531464
2-碘苯基乙腈
97%
别名:
邻碘苯乙腈
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关于此项目
线性分子式:
IC6H4CH2CN
化学文摘社编号:
分子量:
243.04
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
97%
InChI
1S/C8H6IN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H2
SMILES string
Ic1ccccc1CC#N
InChI key
FPSGTRJUQLYLHE-UHFFFAOYSA-N
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
Application
2-Iodophenylacetonitrile may be used in the preparation of:
It may also be used in the preparation of the following nitriles:
- 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
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.
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
存储类别
10 - Combustible liquids
wgk
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
法规信息
新产品
此项目有
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 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)
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
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
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)
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