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B56501

Sigma-Aldrich

4-Bromoanisole

≥99.0%

Synonym(s):

1-Bromo-4-methoxybenzene

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About This Item

Linear Formula:
BrC6H4OCH3
CAS Number:
104-92-7
Molecular Weight:
187.03
Beilstein:
1237590
EC Number:
203-252-1
MDL number:
MFCD00000097
UNSPSC Code:
12352100
PubChem Substance ID:
24891850
NACRES:
NA.22
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Quality Level

100

Assay

≥99.0%

form

liquid

refractive index

n20/D 1.564 (lit.)

bp

223 °C (lit.)

mp

9-10 °C (lit.)

density

1.494 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(Br)cc1

InChI

1S/C7H7BrO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3

InChI key

QJPJQTDYNZXKQF-UHFFFAOYSA-N

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General description

4-Bromoanisole is a useful brominating reagent.[1] It is formed as reaction product in the reaction between HOBr and anisole.[2] Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied.[3] Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.[4]

Application

4-Bromoanisole was used in the synthesis of aryl 1,3-diketones.[5]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

201.2 °F

Flash Point(C)

94 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2192
STBL3101
STBK2893
STBJ3720
STBH8191

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Charles E Wood et al.
Carcinogenesis, 36(7), 782-791 (2015-04-29)
Environmental exposures occurring early in life may have an important influence on cancer risk later in life. Here, we investigated carryover effects of dichloroacetic acid (DCA), a small molecule analog of pyruvate with metabolic programming properties, on age-related incidence of
Yasuyuki Nakamura et al.
Applied and environmental microbiology, 84(15) (2018-05-29)
The methylotrophic yeast Pichia pastoris is widely used to produce recombinant proteins, taking advantage of this species' high-density cell growth and strong ability to secrete proteins. Circular plasmids containing the P. pastoris-specific autonomously replicating sequence (PARS1) permit transformation of P.
John D Sivey et al.
Environmental science & technology, 49(8), 4937-4945 (2015-03-25)
When bromide-containing waters are chlorinated, conventional wisdom typically assumes HOBr is the only active brominating agent. Several additional and often-overlooked brominating agents (including BrCl, Br2, BrOCl, Br2O) can form in chlorinated waters, albeit at generally lower concentrations than HOBr. The
Valdecir Farias Ximenes et al.
Journal of inorganic biochemistry, 146, 61-68 (2015-03-17)
Hypobromous acid (HOBr) is an inorganic acid produced by the oxidation of the bromide anion (Br(-)). The blood plasma level of Br(-) is more than 1,000-fold lower than that of chloride anion (Cl(-)). Consequently, the endogenous production of HOBr is
J Vokurka et al.
Polish journal of veterinary sciences, 23(2), 169-176 (2020-07-07)
Different approaches to enhance healing of hard or soft tissues include the use of cytokines and growth factors to modify cellular behaviour. Numerous growth factors are found in autologous blood concentrates - platelet-rich plasma (PRP) and platelet-rich fibrin (PRF). Enamel
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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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