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328103

Sigma-Aldrich

3′-Hydroxyacetophenone

≥99%

Sinônimo(s):

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

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About This Item

Fórmula linear:
HOC6H4COCH3
Número CAS:
121-71-1
Peso molecular:
136.15
Beilstein:
2040676
Número CE:
204-494-0
Número MDL:
MFCD00002298
Código UNSPSC:
12352100
ID de substância PubChem:
24859714
NACRES:
NA.22

Nível de qualidade

200

Ensaio

≥99%

pb

296 °C (lit.)

pf

90-95 °C (lit.)

densidade

1.1 g/mL at 25 °C (lit.)

grupo funcional

ketone

cadeia de caracteres SMILES

CC(=O)c1cccc(O)c1

InChI

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

chave InChI

LUJMEECXHPYQOF-UHFFFAOYSA-N

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Descrição geral

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

Aplicação

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

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

247.3 °F - closed cup

Ponto de fulgor (°C)

119.6 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
WXBC8212V
SHBK2858
SHBH0449V
SHBB9189V
57196PKV

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196118

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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
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
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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