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Key Documents

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:
Molecular Weight:
138.16
Beilstein:
1364621
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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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Customers Also Viewed

Olfactory antennal responses of the vine weevil Otiorhynchus sulcatus to plant volatiles.
Tol RWHM and Visser JH.
Entomologia Experimentalis et Applicata, 102(1), 49-64 (2002)
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
Karsten Seidelmann et al.
Journal of insect physiology, 49(12), 1125-1133 (2003-11-20)
Mature gregarious male desert locusts, Schistocerca gregaria, emit the courtship inhibition pheromone phenylacetonitrile. Wings and legs, in particular the fore wings, have been identified as the main releasing sites. Abdomen and head emit only trace amounts of this pheromone. In
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
John T Yi et al.
The journal of physical chemistry. A, 109(42), 9456-9464 (2006-07-27)
Rotationally resolved S(1) <-- S(0) electronic spectra of 1,2-dimethoxybenzene (DMB) and its water complex have been observed and assigned. The derived values of the rotational constants show that the bare molecule has a planar heavy-atom structure with trans-disposed methoxy groups

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