2′,6′-Dihydroxyacetophenone

Name: 2′,6′-Dihydroxyacetophenone
Brand: SIAL

suitable for matrix substance for MALDI-MS, ≥99.5%

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

UNSPSC Code:

41116105

NACRES:

NA.21

PubChem Substance ID:

329755650

EC Number:

211-833-6

Beilstein/REAXYS Number:

1366061

MDL number:

MFCD00002270

Key Documents

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Product Name

2′,6′-Dihydroxyacetophenone, suitable for matrix substance for MALDI-MS, ≥99.5%

InChI key

YPTJKHVBDCRKNF-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)c1c(O)cccc1O

assay

≥99.5% (HPLC)
≥99.5%

form

powder

analyte chemical class(es)

glycans, lipids, peptides, proteins

technique(s)

MALDI-MS: suitable

mp

156-158 °C (lit.)

solubility

dioxane: 50 mg/mL, clear

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

suitability

suitable for matrix substance for MALDI-MS

Quality Level

100

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Show Differences

1 of 4

This Item	D107808	D107409	D107603
Supelco 37468 2′,6′-Dihydroxyacetophenone	Sigma-Aldrich D107808 2′,6′-Dihydroxyacetophenone	Sigma-Aldrich D107409 2′,4′-Dihydroxyacetophenone	Sigma-Aldrich D107603 2′,5′-Dihydroxyacetophenone
assay ≥99.5% (HPLC)	assay 97%	assay 99%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
solubility dioxane: 50 mg/mL, clear	solubility -	solubility -	solubility -
mp 156-158 °C (lit.)	mp 156-158 °C (lit.)	mp 143-144.5 °C (lit.)	mp 204-206 °C (lit.)
form powder	form powder	form powder	form crystals
grade matrix substance for MALDI-MS	grade -	grade -	grade -

Application

Used with diammonium hydrogen citrate for MALDI-MS of PMP-labeled acidic and neutral glycans.[1]

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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wgk

WGK 3

flash_point_f

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flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Oligosaccharide characterization and quantitation using 1-phenyl-3-methyl-5-pyrazolone derivatization and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

J J Pitt et al.

Analytical biochemistry, 248(1), 63-75 (1997-05-15)

The 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatives of monosaccharides, maltooligosaccharides, and oligosaccharides enzymatically released from asparagine-linked sites in ribonuclease B and fetuin have been investigated using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF-MS). Use of the matrix 2,6-dihydroxyacetophenone containing diammonium hydrogen citrate (DHAP/DAHC)

Parameters contributing to efficient ion generation in aerosol MALDI mass spectrometry.

Erica L McJimpsey et al.

Journal of the American Society for Mass Spectrometry, 19(3), 315-324 (2007-12-25)

The Bioaerosol Mass Spectrometry (BAMS) system was developed for the real-time detection and identification of biological aerosols using laser desorption ionization. Greater differentiation of particle types is desired; consequently MALDI techniques are being investigated. The small sample size ( approximately

Evaluation of 2,6-dihydroxyacetophenone as matrix-assisted laser desorption/ionization matrix for analysis of hydrophobic proteins and peptides.

Johan Jacksén et al.

Analytical biochemistry, 425(1), 18-20 (2012-03-13)

Matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) is widely used for analysis of macromolecules like peptides and proteins. The analysis procedure is generally simple but must be adapted to the characteristics of the analytes. Therefore, specific matrices suitable for, e.g., hydrophobic

A new Schiff base compound N,N'-(2,2-dimetylpropane)-bis(dihydroxylacetophenone): synthesis, experimental and theoretical studies on its crystal structure, FTIR, UV-visible, 1H NMR and 13C NMR spectra.

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

Novel squalene-hopene cyclase inhibitors derived from hydroxycoumarins and hydroxyacetophenones.

Giancarlo Cravotto et al.

Chemical & pharmaceutical bulletin, 52(10), 1171-1174 (2004-10-07)

Squalene-hopene cyclase (SHC) is a useful model enzyme for predicting molecular interactions with oxidosqualene cyclase (OSC). Structure--activity relationships were investigated for numerous coumarin-derived inhibitors of SHC, and structural simplifications are suggested. Both umbelliferone and 2,4-dihydroxyacetophenone provide convenient starting nuclei for

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