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N257

Sigma-Aldrich

Naphthalene-1-boronic acid

≥95.0%

Synonym(s):

α-Naphthaleneboronic acid, α-Naphthylboronic acid, 1-Naphthaleneboronic acid, 1-Naphthylboronic acid, 1-naphthalenyl-boronic acid, NSC 78936

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About This Item

Linear Formula:
C10H7B(OH)2
CAS Number:
13922-41-3
Molecular Weight:
171.99
Beilstein:
2937504
MDL number:
MFCD00019722
UNSPSC Code:
12352103
PubChem Substance ID:
24897577
NACRES:
NA.22

Assay

≥95.0%

form

crystals

mp

208-214 °C (lit.)

SMILES string

OB(O)c1cccc2ccccc12

InChI

1S/C10H9BO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,12-13H

InChI key

HUMMCEUVDBVXTQ-UHFFFAOYSA-N

Application

Naphthalene-1-boronic acid can be used:
  • Methyl 5-bromo-2-(naphthalene-1-yl)benzoate, which is a starting material for the preparation of 9-anthracene-spirobenzofluorene host materials.
  • A bifunctional polymer used for the hydrolysis of cellulose.
  • 9-(Naphthalene-1-yl)anthracene, which is a key intermediate for the preparation of anthracene derived molecular glass having blue emission.
It can also be as a substrate in fluorometric boronic acid based saccharide sensors based on the Suzuki homocoupling reactions.

Other Notes

Contains varying amounts of anhydride

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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Bifunctional porous polymers bearing boronic and sulfonic acids for hydrolysis of cellulose
Yang Q and Pan X
ACS sustainable chemistry & engineering, 4(9), 4824-4830 (2016)
Suzuki homo-coupling reaction based fluorescent sensors for monosaccharides
Xu S, et al.
Royal Society of Chemistry Advances, 4(66), 35238-35241 (2014)
Highly efficient blue OLED based on 9-anthracene-spirobenzofluorene derivatives as host materials
Gong M, et al.
Journal of Materials Chemistry, 20(47), 10735-10746 (2010)
Highly efficient and stable deep-blue emitting anthracene-derived molecular glass for versatile types of non-doped OLED applications
Cho I, et al.
Journal of Materials Chemistry, 22(1), 123-129 (2012)

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