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B75956

4-Bromophenylboronic acid

≥95.0%

Synonym(s):

(p-Bromophenyl)boronic acid, 4-Bromobenzeneboronic acid, 4-Bromophenylboric acid, p-Bromobenzeneboronic acid, p-Bromophenylboric acid, NSC 25407

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Size/SKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$95.80

About This Item

Linear Formula:
BrC6H4B(OH)2
CAS Number:
Molecular Weight:
200.83
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
226-779-9
Beilstein/REAXYS Number:
2936347
MDL number:

$95.80


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Quality Segment

assay

≥95.0%, 95%

form

crystals

mp

284-288 °C (lit.)

SMILES string

OB(O)c1ccc(Br)cc1

InChI

1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChI key

QBLFZIBJXUQVRF-UHFFFAOYSA-N

Application

Reagent used for
  • Palladium catalyzed Suzuki-Miyaura cross-couplings[1]
  • Pd(II)-catalyzed diastereoselective conjugate additions[2]
  • Palladium-catalyzed stereoselective Heck-type reaction of allylic esters with arylboronic acids
  • Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence[3]
  • Copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides[4]
  • Pd-catalyzed arylative cyclization of alkyne-tethered enals or enones via carbopalladation of alkynes[5]
  • Copper-catalyzed cross-couplings

Reagent used in Preparation of
  • Gallate-based obovatol analogs with potential anti-tumor activity
  • Protein modulators and enzymatic and kinase inhibitors[6][7]

Other Notes

Contains varying amounts of anhydride

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This Item
417599417548417556
description

≥95.0%

description

≥95.0%

description

95%

description

≥95%

assay

≥95.0%, 95%

assay

≥95.0%

assay

95%

assay

≥95%

form

crystals

form

powder

form

-

form

powder

mp

284-288 °C (lit.)

mp

204-206 °C (lit.)

mp

284-289 °C (lit.)

mp

262-265 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–2 of 2 Questions  
  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/418/501/product-dating-information-06-25-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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