Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

13922-41-3 - 1-Naphthaleneboronic acid, 97% - 1-Naphthylboronic acid - B21219 - Alfa Aesar

B21219 1-Naphthaleneboronic acid, 97%

CAS Number
13922-41-3
Synonyms
1-Naphthylboronic acid

Size Price ($) Quantity Availability
1g 30.15
5g 71.73
25g 226.40
Add to Cart Add to Quote Request View Item

1-Naphthaleneboronic acid, 97%

MDL
MFCD00019722

Chemical Properties

Formula
C10H9BO2
Formula Weight
171.99
Melting point
204-210°
Solubility
Soluble in methanol. Insoluble in water.

Applications

1-Naphthaleneboronic acid is a very useful building block for introduction of a naphthyl group through cross-coupling protocols. It is useful in the synthesis of polyaromatic hydrocarbons utilizing the Suzuki reaction.

Notes

Incompatible with oxidizing agents. Store in a cool, dry condition in a well sealed container. Store at room temperature.

Literature References

Cheng-Hsien Yang; Chia-Cheng Tai; Yu-Ting Huang; I-Wen Sun. Ionic liquid promoted palladium-catalyzed Suzuki cross-couplings of N-contained heterocyclic chlorides with naphthaleneboronic acids. Tetrahedron.2005, 61 4857-4861.

R. L. Letsinger; J. Malcolm Smith; J. Gilpin; D. B. MacLean. Organoboron Compounds. XX. Chemistry of Some 1-Naphthaleneboronic Acids with Substituents in the 8-Position. J. Org. Chem.1965, 30 (3), 807-812.

The Suzuki coupling with a protected L-tyrosine triflate, catalyzed by Tetrakis(triphenyl­phosphine)­palladium(0)­, 10548, occurred in high yield without racemization when anhydrous K2CO3 in toluene was used as the base: J. Org. Chem., 57, 379 (1992). For Ni-catalyzed coupling with allylamines, see: J. Chem. Soc., Perkin 1, 2083 (1995). See Appendix 5.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
2937504
Harmonized Tariff Code
2931.90
TSCA
No

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware