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140155

Sigma-Aldrich

1,2-Dimethoxybenzene

ReagentPlus®, 99%

Synonym(s):

Pyrocatechol dimethyl ether, Veratrole

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100 G
€26.50
500 G
€129.00
1 KG
€174.00

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

€26.50

Please contact Customer Service for Availability
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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[1]. It is a potential pollinator attractant of the nocturnal moth Hadena bicruris[2].

Application

1,2-Dimethoxybenzene was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK0624
SHBL3535
BCCB2896
BCCB1170
MKCG8286

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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
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)
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
D Cai et al.
The Journal of biological chemistry, 267(16), 11149-11155 (1992-06-05)
The present study characterizes the serial reactions of H2O2 with compounds I and II of lignin peroxidase isozyme H1. These two reactions constitute part of the pathway leading to formation of the oxy complex (compound III) from the ferric enzyme.
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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