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531464

2-碘苯基乙腈

Name: 2-碘苯基乙腈
Brand: ALDRICH

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:

40400-15-5

分子量:

243.04

UNSPSC Code:

12352100

PubChem Substance ID:

24877818

MDL number:

MFCD00040888

Assay:

97%

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属性

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

说明

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

GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335

pcodes

P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338

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

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Palladium(II)-Catalyzed Annulation of Alkynes with 2-(Cyanomethyl)phenylboronates Leading to 3,4-Disubstituted 2-Naphthalenamines.

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

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)

4,6-O-[1-cyano-2-(2-iodophenyl)ethylidene] acetals. improved second-generation acetals for the stereoselective formation of beta-D-mannopyranosides and regioselective reductive radical fragmentation to beta-D-rhamnopyranosides. scope and limitations.

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

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货号	GTIN
531464-10G	04061836827397