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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
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)
M K Tse et al.
Organic letters, 3(18), 2831-2833 (2001-09-01)
[reaction: see text]. A protocol for performing Rh catalyzed aromatic borylations in cyclohexane has been devised. Borylation at the 5-position of several 1,3-substituted aromatic species ranging from electron-rich (1,3-(NMe(2))(2)C(6)H(4)) to electron-deficient (1,3-(CF(3))(2)C(6)H(4)) yields the corresponding aryl boronate esters. Veratrole was
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
P Pärt et al.
Ecotoxicology and environmental safety, 24(3), 275-286 (1992-12-01)
The absorption rates of 4-bromophenol, 2,4-dibromophenol, 3,4,5-trichloroguaiacol, and tetrachloroveratrol across fish gill epithelium have been measured in a perfused gill preparation from rainbow trout (Oncorhynchus mykiss). In additional experiments the absorption rate of tetrachloroveratrol was measured in free swimming fish.
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