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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)

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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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)
Nirupama Singh et al.
Journal of inorganic biochemistry, 197, 110674-110674 (2019-05-21)
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