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543-27-1 - Isobutyl chloroformate, 98% - Chloroformic acid isobutyl ester - A14692 - Alfa Aesar

A14692 Isobutyl chloroformate, 98%

Número CAS
543-27-1
Nombre Alternativo
Chloroformic acid isobutyl ester

Tamaño Precio ($) Cantidad Disponibilidad
25g 15,80
100g 28,90
500g 110,00
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Isobutyl chloroformate, 98%

MDL
MFCD00000642
EINECS
208-840-1

Propiedades químicas

Fórmula
C5H9ClO2
Peso molecular
136.58
Punto de fusión
-80°
Punto de ebullición
128-129°
Punto de inflamabilidad
30°(86°F)
Densidad
1.048
Índice de refracción
1.4060
Sensibilidad
Moisture Sensitive
Solubilidad
Immiscible with water.

Aplicaciones

Isobutyl chloroformate is used as a peptide reagent. It is also used in the preparation of phenethyl-carbamic acid isobutyl ester by reaction with phenethylamine.

Notas

Store in a cool place. Incompatible with strong oxidizing agents, acids, bases, alcohols and amines. Moisture sensitive.

Referencias documentales

Superior to ethyl chloroformate in the mixed anhydride method of peptide synthesis: Org. Prep. Proced. Int., 7, 215 (1975); review: Org. React., 12, 157 (1962). Use in combination with 1-Methyl­piperidine, L03398, minimizes competing urethane formation, arising from cleavage of the mixed anhydride in the wrong sense: J. Org. Chem., 48, 2939 (1983). Addition of CuCl2 is reported to suppress racemization completely: Chem. Lett., 2125 (1989). For peptide reagents, see Appendix 6.

Has been used to protect a nucleoside OH group as its isobutyl carbonate. Cleavage was by hydrolysis with 80% AcOH: J. Org. Chem., 32, 2365 (1967). Protection of amino groups as their isobutyl carbamates has also been reported: J. Am. Chem. Soc., 91, 3356 (1969).

Giráldez, I.; Ruiz-Azcona, P.; Vidal, A.; Morales, E. Speciation of selenite and selenoamino acids in biota samples by dual stir bar sorptive extraction-single desorption-capillary gas chromatography/mass spectrometry. Microchem. J. 2015, 122, 197-204.

Pan, X.; Dong, J.; Shao, R.; Su, P.; Shi, Y.; Wang, J.; He, L. Expanding the structural diversity of Bcr-Abl inhibitors: Hybrid molecules based on GNF-2 and Imatinib. Bioorg. Med. Chem. Lett. 2015, 25 (19), 4164-4168.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H226-H300-H310-H330-H314-H318

Flammable liquid and vapour. Fatal if swallowed. Fatal in contact with skin. Fatal if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P301+P310a-P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a

IF SWALLOWED: IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. 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. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Merck
14,5139
Beilstein
956590
Clase de peligro
6.1
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2915.90
TSCA
Yes

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