499900

Sigma-Aldrich

2-Formyl-3-thiopheneboronic acid

≥95%

Synonym(s):
2-Formyl-3-thienylboronic acid, 2-Formylthiophen-3-ylboronic acid, 2-Formylthien-3-ylboronic acid
Empirical Formula (Hill Notation):
C5H5BO3S
CAS Number:
Molecular Weight:
155.97
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

≥95%

mp

167-193 °C (lit.)

SMILES string

OB(O)c1ccsc1C=O

InChI

1S/C5H5BO3S/c7-3-5-4(6(8)9)1-2-10-5/h1-3,8-9H

InChI key

BBENFHSYKBYWJX-UHFFFAOYSA-N

Related Categories

Application

Reactant for:
  • Suzuki cross-coupling reactions
  • Preparation of boronic acid esters
2-Formyl-3-thiopheneboronic acid can be used as:
  • A substrate in the palladium-Tedicyp catalyzed Suzuki coupling reaction with different aryl bromides.
  • A starting material for the synthesis of 4H-thieno[2,3-c]-isoquinolin-5-one derivatives as PARP-1 inhibitors.
  • A starting material for the preparation of phenanthro-dithiophene moieties having field-effect transistor properties.

Packaging

5 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Towards new neuroprotective agents: design and synthesis of 4H-thieno [2, 3-c] isoquinolin-5-one derivatives as potent PARP-1 inhibitors
Pellicciari R, et al.
Il Farmaco (Societa Chimica Italiana : 1989), 58(9), 851-858 (2003)
Synthesis of biheteroaryl derivatives by tetraphosphine/palladium-catalysed Suzuki coupling of heteroaryl bromides with heteroarylboronic acids
Kondolff I, et al.
J. Mol. Catal. A: Chem., 269(1-2), 110-118 (2007)
Transistor Properties of 2, 7-Dialkyl-Substituted Phenanthro [2, 1-b: 7, 8-b′] dithiophene
Kubozono Y, et al.
Scientific reports, 6, 38535-38535 (2016)
Articles
This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction
Read More

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