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754242

Tetrahydroxydiboron

95%

Synonym(s):

BBA, Bis-Boric acid, Diboronic acid

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Size/SKUAvailabilityPrice
1 g
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$47.00
100 g
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$1,040.00

About This Item

Empirical Formula (Hill Notation):
B2H4O4
CAS Number:
Molecular Weight:
89.65
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:

$47.00


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Quality Segment

assay

95%

form

solid

mp

>385 °C

SMILES string

OB(O)B(O)O

InChI

1S/B2H4O4/c3-1(4)2(5)6/h3-6H

InChI key

SKOWZLGOFVSKLB-UHFFFAOYSA-N

Application

Tetrahydroxydiboron (BBA) is an efficient borylating agent that can be used to borylate a wide variety of aryl and heteroaryl substrates with low Pd- and Ni-catalyst loads.

Other reactions employing BBA as a reagent:
  • Palladium-catalyzed boronation of vinyl cyclopropane, vinyl aziridine, and allyl acetate substrates.
  • To facilitate catalytic transfer hydrogenations of simple alkenes and alkynes.
  • Selective reducing agent for in situ N-oxide reduction of pyridine-N-oxides.
  • As a substitute to bis(pinacolato) diboron for Miyaura borylation.


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This Item
499978P20009417556
assay

95%

assay

≥95%

assay

95%

assay

≥95%

form

solid

form

-

form

crystals

form

powder

mp

>385 °C

mp

256-260 °C (lit.)

mp

216-219 °C (lit.)

mp

262-265 °C (lit.)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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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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