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226521

Sigma-Aldrich

2-(Hydroxymethyl)anthraquinone

97%

Synonym(s):

2-Hydroxymethyl-9,10-anthracenedione

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About This Item

Empirical Formula (Hill Notation):
C15H10O3
CAS Number:
17241-59-7
Molecular Weight:
238.24
Beilstein/REAXYS Number:
2120452
EC Number:
241-274-3
MDL number:
MFCD00001236
UNSPSC Code:
12352100
PubChem Substance ID:
24853576
NACRES:
NA.22

$91.48

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assay

97%

mp

192-197 °C (lit.)

solubility

chloroform/methanol: 2%, clear to slightly hazy, colorless to yellow

functional group

hydroxyl
ketone

SMILES string

OCc1ccc2C(=O)c3ccccc3C(=O)c2c1

InChI

1S/C15H10O3/c16-8-9-5-6-12-13(7-9)15(18)11-4-2-1-3-10(11)14(12)17/h1-7,16H,8H2

InChI key

JYKHAJGLEVKEAA-UHFFFAOYSA-N

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Application

2-(Hydroxymethyl)anthraquinone (a photoremovable protecting group) was used to chemically cage (Z)-11-hexadecen-1-ol (sex pheromone of Chilo infuscatellus snellen)[1].

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000187531
BGBC4323V
BGBC2866V
BGBB8966
BGBB4277V

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Sanghamitra Atta et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 12(2), 393-403 (2012-10-31)
Photoremovable protecting groups (PRPGs) were demonstrated as a delivery device for controlled release of pheromone under both UV light (≥350 nm) and direct sunlight irradiation. In the present work, (Z)-11-hexadecen-1-ol (sex pheromone of Chilo infuscatellus Snellen) was chemically caged by
T Janáky et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(21), 10203-10207 (1992-11-01)
Five hexapeptide and heptapeptide analogs of luteinizing hormone-releasing hormone (LH-RH) were synthesized for use as carriers for cytotoxic compounds. These short analogs were expected to enhance target selectivity of the antineoplastic agents linked to them. Native LH-RH-(3-9) and LH-RH-(4-9) containing
Man-Yuan Wang et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(4), 307-308 (2006-05-19)
To isolate and elucidate the constituents from stem of Chirita longgangensis var. hongyao. The constituents were extracted with methanol and isolated by chromatography on silica gel, Sephadex LH-20 and ODS. The structures were determined by NMR and MS spectral analysis.

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