76104-14-8

Basic information

• Product Name: (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE
• Synonyms: (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE;(E/Z)-2-(Hydroxyimino)-2-(4-methoxyphenyl)acetonitrile;(E/Z)-2-(Hydroxyimino)-2-(4-methoxyphenyl)acetonitrile 97%;α-Hydroxyimino-4-methoxyphenylacetonitrile;(2Z)-(hydroxyimino)(4-methoxyphenyl)ethanenitrile
• CAS NO: 76104-14-8
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17
• Mol File: 76104-14-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 332.539 °C at 760 mmHg
• Flash Point: 154.914 °C
• Appearance: /
• Density: 1.149 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE(76104-14-8)
• EPA Substance Registry System: (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE(76104-14-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 76104-14-8(Hazardous Substances Data)

Usage

General Description

(Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is a chemical compound with the molecular formula C11H11NO3. It is a nitrile derivative with a hydroxyimino group and a methoxyphenyl group attached to a acetonitrile backbone. (Z,E)-2-(HYDROXYIMINO)-2-(4-METHOXYPHENYL)ACETONITRILE is used in organic synthesis as a reagent and building block for the preparation of various pharmaceutical and agrochemical products. Additionally, it has potential applications in medicinal chemistry for the development of new drugs due to its structural properties and biological activity. However, it is important to handle this compound with care as it may have hazardous effects if not used properly.

InChI:InChI=1/C9H8N2O2/c1-13-8-4-2-7(3-5-8)9(6-10)11-12/h2-5,12H,1H3/b11-9+

Upstream product

• 143-33-9 sodium cyanide 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 637-69-4 4-Methoxystyrene 
• 104-47-2 p-methoxybenzylnitrile 
• 3717-21-3 p-methoxyl benzaldoxime 

Relevant articles and documents

Visible-Light-Induced Difunctionalization of Styrenes: Synthesis of N-Hydroxybenzimidoyl Cyanides

A visible-light-induced synthesis of N-hydroxybenzimidoyl cyanides from aromatic terminal alkenes is achieved by using Eosin Y as an organic photoredox catalyst. The process goes via a radical pathway with successive incorporation of two nitrogen atoms, one each from tert-butyl nitrite and ammonium acetate. The final product is achieved by the concomitant installation of an oxime and a nitrile group. DFT calculation supports a biradical pathway and all the proposed steps. A few useful synthetic transformations of N-hydroxybenzimidoyl cyanide are also illustrated.

Alkylsulfonyloximes for high-resolution i-line photoresists of high sensitivity

The invention describes the use of oxime alkyl sulfonate compounds of formula 1 1R0 is either an R1—X group or R2; X is a direct bond, an oxygen atom or a sulfur atom; R1 is hydrogen, C1-C4alkyl or a phenyl group which is unsubstituted or substituted by a substituent selected from the group consisting of chloro, bromo, C1-C4 alkyl and C1-C4-alkyloxy; R2 is hydrogen or C1-C4 alkyl; and R3 is straight-chain or branched C1-C12alkyl which is unsubstituted or substituted by one or more than one halogen atom; as photosensitive add generator in a chemically amplified photoresist which is developable in alkaline medium and which is sensitive to radiation at a wavelength of 340 to 390 nanometers and correspondingly composed positive and negative photoresists for the above-mentioned wavelength range.

A convenient synthesis of α-hydroxyiminoacetonitriles from aldoximes

Aromatic α-hydroxyiminoacetonitriles can be conveniently prepared by a facile one-pot procedure in high yields involving chlorination of the corresponding aldoximes with tert-butyl hypochlorite followed by reaction with alkali cyanide.