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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:
2120452
EC Number:
241-274-3
MDL number:
MFCD00001236
UNSPSC Code:
12352100
PubChem Substance ID:
24853576
NACRES:
NA.22

Assay

97%

mp

192-197 °C (lit.)

solubility

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

functional group

hydroxyl

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).

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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