2-Naphthaleneboronic Acid
Product Information
Molecular Formula
C10H9O2B
Molecular Weight
171.99
Description
Used in a study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols. Also employed in a study of a palladium-catalyzed addition of aryl boronic acids to nitriles providing aryl ketones and to aryloxy nitriles providing benzofurans.
Synonyms
2-naphthalenylboronic acid; naphthalen-2-ylboronic acid
IUPAC Name
naphthalen-2-ylboronic acid
SMILES
B(C1=CC2=CC=CC=C2C=C1)(O)O
InChI
InChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChI Key
KPTRDYONBVUWPD-UHFFFAOYSA-N
Boiling Point
381.9 °C at 760 mmHg
Melting Point
269-275 °C
Flash Point
Not applicable
Purity
99 %
Density
1.21 ± 0.1 g/mL (predicted)
Appearance
White powder
LogP
0.51960
Safety Information
Hazards
H315 - H319 - H335
Precautionary Statement
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Exact Mass
172.0695597 g/mol
Monoisotopic Mass
172.0695597 g/mol
Topological Polar Surface Area
40.5Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
172
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114057718-A | Triphenylamine derivative, preparation, organic photoelectric device and display or lighting device | 2022-01-17 |
| CN-114163384-A | Method for synthesizing polysubstituted 5-acyl nicotinonitrile | 2021-12-01 |
| CN-113943280-A | Compound containing benzo-heterocycle structure, electroluminescent device, and display device | 2021-10-20 |
| CN-113754511-A | Novel method for constructing fluoranthene and derivatives thereof based on palladium-catalyzed intramolecular cyclization reaction | 2021-10-11 |
| CN-113880854-A | Organic compound containing spiro furocarbazole structure and application thereof | 2021-09-30 |
| CN-113773273-A | Benzisothiazole compound, preparation method and application thereof | 2021-09-15 |
| CN-113683474-A | Method for synthesizing norbornane compound | 2021-08-31 |
| CN-113429348-A | Anthracene imidazole derivative, organic electroluminescent material and consumer product | 2021-08-27 |
| CN-113429348-B | Anthracene imidazole derivative, organic electroluminescent material and consumer product | 2021-08-27 |
| CN-113861188-A | Pyrazolo [3,4-b ] pyridine derivative, preparation method thereof and application thereof as HPK1 inhibitor | 2021-08-23 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21969177 | 2011-11-21 | Liquid liquid electrochemical bicarbonate and carbonate capture facilitated by boronic acids | Chemical communications (Cambridge, England) |
| 21936546 | 2011-11-04 | Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors | The Journal of organic chemistry |
| 21811642 | 2011-07-01 | Mycolactone diffuses into the peripheral blood of Buruli ulcer patients--implications for diagnosis and disease monitoring | PLoS neglected tropical diseases |
| 21580355 | 2010-02-13 | 2-(Naphthalen-2-yl)azulene | Acta crystallographica. Section E, Structure reports online |
| 16890011 | 2007-03-01 | Synthesis and photophysical processes of 9-bromo-10-naphthalen-2-yl-anthracene | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy |
