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159069

Sigma-Aldrich

4-Chloroanisole

99%

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25 G
$105.00

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$105.00

About This Item

Linear Formula:
ClC6H4OCH3
CAS Number:
623-12-1
Molecular Weight:
142.58
Beilstein/REAXYS Number:
1858901
EC Number:
210-772-2
MDL number:
MFCD00000616
UNSPSC Code:
12352100
PubChem Substance ID:
24849788
NACRES:
NA.22

$105.00

In StockDetails

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Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.535 (lit.)

bp

198-202 °C (lit.)

mp

−18 °C (lit.)

density

1.164 g/mL at 25 °C (lit.)

functional group

chloro

SMILES string

COc1ccc(Cl)cc1

InChI

1S/C7H7ClO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3

InChI key

YRGAYAGBVIXNAQ-UHFFFAOYSA-N

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General description

4-Chloroanisole is an electron-rich chloroarene. It undergoes Ullmann-type homocoupling catalyzed by in situ generated Pd colloids.[1] Reaction of 4-chloroanisole with Cu(II)-smectite in n-hexane, carbon tetrachloride or dichloromethane has been studied.[2] The nucleophilic photosubstitution reactions, photocyanation and photohydrolysis of 4-chloroanisole has been studied by time resolved spectroscopy.[3]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBF8433V
STBC6900V
S25202V
S25202
01518HH

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Single electron transfer mechanism of oxidative dechlorination of 4-chloroanisole on copper (II)-smectite.
Govindaraj N, et al.
Environmental Science & Technology, 21(11), 1119-1123 (1987)
Laser spectroscopic study of the nucleophilic photosubstitution of 4-chloroanisole and 4-fluoroanisole in aqueous solutions.
Lemmetyinen H, et al.
Journal of Photochemistry, 30(3), 315-338 (1985)
Antonio Monopoli et al.
The Journal of organic chemistry, 75(11), 3908-3911 (2010-05-14)
An efficient and highly sustainable Ullmann-type homocoupling of bromo- and chloroarenes, including the more challenging electron-rich chloroarenes (e.g., 4-chloroanisole), catalyzed by in situ generated Pd colloids, is carried out in aqueous medium under relatively mild conditions (temperatures ranging from 40
Qingqing Mei et al.
Science advances, 4(5), eaaq0266-eaaq0266 (2018-05-26)
Ether bond activation is very interesting because the synthesis of many valuable compounds involves conversion of ethers. Moreover, C-O bond cleavage is also very important for the transformation of biomass, especially lignin, which abundantly contains ether bonds. Developing efficient methods

Questions

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  1. 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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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