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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:
94839-07-3
Molecular Weight:
165.94
MDL number:
MFCD01009695
UNSPSC Code:
12352103
PubChem Substance ID:
24873316
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

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Certificates of Analysis (COA)

Lot/Batch Number
52496JJV
52496JJ
24718PA
16812DO
00111AA

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