2-Naphthaleneboronic Acid - CAS 32316-92-0

Name: 2-Naphthaleneboronic Acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Catalog:	BB021254
Product Name:	2-Naphthaleneboronic Acid
CAS:	32316-92-0
Synonyms:	2-naphthalenylboronic acid; naphthalen-2-ylboronic acid

Technical Data

IUPAC Name:	naphthalen-2-ylboronic acid
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.
Molecular Weight:	171.99
Molecular Formula:	C10H9O2B
Canonical 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
MDL:	MFCD00236051
LogP:	0.51960

GHS Hazard Statement:	H315 (98.08%): Causes skin irritation [Warning Skin corrosion/irritation]
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

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PMID	Publication Date	Title	Journal
21969177	20111121	Liquid liquid electrochemical bicarbonate and carbonate capture facilitated by boronic acids	Chemical communications (Cambridge, England)
21936546	20111104	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	20110701	Mycolactone diffuses into the peripheral blood of Buruli ulcer patients--implications for diagnosis and disease monitoring	PLoS neglected tropical diseases
21580355	20100213	2-(Naphthalen-2-yl)azulene	Acta crystallographica. Section E, Structure reports online
16890011	20070301	Synthesis and photophysical processes of 9-bromo-10-naphthalen-2-yl-anthracene	Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy

Complexity:	172
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	172.0695597
Formal Charge:	0
Heavy Atom Count:	13
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	172.0695597
Rotatable Bond Count:	1
Topological Polar Surface Area:	40.5 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0