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126179

Sigma-Aldrich

9,10-Dihydroanthracene

97%

Synonym(s):

Dihydroanthracene

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About This Item

Empirical Formula (Hill Notation):
C14H12
CAS Number:
613-31-0
Molecular Weight:
180.25
Beilstein:
1364575
EC Number:
210-336-1
MDL number:
MFCD00001239
UNSPSC Code:
12352100
PubChem Substance ID:
24847705
NACRES:
NA.22

Assay

97%

form

solid

bp

312 °C (lit.)

mp

103-107 °C (lit.)

density

0.88 g/mL at 25 °C (lit.)

SMILES string

C1c2ccccc2Cc3ccccc13

InChI

1S/C14H12/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1/h1-8H,9-10H2

InChI key

WPDAVTSOEQEGMS-UHFFFAOYSA-N

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General description

9,10-Dihydroanthracene causes the transfer hydrogenation of C60 and C70 in the presence of [7H]benzanthrene catalyst. It was oxidatively aromatized to the corresponding anthracene in the presence of molecular oxygen as an oxidant and activated carbon as a promoter in xylene.

Application

9,10-Dihydroanthracene(DHA) has been used in a study to assess the hydrogen abstraction capability of valence-delocalized iron complex with DHA in MeCN.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273

Hazard Classifications

Aquatic Acute 1

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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[7H] Benzanthrone, a catalyst for the transfer hydrogenation of C60 and C70 by 9, 10-dihydroanthracene.
Gerst M, et al.
Tetrahedron Letters, 34(48), 7729-7732 (1993)
Natsuki Nakamichi et al.
The Journal of organic chemistry, 68(21), 8272-8273 (2003-10-11)
Substituted 9,10-dihydroanthracenes were oxidatively aromatized to the corresponding anthracenes effectively by using molecular oxygen as an oxidant and activated carbon (Darco KB, Aldrich, Inc.) as a promoter in xylene.
Pengfei Sun et al.
Small (Weinheim an der Bergstrasse, Germany), 16(3), e1906462-e1906462 (2019-12-24)
Lithium primary batteries are still widely used in military, aerospace, medical, and civilian applications despite the omnipresence of rechargeable Li-ion batteries. However, these current primary chemistries are exclusively based on inorganic materials with high cost, low energy density or severe
Nirupama Singh et al.
Journal of inorganic biochemistry, 197, 110674-110674 (2019-05-21)
Developing coordination complexes of earth abundant metals that can perform substrate oxidations under benign conditions is an ongoing challenge. Herein, the reactivity of two mononuclear Cu-complexes toward the oxidant H2O2 is reported. Both complexes displayed ligand oxidation upon reaction with
Genqiang Xue et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(52), 20713-20718 (2007-12-21)
Intermediate Q, the methane-oxidizing species of soluble methane monooxygenase, is proposed to have an [Fe(IV)(2)(mu-O)(2)] diamond core. In an effort to obtain a synthetic precedent for such a core, bulk electrolysis at 900 mV (versus Fc(+/0)) has been performed in
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