Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

666459

Sigma-Aldrich

6-Indolylboronic acid

≥95%

Synonym(s):

6-Indoleboronic acid, Indole-6-boronic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C8H6N)B(OH)2
CAS Number:
147621-18-9
Molecular Weight:
160.97
MDL number:
MFCD03095176
UNSPSC Code:
12352103
PubChem Substance ID:
24884798
NACRES:
NA.22

Assay

≥95%

form

powder

mp

177-181 °C

storage temp.

2-8°C

SMILES string

OB(O)c1ccc2cc[nH]c2c1

InChI

1S/C8H8BNO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-5,10-12H

InChI key

ZVMHOIWRCCZGPZ-UHFFFAOYSA-N

Application

Reactant involved in synthesis of:
  • Indole compounds for use as HIV-1 glycoprotein-41 fusion inhibitors
  • δ-Carbolines / carbozoles
  • Trisubstituted pyrimidines as PI3K inhibitors
  • (Thienopyridine)carboxamides as CHK1 inhibitors
  • cis-Fluorostilbenes

Reactant involved in Suzuki-Miyaura reactions
Used in a study of racemization in Suzuki cross-couplings of arylamino acids.

Other Notes

May contain varying amounts of anhydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCQ5441
MKCC9869
MKBZ2885V
MKBN5427V
MKBD9328V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Monica Prieto et al.
The Journal of organic chemistry, 72(3), 1047-1050 (2007-01-27)
Reaction conditions considered to be typical in Suzuki couplings can cause significant (up to 34% of the unwanted enantiomer) loss of optical purity in sensitive substrates such as hydroxyphenylglycine 1. This may be remedied using sodium succinate instead of sodium

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service