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A18906 Boc-ON, 98+%

CAS Number
58632-95-4
Synonyms
2-(Boc-oxyimino)-2-phenylacetonitrile
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Stock No. Size Price ($) Quantity Availability
A18906-06 5g 37.40
A18906-14 25g 146.00
A18906-22 100g 453.00
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Boc-ON, 98+%

MDL
MFCD00001863
EINECS
261-370-9

Chemical Properties

Formula
C13H14N2O3
Formula Weight
246.27
Melting point
86-89°
Storage & Sensitivity
Keep Cold. Moisture Sensitive. Store under Nitrogen.
Solubility
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.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H312-H315-H319-H332-H335

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

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
2217296
Hazard Class
6.1
Packing Group
III
Harmonized Tariff Code
2929.90
TSCA
Yes
RTECS
DA0513600

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