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2-Naphthaleneboronic acid

CAS No.
32316-92-0
Chemical Name:
2-Naphthaleneboronic acid
Synonyms
NAPHTHALEN-1-YLBORONIC ACID;NAPHTHALEN-2-YLBORONIC ACID;2-NAPHTHYLBORONIC ACID;NAPHTHALENE-2-BORONIC ACID;NAPHTHALENE-1-BORONIC ACID;2-Naphthene;AKOS BRN-0041;AKOS BRN-0020;eneboronic Acid;RARECHEM AH PB 0126
CBNumber:
CB1282654
Molecular Formula:
C10H9BO2
Molecular Weight:
171.99
MDL Number:
MFCD00236051
MOL File:
32316-92-0.mol
MSDS File:
SDS
Last updated:2024-01-16 16:12:45

2-Naphthaleneboronic acid Properties

Melting point 269-275 °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
Water Solubility Slightly soluble in water
pka 8.53±0.30(Predicted)
form Crystalline Powder and/or Chunks
color White to off-white
BRN 2936449
InChIKey KPTRDYONBVUWPD-UHFFFAOYSA-N
CAS DataBase Reference 32316-92-0(CAS DataBase Reference)
FDA UNII QP24ZQS9BM

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
TSCA  No
HazardClass  IRRITANT
HS Code  29319090
NFPA 704
0
2 0

2-Naphthaleneboronic acid price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 480134 2-Naphthylboronic acid ≥95.0% 32316-92-0 5g $75.2 2024-03-01 Buy
Sigma-Aldrich 480134 2-Naphthylboronic acid ≥95.0% 32316-92-0 25g $125 2024-03-01 Buy
TCI Chemical N0649 2-Naphthaleneboronic Acid (contains varying amounts of Anhydride) 32316-92-0 1g $20 2024-03-01 Buy
TCI Chemical N0649 2-Naphthaleneboronic Acid (contains varying amounts of Anhydride) 32316-92-0 5g $58 2024-03-01 Buy
Alfa Aesar B24157 2-Naphthaleneboronic acid, 97% 32316-92-0 1g $24.65 2024-03-01 Buy
Product number Packaging Price Buy
480134 5g $75.2 Buy
480134 25g $125 Buy
N0649 1g $20 Buy
N0649 5g $58 Buy
B24157 1g $24.65 Buy

2-Naphthaleneboronic acid Chemical Properties,Uses,Production

description

2-Naphthalene Boronic Acid is an organometallic iridium complex with applications in catalysis and Pharmaceutical manufacturing. It can be also used in the study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols.​

Uses

2-Naphthaleneboronic acid is a useful research chemical for organic synthesis and other chemical processes.

Solubility

Solubility in water: slightly soluble. Other solubilities: soluble in methanol

Application

It is used to study the enantioselective rhodium-catalyzed addition reaction of arylboronic acid and 2,2,2-trifluoroacetophenone to generate chiral tertiary trifluoromethanol. 
It can also be used to study the palladium-catalyzed addition reaction of arylboronic acid and nitrile to generate aryl ketones, and aromatic adverbial clauses: palladium-catalyzed addition of oxynitrile to benzofuran.

Chemical Properties

yellow crystal powde
2-Naphthaleneboronic acid

Uses

suzuki reaction

Uses

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.

Synthesis

To a two-neck 250mL round bottom flask, triisopropyl borate (3.30mL, 29.06mmol) and 3-bromoquinoline (3.00g, 14.49mmol) was dissolved in dry THF (100mL), then n-butyllithium (14.50mL of a 2M solution in hexane, 29.00mmol) was added dropwise via a dropping funnel over 1h under N2 at-78°C. After 2h, the acetone/dry ice bath was removed, and the reaction solution was allowed to warm to 0°C. The reaction was then quenched with a 2M HCl solution, and the pH value was adjusted to 7 with a solution of 2M NaHCO3. The resulting solution was extracted with ethyl acetate (EA) (3×100mL). The combined organic layers were dried with MgSO4 and evaporated to dryness. n-Hexane was then added to precipitated the product 2-Naphthaleneboronic acid as a white solid (80% yield).

150-46-9
580-13-2
32316-92-0
Synthesis of 2-Naphthaleneboronic acid from Triethyl borate and 2-Bromonaphthalene
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View Lastest Price from 2-Naphthaleneboronic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Naphthaleneboronic acid pictures 2024-04-26 2-Naphthaleneboronic acid
32316-92-0
US $510.00-460.00 / kilograms 100kilograms 99% 100tons Hebei Dangtong Import and export Co LTD
2-Naphthaleneboronic acid pictures 2024-01-14 2-Naphthaleneboronic acid
32316-92-0
US $8.00-0.60 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-Naphthaleneboronic acid pictures 2023-12-02 2-Naphthaleneboronic acid
32316-92-0
US $0.00-0.00 / kg 1kg 99.9% 30000 Kg Hebei Xinsheng New Material Technology Co., LTD.
AKOS BRN-0020 AKOS BRN-0041 ALPHA-NAPHTHYLBORIC ACID 1-NAPHTHYLENEBORONIC ACID 2-NAPHTHENEBORONIC ACID 2-NAPHTHALENEYLBORONIC ACID 2-NAPHTHALENEBORONIC ACID RARECHEM AH PB 0125 RARECHEM AH PB 0126 Naphthalene-2-boronic acid,2-Naphthylboronic acid Boronic acid,B-2-naphthalenyl- naphthalen-1-yl hydrogen boronate 2-Borononaphthalene 2-Naphthaleneboronic acid 2-Naphthylboronic acid 2-Naphthylboronic acid >=95.0% Naphthalen-2-boronic acid 2-Naphthylboronic acid(contains varying amounts of Anhydride) NAPHTHALENYL-1-BORONIC ACID NAPHTHALENYL-2-BORONIC ACID 2-Naphthalene Boric Acid 2-Naphthylboronic caid 2-NAPHTHYLBORONSAEURE NAPHTHALENE-2-BORONIC ACID 98% Naphthalene-2-BoronicAcid2-NaphthaleneboronicAcid/2-NaphtheneBoronicAcid 2-Naphthene 2-NAPHTHENE BORONIC ACID, NAPHTHALENE-2-BORONIC ACID, 2-NAPHTHYLBORONIC ACID 2-NAPHTHALENYLBORONICACID 2-Naphthaleneboronicacid,97% (2-Naphthalyl)boronic acid 2-NAPHTHYLBORONIC ACID HPLC 98+% 2-Naphthaleneboronic Acid (contains varying amounts of Anhydride) 2-Naphthylboronic acid, May contain varying amounts of anhydride, 97% 2-Naphthaleneboronic 2-Naphthaleneboronic acid ,98% 2-Naphtahaleneboronic acid 2-NAPHTHALENEBORONI Boronic acid, 2-naphthalenyl- eneboronic Acid naphthalen-2-ylboronicaci Boronic acid, B-2-naphthalenyI- 2-Naphthylboric acid 2-Naphthaleneboronic acid 99.5% 2-NAPHTHYLBORONIC ACID NAPHTHALEN-2-YLBORONIC ACID NAPHTHALEN-1-YLBORONIC ACID NAPHTHALENE-2-BORONIC ACID NAPHTHALENE-1-BORONIC ACID 2-Naphthalboronic acid B-2-Naphthalenylboronic acid 32316-92-0 32313-92-0 C10H9BO2 C10H7BOH2 BORONIC ACID Organometallic Reagents B (Classes of Boron Compounds) Boronic Acids Boronic Acids and Derivatives