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Merck
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文件

531464

Sigma-Aldrich

2-碘苯基乙腈

97%

别名:

邻碘苯乙腈

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About This Item

线性分子式:
IC6H4CH2CN
CAS号:
40400-15-5
分子量:
243.04
MDL號碼:
MFCD00040888
分類程式碼代碼:
12352100
PubChem物質ID:
24877818

化驗

97%

折射率

n20/D 1.618 (lit.)

bp

113-120 °C/0.5 mmHg (lit.)

密度

1.75 g/mL at 25 °C (lit.)

SMILES 字串

Ic1ccccc1CC#N

InChI

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

InChI 密鑰

FPSGTRJUQLYLHE-UHFFFAOYSA-N

一般說明

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.

應用

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

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

230.0 °F - closed cup

閃點（°C）

110 °C - closed cup

個人防護裝備

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

分析证书(COA)

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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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