Cookies disclaimer

Estoy de acuerdo utilizamos cookies para mejorar la experiencia de navegación del usuario y para estudiar cómo se utiliza nuestro sitio web. si navega por nuestro sitio web, estará aceptando el uso de las cookies en las condiciones establecidas en la presente política de cookies. esta política puede ser actualizada, por lo que le invitamos a revisarla de forma regular

1822-51-1 - 4-(Chloromethyl)pyridine hydrochloride, 98% - 4-Picolyl chloride hydrochloride - A12859 - Alfa Aesar

A12859 4-(Chloromethyl)pyridine hydrochloride, 98%

Número CAS
1822-51-1
Nombre Alternativo
4-Picolyl chloride hydrochloride

Tamaño Precio ($) Cantidad Disponibilidad
5g 25,80
25g 79,60
100g 277,00
Añadir al carrito Añadir al presupuesto al por mayor Ver artículo

4-(Chloromethyl)pyridine hydrochloride, 98%

MDL
MFCD00012826
EINECS
217-350-7

Propiedades químicas

Fórmula
C6H62N•HCl
Peso molecular
164.04
Punto de fusión
166-171°
Sensibilidad
Hygroscopic
Solubilidad
Soluble in water (750 mg/ml at 20°C), soluble in 1N HCl (2.5%), DMSO, and methanol.

Aplicaciones

It finds its application as a reagent for protection of carboxyl termini of peptides as 4-picolyl esters, providing a polar 'handle' which aids in separation and purification of the peptide. The group can be introduced in the presence of a base, e.g. tetramethylguanidine, is stable to acid-catalyzed removal of Cbz protecting group and can be removed by base, Na in liquid ammonia or catalytic hydrogenolysis. It is also applied in conjunction with Amberlyst®15 resin in peptide synthesis. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Notas

Hygroscopic. Store away from oxidizing agents and bases. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Referencias documentales

Hongwei Hou, et al. A novel coordination polymer [Co(NCS)2(bpms)2]n (bpms=1,2-bis(4-pyridylmethyl)disulfenyl): synthesis, crystal structure and third-order nonlinear optical properties.Inorganica Chimica Acta,2001,316(1-2), 140-144.

Ping Zhou, et al.TA new efficient synthesis of 3-(4-pyridinyl)methylindoles.Tetrahedron Letters.,2001,42(42), 7333-7335.

Reagent for protection of carboxyl termini of peptides as 4-picolyl esters, providing a polar 'handle' which aids in separation and purification of the peptide. The group can be introduced in the presence of a base, e.g. tetramethylguanidine, is stable to acid-catalyzed removal of Cbz protecting group and can be removed by base, Na in liquid ammonia or catalytic hydrogenolysis: J. Chem. Soc. (C), 1911 (1969); 46, 50 (1971). For use in conjunction with Amberlyst®15 resin in peptide synthesis, see: J. Chem. Soc., Chem. Commun., 1057 (1971). For an alternative means of introduction, see 4-Pyridinemethanol, A14698.

As its free base, has been used for the protection of OH groups as 4-picolyl derivatives, relatively stable to acid (HF, TFA) but selectively cleaved by electrolytic reduction: J. Chem. Soc., Chem. Commun., 1123 (1972); Acta Chem. Scand. B, B37, 475 (1983); J. Chem. Res. (Synop.), 22 (1977). For use in the protection of the hydroxyl-substituted amino acids serine and threonine as their 4-picolyl ethers, see: J. Org. Chem., 53, 5386 (1988). In this case the group was cleaved by hydrogenolysis in AcOH. See also Appendix 6.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H301-H311-H314-H318-H317

Toxic if swallowed. Toxic in contact with skin. Causes severe skin burns and eye damage. Causes serious eye damage. May cause an allergic skin reaction.

Indicaciones de precaución: P260u-P301+P310a-P303+P361+P353-P305+P351+P338-P405-P501a

Do not breathe dusts or mists. IF SWALLOWED: Immediately call a POISON CENTER/doctor 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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
3689154
Clase de peligro
8
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2933.39
TSCA
No

Recomendado

  • A10137

    5-Bromo-3-methoxysalicylaldehyde, 98%
  • A10226

    2-(Chloromethyl)pyridine hydrochloride, 98%
  • A13279

    3-(Chloromethyl)pyridine hydrochloride, 97%
  • A13857

    2-Chloro-6-methylnicotinic acid, 97%
  • A15648

    2-Chloro-3-cyano-6-methylpyridine, 99%

Visto recientemente

Productos químicos

Ciencias de la vida

Metales & materiales

Catalizadores

Análisis y material de laboratorio