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

B21219 1-Naphthaleneboronic acid, 97%

Codice CAS
13922-41-3
Sinonimi
1-Naphthylboronic acid

Dimensioni Prezzo ($) Quantità Disponibilità
1g 30,10
5g 73,10
25g 255,00
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1-Naphthaleneboronic acid, 97%

MDL
MFCD00019722

Proprietà chimiche

Formula
C10H9BO2
Peso formula
171.99
Punto di fusione
204-210°
Solubilità
Soluble in methanol. Insoluble in water.

Applicazioni

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.

Note

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

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

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

Dichiarazioni precauzionali: P260u-P201-P280a-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310a-P405-P501a

Obtain special instructions before use. Wear protective gloves and eye/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
2937504
Codice tariffe armonizzato
2931.90
TSCA
No

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