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499994

Sigma-Aldrich

3,4-(Methylenedioxy)phenylboronic acid

≥95%

Synonym(s):

1,3-Benzodioxole-5-boronic acid

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About This Item

Empirical Formula (Hill Notation):
C7H7BO4
CAS Number:
Molecular Weight:
165.94
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

≥95%

mp

224-229 °C (lit.)

SMILES string

OB(O)c1ccc2OCOc2c1

InChI

1S/C7H7BO4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3,9-10H,4H2

InChI key

CMHPUBKZZPSUIQ-UHFFFAOYSA-N

Application

Reactant involved in:
  • Petasis reaction between glyoxylic acid, α-amino phosphonates, and organylboronic acids
  • Mannich-type multicomponent assembly and 1,3-dipolar cycloaddition for synthesis of tetrahydroisoquinoline fused isoxazolidine scafford
  • Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides
  • Oxidative Heck reaction for synthesis of functionalized cinnamaldehyde derivatives
  • Intramolecular Alder-ene and Pictet-Spengler reactions for synthesis of crinine

Other Notes

Contains varying amounts of anhydride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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