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D107808

Sigma-Aldrich

2′,6′-Dihydroxyacetophenone

97%

Synonym(s):

2-Acetyl-1,3-dihydroxybenzene, 2-Acetylresorcinol, DHAP

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About This Item

Linear Formula:
(HO)2C6H3COCH3
CAS Number:
699-83-2
Molecular Weight:
152.15
Beilstein:
1366061
EC Number:
211-833-6
MDL number:
MFCD00002270
UNSPSC Code:
12352100
PubChem Substance ID:
24893345
NACRES:
NA.22

Assay

97%

form

powder

mp

156-158 °C (lit.)

SMILES string

CC(=O)c1c(O)cccc1O

InChI

1S/C8H8O3/c1-5(9)8-6(10)3-2-4-7(8)11/h2-4,10-11H,1H3

InChI key

YPTJKHVBDCRKNF-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Junjie Hou et al.
Journal of biomedicine & biotechnology, 2010, 759690-759690 (2010-03-27)
Selecting an appropriate matrix solution is one of the most effective means of increasing the ionization efficiency of phosphopeptides in matrix-assisted laser-desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). In this study, we systematically assessed matrix combinations of 2, 6-dihydroxyacetophenone (DHAP) and diammonium
MALDI mass spectrometry in the solution of some forensic problems.
R Seraglia et al.
Forensic science international, 146 Suppl, S83-S85 (2005-01-11)
Gheorghita Zbancioc et al.
Ultrasonics sonochemistry, 19(3), 399-403 (2011-09-13)
A new, selective, straightforward and general method for preparation of highly functionalized coronands or spiro derivatives bearing 1,2-dihydroxyacetophenone unit, under conventional conditions and ultrasonic irradiation, is reported. The reaction setup involves only one step, acylation of an α-chloro-3,4-dihydroxyacetophenone with phthaloyl
Hsiou-Yu Ding et al.
Experimental dermatology, 20(9), 720-724 (2011-05-28)
Two natural acetophenone derivatives, 2,5-dihydroxyacetophenone (2,5-DHAP) and 2,6-DHAP, were purified from Cynanchum bungei and identified as murine tyrosinase inhibitors. Investigation into 2,5-DHAP showed it to be an uncompetitive inhibitor of murine tyrosinase (K(I) 0.28 mm). 2,5-DHAP strongly inhibited both melanogenesis and
Vahid Saheb et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 81(1), 144-150 (2011-07-19)
The Schiff base compound, N,N'-(2,2-dimetylpropane)-bis(dihydroxylacetophenone) (NDHA) is synthesized through the condensation of 2-hydroxylacetophenone and 2,2-dimethyl 1,3-amino propane in methanol at ambient temperature. The yellow crystalline precipitate is used for X-ray single-crystal determination and measuring Fourier transform infrared (FTIR), UV-visible, (1)H
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