666459
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:
Molecular Weight:
160.97
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
![[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)](/deepweb/assets/sigmaaldrich/product/structures/130/734/8846aa26-1858-458a-998d-8c306c13bf0f/640/8846aa26-1858-458a-998d-8c306c13bf0f.png)
![[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) 98%](/deepweb/assets/sigmaaldrich/product/structures/192/459/02d1239c-1119-49d9-b392-a04d8f53855c/640/02d1239c-1119-49d9-b392-a04d8f53855c.png)
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:
Reactant involved in Suzuki-Miyaura reactions
- 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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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’.
Already Own This Product?
Find documentation for the products that you have recently purchased in 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