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Sigma-Aldrich

2′-Hydroxy-4′-methylacetophenone

97%

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About This Item

Linear Formula:
HOC6H3(CH3)COCH3
CAS Number:
Molecular Weight:
150.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.565 (lit.)

bp

245 °C (lit.)

density

1.08 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc(C(C)=O)c(O)c1

InChI

1S/C9H10O2/c1-6-3-4-8(7(2)10)9(11)5-6/h3-5,11H,1-2H3

InChI key

LYKDOWJROLHYOT-UHFFFAOYSA-N

General description

2′-Hydroxy-4′-methylacetophenone may be used in the preparation of 4′-methyl-2′-[(p-tolylsulfonyl)oxy]acetophenone.
2′-Hydroxy-4′-methylacetophenone, also known as 1-(2-hydroxy-4-methylphenyl)ethanone can be synthesized by the Fries rearrangement of m-tolyl acetate in the presence of zirconium tetrachloride. The results from the toxicity studies on mite species suggest that 2′-hydroxy-4′-methylacetophenone possesses acaricidal property.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Min Seok Oh et al.
Journal of agricultural and food chemistry, 60(14), 3606-3611 (2012-03-21)
The acaricidal activities of 2'-hydroxy-4'-methylacetophenone derived from Angelica koreana roots and its derivatives against Dermatophagoides farinae, Dermatophagoides pteronyssinus, and Tyrophagus putrescentiae were examined by vapor phase and contact toxicity bioassays. In the vapor phase toxicity bioassay, 2'-methylacetophenone (1.25 μg/cm(2)) was
Zirconium tetrachloride as a mediator for ambient temperature ortho-fries rearrangements.
Harrowven DC and Dainty RF.
Tetrahedron, 37(42), 7659-7660 (1996)
4'-Hydroxy-3-methoxyflavones with potent antipicornavirus activity.
De Meyer N, et al.
Journal of Medicinal Chemistry, 34(2), 736-746 (1991)

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