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

B21219 1-Naphthaleneboronic acid, 97%

CAS-Nummer
13922-41-3
Synonyme
1-Naphthylboronic acid

Größe Preis ($) Menge Verfügbarkeit
1g 30,15
5g 71,73
25g 226,40
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1-Naphthaleneboronic acid, 97%

MDL
MFCD00019722

Chemische Eigenschaften

Formel
C10H9BO2
Molmasse
171.99
Schmelzpunkt
204-210°
Löslichkeit
Soluble in methanol. Insoluble in water.

Anwendungen

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.

Bemerkungen

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

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335

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

Sicherheitshinweise: 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.

Weitere Referenzen

Beilstein
2937504
Harmonized Tariff Code
2931.90
TSCA
No

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