description Uses Solubility Application
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2-Naphthaleneboronic acid

description Uses Solubility Application
Product Name
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
Formula Weight
171.99
MOL File
32316-92-0.mol
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2-Naphthaleneboronic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
480134
Product name
2-Naphthylboronic acid
Purity
≥95.0%
Packaging
5g
Price
$75.2
Updated
2024/03/01
Sigma-Aldrich
Product number
480134
Product name
2-Naphthylboronic acid
Purity
≥95.0%
Packaging
25g
Price
$125
Updated
2024/03/01
TCI Chemical
Product number
N0649
Product name
2-Naphthaleneboronic Acid (contains varying amounts of Anhydride)
Packaging
1g
Price
$20
Updated
2024/03/01
TCI Chemical
Product number
N0649
Product name
2-Naphthaleneboronic Acid (contains varying amounts of Anhydride)
Packaging
5g
Price
$58
Updated
2024/03/01
Alfa Aesar
Product number
B24157
Product name
2-Naphthaleneboronic acid, 97%
Packaging
1g
Price
$24.65
Updated
2024/03/01
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2-Naphthaleneboronic acid Chemical Properties,Usage,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

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).

2-Naphthaleneboronic acid Preparation Products And Raw materials

Raw materials

Trimethyl borate Tetrahydrofuran 2-Naphthol n-Butyllithium 2-Bromonaphthalene

Preparation Products

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2-Naphthaleneboronic acid Suppliers

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View Lastest Price from 2-Naphthaleneboronic acid manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
2-Naphthaleneboronic acid 32316-92-0
Price
US $999.00-666.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-09
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Naphthaleneboronic acid 32316-92-0
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-18
Hebei Dangtong Import and export Co LTD
Product
2-Naphthaleneboronic acid 32316-92-0
Price
US $510.00-460.00/kilograms
Min. Order
100kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-02-24

32316-92-0, 2-Naphthaleneboronic acidRelated Search:

Boric acid Citric acid Fluoroboric acid Zinc borate ALPHA-NAPHTHYLBORIC ACID,1-NAPHTHALENEBORONIC ACID,1-Naphthaleneboronic Acid (contains varying amounts of Anhydride) Ascoric Acid 3-(4-FLUOROPHENYL)AMINOCARBONYLPHENYLBORONIC ACID 4-FLUORO-3-(PHENYLCARBAMOYL)BENZENEBORONIC ACID 4-BROMO-1-FLUORO-2-NAPHTHALENEBORONIC ACID 6-Benzyloxy-2-naphthaleneboronic acid 6-HYDROXY-2-NAPHTHALENEBORONIC ACID 2-Naphthaleneboronic acid, pinacol ester ,98%,2-NAPHTHALENEBORONIC ACID, PINACOL ESTER 3-(PHENYLAMINOCARBONYL)-5-NITROPHENYLBORONIC ACID 6-T-BUTYLDIMETHYSILYLOXY-2-NAPHTHALENEBORONIC ACID 3-(4-CYANOPHENYL)AMINOCARBONYLPHENYLBORONIC ACID 6-ETHOXY-2-NAPHTHALENEBORONIC ACID (S)-2,2'-Dimethoxy-1,1'-binaphthyl-3,3'-diyldiboronic acid 3-(4-FLUOROPHENYL)AMINOCARBONYLPHENYLBORONIC ACID PINACOL ESTER

  • AKOS BRN-0020
  • AKOS BRN-0041
  • ALPHA-NAPHTHYLBORIC ACID
  • 1-NAPHTHYLENEBORONIC ACID
  • 2-NAPHTHYLBORONIC ACID
  • 2-NAPHTHENEBORONIC ACID
  • 2-NAPHTHALENEYLBORONIC ACID
  • 2-NAPHTHALENEBORONIC ACID
  • RARECHEM AH PB 0125
  • RARECHEM AH PB 0126
  • NAPHTHALEN-2-YLBORONIC ACID
  • NAPHTHALEN-1-YLBORONIC ACID
  • Naphthalene-2-boronic acid,2-Naphthylboronic acid
  • Boronic acid,B-2-naphthalenyl-
  • 2-NAPHTHALENEBORONI
  • 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)
  • Boronic acid, 2-naphthalenyl-
  • NAPHTHALENYL-1-BORONIC ACID
  • NAPHTHALENYL-2-BORONIC ACID
  • NAPHTHALENE-2-BORONIC ACID
  • NAPHTHALENE-1-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
  • eneboronic Acid
  • naphthalen-2-ylboronicaci
  • Boronic acid, B-2-naphthalenyI-
  • 2-Naphthylboric acid
  • 2-Naphthaleneboronic acid 99.5%
  • 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