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1-Naphthylboronic acid

1-Naphthylboronic acid Basic information
Product Name:1-Naphthylboronic acid
Synonyms:1-Naphthaleneboronic Acid (contains varying amounts of Anhydride);1-Naphthylboronic acid, min. 97%;(1-Naphthyl)boranediol;(1-Naphthyl)boranic acid;(1-Naphthyl)dihydroxyborane;1-(Dihydroxyboryl)naphthalene;1-Naphthylboranic acid;1-Naphthaleneboronic acid,97%
CAS:13922-41-3
MF:C10H9BO2
MW:171.99
EINECS:604-119-4
Product Categories:Heterocyclic Compounds;organic or inorganic borate;Boronic Acid;Naphthalene;Organoborons;B (Classes of Boron Compounds);Boronate Ester;Potassium Trifluoroborate;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Unsubstituted Aryl Boronic Acids;OLED materials,pharm chemical,electronic;Boronic acids;blocks;BoronicAcids;Boronic Acid series;Naphthalene derivatives
Mol File:13922-41-3.mol
1-Naphthylboronic acid Structure
1-Naphthylboronic acid Chemical Properties
Melting point 208-214 °C(lit.)
Boiling point 381.9±25.0 °C(Predicted)
density 1.21±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in DMSO, Methanol
pka8.53±0.30(Predicted)
form Powder
color Off-white to pink beige
Water Solubility 2.5 g/100 mL
BRN 2937504
InChIInChI=1S/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H
InChIKeyHUMMCEUVDBVXTQ-UHFFFAOYSA-N
SMILESC1=C2C(C=CC=C2)=CC=C1B(O)O
CAS DataBase Reference13922-41-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
1-Naphthylboronic acid Usage And Synthesis
Chemical PropertiesOff-white to pink beige powder. soluble in methanol. Insoluble in water.
Uses1-Naphthaleneboronic acid is a useful synthetic intermediate. It is a reagent used to synthesize potassium aryltrifluoroborates which is a convenient precursor of arylboron difluoride lewis acids. It is also useful in the synthesis of polyaromatic hydrocarbons utilizing the Suzuki reaction.
UsesNaphthalene-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.
1-Naphthaleneboronic acid can also be as a substrate in fluorometric boronic acid based saccharide sensors based on the Suzuki homocoupling reactions.
PrecautionsIncompatible with oxidizing agents. Store in a cool, dry condition in a well sealed container. Store at room temperature.
5-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-1-NAPHTHOL 6-Carboxy-2-naphthaleneboronicacid (4-FORMYL-1-NAPHTHALENE)BORONIC ACID 4-METHOXYNAPHTHALENE-1-BORONIC ACID 2-Naphthylboronic acid MIDA ester 8-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-NAPHTHOL ACENAPHTHENE-5-BORONIC ACID 6-(TETRAHYDRO-2H-PYRAN-2-YLOXY)-2-NAPHTHYLBORONIC ACID 2-(1-NAPHTHYLENE)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE NAPHTHALENE-1,4-DIBORONIC ACID CYCLOHEXYLBORONIC ACID DIETHANOLAMINE ESTER AKOS BRN-0352 (1,3,2-DIOXABORINAN-2-YL) CYCLOHEXANE 4-DIMETHYLAMINONAPHTHALENE-1-BORONIC ACID 1-Naphthylboronic acid MIDA ester 1-Naphthylboronic acid 2-(4-BROMO-1-NAPHTHYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE 2-ETHOXY-1-NAPHTHALENEBORONIC ACID
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