Saltar al contenido
MilliporeSigma
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

531464

Sigma-Aldrich

2-Iodophenylacetonitrile

97%

Sinónimos:

2-Iodobenzyl cyanide

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula lineal:
IC6H4CH2CN
Número de CAS:
40400-15-5
Peso molecular:
243.04
MDL number:
MFCD00040888
UNSPSC Code:
12352100
PubChem Substance ID:
24877818

assay

97%

refractive index

n20/D 1.618 (lit.)

bp

113-120 °C/0.5 mmHg (lit.)

density

1.75 g/mL at 25 °C (lit.)

functional group

iodo
nitrile

SMILES string

Ic1ccccc1CC#N

InChI

1S/C8H6IN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H2

InChI key

FPSGTRJUQLYLHE-UHFFFAOYSA-N

General description

2-Iodophenylacetonitrile is a 2-aryl substituted nitrile. It reacts with lactams to form ring-fused isoquinolinones via palladium-catalyzed carboxamidation in tandem with aldol condensation.

Application

2-Iodophenylacetonitrile may be used in the preparation of:
  • 2?-aminobiphen-2-ylacetonitrile
  • ethyl (2-iodophenyl)iminoacetate hydrochloride
  • 3,4-disubstituted 2-naphthalenamines

It may also be used in the preparation of the following nitriles:
  • 2-(2-iodophenyl)-2-methylpropanenitrile
  • 1-(2-iodophenyl)cyclopentanecarbonitrile
  • 5-bromo-2-(2-iodophenyl)pentanenitrile
  • 2-(2-iodophenyl)-2-propylpentanenitrile
  • 1-(2-iodophenyl)cyclohexanecarbonitrile
  • 1-(2-Iodophenyl)cyclopropanecarbonitrile

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
BGBB5403V
BGBB5403
09709BH
06107CE
02515DD

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

David Crich et al.
The Journal of organic chemistry, 71(9), 3452-3463 (2006-04-22)
The [1-cyano-2-(2-iodophenyl)]ethylidene group is introduced as an acetal-protecting group for carbohydrate thioglycoside donors. The group is easily introduced under mild conditions, over short reaction times, and in the presence of a wide variety of other protecting groups by the reaction
Hirokazu Tsukamoto et al.
The Journal of organic chemistry, 81(5), 1733-1745 (2015-11-26)
1,2-Bis(diphenylphosphino)ethane (dppe)-ligated palladium(II) complexes catalyze the annulation of internal alkynes with 2-(cyanomethyl)phenylboronates to provide 3,4-disubstituted-2-naphthalenamines in good yields. The annulation reaction proceeds under mild and neutral conditions and requires methanol as an essential solvent. In addition to symmetrical alkynes, unsymmetrical
Studies in Acyl C? H Activation via Aryl and Alkyl to Acyl ?Through Space? Migration of Palladium.
Kesharwani T, et al.
Organic Letters, 11(12), 2591-2593 (2009)
Palladium-catalyzed carboxamidation reaction and aldol condensation reaction cascade: A facile approach to ring-fused isoquinolinones.
Chouhan G and Alper H.
Organic Letters, 10(21), 4987-4990 (2008)
Palladium-catalyzed borylation of ortho-substituted phenyl halides and application to the one-pot synthesis of 2,2'-disubstituted biphenyls.
Baudoin O, et al.
The Journal of Organic Chemistry, 65(26), 9268-9271 (2000)

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico