666459
6-Indolylboronic acid
≥95%
Synonym(s):
6-Indoleboronic acid, Indole-6-boronic acid
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About This Item
Linear Formula:
(C8H6N)B(OH)2
CAS Number:
Molecular Weight:
160.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
InChI
1S/C8H8BNO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-5,10-12H
SMILES string
OB(O)c1ccc2cc[nH]c2c1
InChI key
ZVMHOIWRCCZGPZ-UHFFFAOYSA-N
assay
≥95%
form
powder
mp
177-181 °C
storage temp.
2-8°C
Quality Level
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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