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5219-61-4 - (Phenylthio)acetonitrile, 98% - Cyanomethyl phenyl sulfide - Phenylmercaptoacetonitrile - A12869 - Alfa Aesar

A12869 (Phenylthio)acetonitrile, 98%

Codice CAS
5219-61-4
Sinonimi
Cyanomethyl phenyl sulfide
Phenylmercaptoacetonitrile

Dimensioni Prezzo ($) Quantità Disponibilità
5g 56,10
25g 202,00
100g 722,00
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(Phenylthio)acetonitrile, 98%

MDL
MFCD00019831
EINECS
226-013-3

Proprietà chimiche

Formula
C6H5SCH2CN
Peso formula
149.22
Punto di ebollizione
146-147°/14mm
Punto di infiammabilità
>110°(230°F)
Densità
1.142
Indice di rifrazione
1.5820
Solubilità
Not miscible or difficult to mix in water.

Applicazioni

Applications include, electron-deficient aromatics undergo vicarious nucleophilic substitution (VNS) reactions with the anion. Thus the molecule is equivalent to an acetonitrile anion synthon with thiophenate as the leaving group. For example, in the presence of solid NaOH in DMSO, nitrobenzene gives predominantly 4-nitrophenylacetonitrile, along with some of the 2-isomer.

Note

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Letteratura

Shuji Kanemasa, et al. Generation of Sulfur-Functionalized Nitrile Oxide, (Phenylthio)acetonitrile Oxide, and Synthetic Applications.Bulletin of the Chemical Society of Japan.,1988,61(11), 3973-3982.

V. Suryanarayanan, et al. Selective electrofluorination of phenylacetonitrile and α-(phenylthio) acetonitrile — The role of sulfur and other operating parameters.Journal of Fluorine Chemistry.,1998,91(2), 153-157.

Electron-deficient aromatics undergo vicarious nucleophilic substitution (VNS) reactions with the anion. Thus the molecule is equivalent to an acetonitrile anion synthon with thiophenate as the leaving group. For example, in the presence of solid NaOH in DMSO, nitrobenzene gives predominantly 4-nitrophenylacetonitrile, along with some of the 2-isomer: J. Org. Chem., 45, 1534 (1980).

Electrochemical ɑ-monofluorination with Triethyl­amine trihydrofluoride, L14417 occurs in good yield: J. Org. Chem., 60, 3459 (1995).

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H302

Harmful if swallowed.

Dichiarazioni precauzionali: P260-P201-P280f-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective clothing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
2042078
Codice tariffe armonizzato
2930.90
TSCA
No
RTECS
AM1900000

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