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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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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
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.
[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)
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
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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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