamic kinetic resolution using a polymer-bound ruthenium complex and a lipase in combination as a key step. Enantiopure (-)-rivastigmine was obtained from commercially available 3'-hydroxyacetophenone
Takashi Otani et al.
Bioorganic & medicinal chemistry letters, 18(12), 3582-3584 (2008-05-31)
m-Acetylphenyl-beta-d-glucopyranosides and m-acetylphenyl-alpha/beta-d-mannopyranosides were synthesized by the Koenigs-Knorr, Mitsunobu, and Helferich reactions as key glycosylation reactions, respectively. Their spectroscopic properties and antioxidative activities were characterized as potential ultraviolet B-ray absorbents.
Stefania Ferrari et al.
Journal of medicinal chemistry, 54(1), 211-221 (2010-12-04)
Folate analogue inhibitors of Leishmania major pteridine reductase (PTR1) are potential antiparasitic drug candidates for combined therapy with dihydrofolate reductase (DHFR) inhibitors. To identify new molecules with specificity for PTR1, we carried out a virtual screening of the Available Chemicals
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