All Photos(1)
Synonym(s):
2′-Acetonaphthone, 2-Acetylnaphthalene, Methyl 2-naphthyl ketone
Linear Formula:
C10H7COCH3
CAS Number:
Molecular Weight:
170.21
Beilstein:
774965
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
solid
bp
300-301 °C (lit.)
mp
52-56 °C (lit.)
SMILES string
CC(=O)c1ccc2ccccc2c1
InChI
1S/C12H10O/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-8H,1H3
InChI key
XSAYZAUNJMRRIR-UHFFFAOYSA-N
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General description
2-Acetonaphthone undergoes efficient photoreduction in the presence of tri-n-butylstannane as hydrogen donor. It is solubilized in air-saturated sodium dodecyl sulphate micelles in D2O or H2O by pulsed nitrogen laser photolysis for triplet sensitized production of singlet oxygen.
Application
2-Acetonaphthone was used in direct time-resolved studies on singlet molecular oxygen phosphorescence in heterogeneous silica gel/cyclohexane systems.
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 2
WGK
WGK 2
Flash Point(F)
DIN 51758
Flash Point(C)
DIN 51758
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Quenching of singlet molecular oxygen (1. DELTA. gO2) in silica gel/cyclohexane heterogeneous systems. A direct time-resolved study.
Iu KK and Thomas JK.
Journal of the American Chemical Society, 112(9), 3319-3325 (1990)
Mechanisms of Photoreactions in Solution. VI. 1 Reduction of 1-Naphthaldehyde and 2-Acetonaphthone.
Hammond GS and Leermakers PA.
Journal of the American Chemical Society, 84(2), 207-211 (1962)
Lifetime and reactivity of singlet oxygen in an aqueous micellar system: a pulsed nitrogen laser study.
Gorman AA and Rodgers MAJ.
Chemical Physics Letters, 55(1), 52-54 (1978)
Russell J Chedgy et al.
Phytochemistry, 113, 149-159 (2015-01-07)
Salicinoids are phenolic glycosides (PGs) characteristic of the Salicaceae and are known defenses against insect herbivory. Common examples are salicin, salicortin, tremuloidin, and tremulacin, which accumulate to high concentrations in the leaves and bark of willows and poplars. Although their
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