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32008

Sigma-Aldrich

1,2-Diethylbenzene

≥99.0% (GC)

Synonym(s):

o-Diethylbenzene

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About This Item

Linear Formula:
C6H4(C2H5)2
CAS Number:
135-01-3
Molecular Weight:
134.22
Beilstein/REAXYS Number:
1904392
EC Number:
205-170-1
MDL number:
MFCD00009258
UNSPSC Code:
12352100
PubChem Substance ID:
57648652
NACRES:
NA.22

assay

≥99.0% (GC)

autoignition temp.

743 °F

refractive index

n20/D 1.502 (lit.)
n20/D 1.503

bp

183 °C (lit.)

mp

−31 °C (lit.)

density

0.88 g/mL at 25 °C (lit.)

SMILES string

CCc1ccccc1CC

InChI

1S/C10H14/c1-3-9-7-5-6-8-10(9)4-2/h5-8H,3-4H2,1-2H3

InChI key

KVNYFPKFSJIPBJ-UHFFFAOYSA-N

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General description

1,2-Diethylbenzene can be used as a reactant in the preparation of pseudocyclic diaryliodonium triflates, 5,6-disubstituted indanone intermediates via intramolecular Friedel-Crafts alkylation, dibromide intermediates via radical bromination, and in the dehydrogenative C-H/C-H arylation of indolines.

Application

  • Attraction of adult Harmonia axyridis to volatiles of the insectary plant Cnidium monnieri: This study investigates the attraction of the beetle Harmonia axyridis to 1,2-diethylbenzene, indicating potential uses in biological control strategies (Zhiping et al., 2020).

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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Formation of 4, 5, 6, 7-tetrahydroisoindoles by palladium-catalyzed hydride reduction
Hou D, et al.
The Journal of Organic Chemistry, 72 (2007)
Exceptionally Mild Palladium (II)-Catalyzed Dehydrogenative C--H/C--H Arylation of Indolines at the C-7 Position under Air
Jiao L, et al.
Organic Letters, 16 (2014)
Synthesis of arylbenziodoxoles using pseudocyclic benziodoxole triflate and arenes
Yoshimura A, et al.
ARKIVOC (Gainesville, FL, United States), 2020 (2021)
Jean-Paul Payan et al.
Archives of toxicology, 82(9), 591-600 (2008-02-07)
The bio-distribution of the neurotoxic 1,2-diethylbenzene (1,2-DEB) was studied in male Sprague-Dawley rats after intravenous administration of [(14)C] 1,2-DEB (1 mg kg(-1)). The highest concentrations of [(14)C] non-volatile metabolites, determined by whole-body auto-radiography, were in the nasal cavity, ethmoid turbinates
J P Payan et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(6), 868-876 (2001-05-17)
In a previous study, it was shown that the neurotoxic compound 1,2-diethylbenzene (1,2-DEB) is mainly hydroxylated in the alkyl chain to give 1-(2'-ethylphenyl)ethanol (1,2-EPE) and excreted in urine of rats as two glucuronide compounds (GA1 and GA2). Some findings have
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