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58632-95-4 - Boc-ON, 98+% - 2-(Boc-oxyimino)-2-phenylacetonitrile - 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile - A18906 - Alfa Aesar

A18906 Boc-ON, 98+%

Numéro CAS
58632-95-4
Synonymes
2-(Boc-oxyimino)-2-phenylacetonitrile
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Dimensions Prix ($) Quantité Disponibilité
5g 34,65
25g 131,40
100g 362,40
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Boc-ON, 98+%

MDL
MFCD00001863
EINECS
261-370-9

Propriétés chimiques

Formule
C13H14N2O3
Poids formulaire
246.27
Point de fusion
86-89°
Sensibilité
Moisture Sensitive
Solubilité
Soluble in ethyl acetate, ether and benzene. Insoluble in water.

Applications

Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.

Notes

Moisture Sensitive, store away from water/moisture. Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store under dry inert gas.

Références bibliographiques

Xavier Ariza; Fèlix Urpí; Carles Viladomat; Jaume Vilarrasa. One-pot conversion of azides to Boc-protected amines with trimethylphosphine and Boc-ON. Tetrahedron Letters., 1998, 39 (49), 9101-9102.

A. Paul Krapcho; Christopher S. Kuell. Mono-Protected Diamines. N-tert-Butoxycarbonyl-α,ω-Alkanediamines from α,ω-Alkanediamines. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry, 1990, 20(16), 2559-2564.

Reagent for the preparation of Boc-derivatives of amino acids, preferred on safety grounds to the unstable t-butyl azidoformate. In aqueous dioxane and in the presence of triethylamine as base, reaction is rapid at room temperature. The organic by-product, 2-hydroxyimino-2-phenylacetonitrile is easily removed by extraction into an organic phase: Tetrahedron Lett., 4393 (1975); Bull. Chem. Soc. Jpn., 50, 718 (1977). See Appendix 6.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H331-H302-H312-H315-H319-H335

Toxic if inhaled. Harmful if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Mentions de prudence: P261-P280-P305+P351+P338-P304+P340-P311-P362-P301+P312-P312-P405-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. Call a POISON CENTER or doctor/physician. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
2217296
Classe de danger
6.1
Groupe d'emballage
III
Code tarifaire harmonisé
2929.90
TSCA
Yes
RTECS
DA0513600

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Catalyseurs

Analytique et matériel de laboratoire