57746-44-8

Basic information

• Product Name: (2,4-dinitrophenyl)acetonitrile
• Synonyms: (2,4-dinitrophenyl)acetonitrile
• CAS NO: 57746-44-8
• Molecular Weight: 207.145
• Mol File: 57746-44-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (2,4-dinitrophenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-dinitrophenyl)acetonitrile(57746-44-8)
• EPA Substance Registry System: (2,4-dinitrophenyl)acetonitrile(57746-44-8)

Safety Data

• Hazardous Substances Data: 57746-44-8(Hazardous Substances Data)

Usage

Description

(2,4-dinitrophenyl)acetonitrile, with the molecular formula C8H5N3O4, is a yellow solid chemical compound that is insoluble in water and most organic solvents. It is known for its use in organic synthesis and as a precursor for the preparation of other chemical compounds.

Uses

Used in Organic Synthesis:
(2,4-dinitrophenyl)acetonitrile is used as a reagent in organic synthesis for the synthesis of various compounds. Its unique chemical properties make it a valuable component in the creation of a range of products.
Used as a Precursor:
In the chemical industry, (2,4-dinitrophenyl)acetonitrile serves as a precursor for the preparation of other chemical compounds. Its role in the synthesis of derivatives is crucial for developing new materials and substances.
Safety Considerations:
It is important to handle (2,4-dinitrophenyl)acetonitrile with care due to its toxic nature, which can cause skin and eye irritation. Proper safety guidelines should be followed during its handling and storage to prevent accidents and exposure.

Upstream product

• 121-14-2 2,4-dinitrotoluene 
• 61293-29-6 (E)-2-(2,4-dinitrophenyl)-N,N-dimethyl-1-ethenamine 
• 99-65-0 meta-dinitrobenzene 
• 75-05-8 acetonitrile 
• 107-14-2 chloroacetonitrile 
• 19051-22-0 α-cyano-2,4-dinitrostilbene 
• 3598-14-9 phenoxyacetonitrile 
• 61540-35-0 S-(Dimethylthiocarbamoyl)thioglycolonitrile 

Downstream Products

• 19051-22-0 α-cyano-2,4-dinitrostilbene 
• 6746-78-7 α-(Diphenyl-cyclopropenyliden)-2,4-dinitro-phenylacetonitril 

Relevant articles and documents

Development of Green/Red-Absorbing Chromophores Based on a Coumarin Scaffold That Are Useful as Caging Groups

We report the design, synthesis, and spectroscopic characterization of a series of push-pull chromophores based on a novel coumarin scaffold in which the carbonyl of the lactone function of the original coumarin dyes has been replaced by the cyano(4-nitro

Kinetics of proton transfer from 2-nitro-4-X-phenylacetonitriles to piperidine and morpholine in aqueous Me2SO. Solvent and substituent effects on intrinsic rate constants. Transition state imbalances

Rate constants (k1(B)) for the deprotonation of 2-nitro-4-X-phenylacetonitrile, 2-X (X = NO2, SO2CH3, CN, CF3, Br, and Cl) by piperidine and morpholine and for the reverse reaction (k-1(BH)) have been determined in 90% Me2SO- 10% water, 50% Me2SO-50% water, and water (X = NO2, SO2CH3, CN only). Bronsted β(B) values (dlog k1(B)/dpK(a)(BH)), Bronsted α(CH) values (dlog k1(B)/dlog K(a)(CH)), and intrinsic rate constants (log k(o) = log(k1/q) for pK(a)(BH)-p K(a)(CH) + log(p/q) = 0) were calculated from these data. α(CH) is smaller than β(B), implying an imbalance wnich is consistent with a transition state in which delocalization of the negative charge into the 2-nitrophenyl moiety lags behind proton transfer. A consequence of this imbalance is that the intrinsic rate constant decreases with increasing electron withdrawing strength of X. For π-acceptor substituents (NO2, SO2CH3, CN) there is a further decrease in k(o) due to a lag in the delocalization of the charge into X. The intrinsic rate constants depend very little on the Me2SO content of the solvent which is shown to be the result of compensation of mainly two competing factors. One is the stabilization of the polarizable transition state by the polarizable Me2SO which increases k(o); the other is attributed to a lag in the solvation of the developing carbanion behind proton transfer at the transition state which leads to a decrease in k(o).

Specific ortho-Cyanomethylation of Nitroarenes via the Vicarious Nucleophilic Substitution of Hydrogen

The vicarious nucleophilic substitution of hydrogen in nitroarenes with acetonitrile derivatives XCH2CN in t-BuOK/THF base/solvent system proceeds exclusively ortho to the nitro group.Strong influence of substituents Z in 3-Z-nitrobenzene derivatives on the orientation has been observed.