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140155

Sigma-Aldrich

1,2-Dimethoxybenzene

ReagentPlus®, 99%

Synonym(s):

Pyrocatechol dimethyl ether, Veratrole

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About This Item

Linear Formula:
C6H4(OCH3)2
CAS Number:
91-16-7
Molecular Weight:
138.16
Beilstein:
1364621
EC Number:
202-045-3
MDL number:
MFCD00008357
UNSPSC Code:
12352100
PubChem Substance ID:
24848455
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

refractive index

n20/D 1.533 (lit.)

bp

206-207 °C (lit.)

mp

15 °C (lit.)

solubility

alcohol: soluble
diethyl ether: soluble
fatty oils: soluble
water: slightly soluble

density

1.084 g/mL at 25 °C (lit.)

SMILES string

COc1ccccc1OC

InChI

1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3

InChI key

ABDKAPXRBAPSQN-UHFFFAOYSA-N

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General description

1,2-Dimethoxybenzene reacts with Li{N(SO2CF3)2} to yield molecular crystal [Li{N(SO2CF3)2}{C6H4(OCH3)2}2] having solid-state lithium ion conductivity. It is a potential pollinator attractant of the nocturnal moth Hadena bicruris.

Application

1,2-Dimethoxybenzene was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

161.6 °F - closed cup

Flash Point(C)

72 °C - closed cup

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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Tariq A Akhtar et al.
Plant physiology, 162(1), 52-62 (2013-04-03)
White campion (Silene latifolia) is a dioecious plant that emits 1,2-dimethoxybenzene (veratrole), a potent pollinator attractant to the nocturnal moth Hadena bicruris. Little is known about veratrole biosynthesis, although methylation of 2-methoxyphenol (guaiacol), another volatile emitted from white campion flowers
Makoto Moriya et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(40), 13554-13560 (2013-08-14)
The molecular crystals [Li{N(SO2CF3)2}{C6H4(OCH3)2}2] and [Li{N(SO2CF3)2}{C6F2H2(OCH3)2}2] with solid-state lithium ion conductivity have been synthesized by the addition of two equivalents of 1,2-dimethoxybenzene or 1,2-difluoro-4,5-dimethoxybenzene to Li{N(SO2CF3)2}, respectively. Single-crystal X-ray diffraction analysis revealed the formation of ionic conduction paths with an
Umma Salma Jhumur et al.
Journal of medical entomology, 43(6), 1164-1170 (2006-12-14)
Flower odors are important signals for chemical communication between plants and flower visitors. Here, we studied the naive responses of Culex pipiens pipiens biotype molestus Forskal 1775 (Diptera: Culicidae) to typical flower odors and assessed the learning capacity of mosquitoes
Y Azuma et al.
Journal of dental research, 65(1), 53-56 (1986-01-01)
The mechanism of the anti-inflammatory action of phenolic compounds was examined using neutrophil chemotaxis. Chemotactic activity of guinea pig peritoneal neutrophils to N-formylmethionyl-leucylphenylalanine (FMLP) was suppressed in a concentration-dependent manner. The order of drug potency in inhibiting the neutrophil chemotaxis
Yoshiya Inokuchi et al.
Physical chemistry chemical physics : PCCP, 14(13), 4457-4462 (2012-02-23)
We report UV photodissociation (UVPD) and IR-UV double-resonance spectra of 1,2-dimethoxybenzene (DMB) complexes with alkali metal ions, M(+)·DMB (M = Li, Na, K, Rb, and Cs), in a cold, 22-pole ion trap. The UVPD spectrum of the Li(+) complex shows
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