1056474-04-4

Basic information

• Product Name: (E)-1-(tert-butyl)-4-(2-nitrovinyl)benzene
• Synonyms: (E)-1-(tert-butyl)-4-(2-nitrovinyl)benzene
• CAS NO: 1056474-04-4
• Molecular Weight: 205.257
• Mol File: 1056474-04-4.mol

Chemical Properties

• CAS DataBase Reference: (E)-1-(tert-butyl)-4-(2-nitrovinyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(tert-butyl)-4-(2-nitrovinyl)benzene(1056474-04-4)
• EPA Substance Registry System: (E)-1-(tert-butyl)-4-(2-nitrovinyl)benzene(1056474-04-4)

Safety Data

• Hazardous Substances Data: 1056474-04-4(Hazardous Substances Data)

Upstream product

• 1746-23-2 4-tert-Butylstyrene 
• 75-52-5 nitromethane 
• 939-97-9 4-tert-Butylbenzaldehyde 

Downstream Products

• 62248-86-6 C₁₂H₁₅NO₂ 
• 1252617-33-6 (E)-3-(4-(tert-butyl)phenyl)-1-(p-tolyl)prop-2-en-1-one 
• 1146906-79-7 (S)-1-tert-butyl-4-[1-(tert-butylperoxy)-2-nitroethyl]benzene 

Relevant articles and documents

Preparation method of beta-trans-nitroolefin

The invention relates to a preparation method of beta-trans-nitroolefin. The method comprises: sequentially adding an olefin compound, a nitration reagent and a solvent into a reaction container, mixing the substances uniformly, and carrying out constant temperature reaction for 18h under an illumination condition to obtain a reaction solution; and sequentially carrying out drying, concentration and column chromatography treatment on the reaction solution to obtain the beta-trans-nitroolefin compound. The method is simple and practicable, low in cost and high in product yield, can realize large-scale production, and has good industrial application prospects in the aspects of functional organic material, bioactive compound and drug synthesis.

Ionic-Liquid Controlled Nitration of Double Bond: Highly Selective Synthesis of Nitrostyrenes and Benzonitriles

Unprecedented in literature, the conversion of aryl alkenes into β-nitrostyrenes (2) or benzonitriles (3) with sodium nitrite can be governed by an appropriate choice of ionic liquid (IL) medium. A general trend was found for the selectivity of these processes, which depends on the nature of IL, with imidazolium-based ILs, such as [Bmim]Cl, that favor the C–H nitration leading to β-nitrostyrenes, while tetraalkylammonium-based ILs, such as TBAA, privilege the C=C bond cleavage affording benzonitriles. Besides a substrate scope, mechanistic hypotheses were provided on the origin of the different selectivity in the two kinds of ILs, based on their own tunable properties such as polarity, viscosity, and solvent cage effects.

Geometrically Selective Denitrative Trifluoromethylthiolation of β-Nitrostyrenes with AgSCF3for (E)-Vinyl Trifluoromethyl Thioethers

An efficient copper(II)-promoted denitrative trifluoromethylthiolation under mild reaction conditions has been developed for vinyl trifluoromethyl thioethers to construct Cvinyl-SCF3 bonds with stable AgSCF3 as a source of the trifluoromethylthio. This reaction system tolerates a broad range of functional groups to commendably achieve a high product yield and excellent stereoselectivity of E/Z.

A photocatalyst-free photo-induced denitroalkylation of β-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature

A photocatalyst-free stereoselectively photo-induced strategy for the denitroalkylation of β-nitrostyrenes using 4-alkyl substituted Hantzsch esters as the alkyl source under xenon lamp irradiation is developed. The reaction proceeds at room temperature and affords the corresponding products in moderate to excellent yields. The oxidant di-t-butyl peroxide serves as an efficient radical initiator under irradiation of a Xenon lamp, initiating alkyl radicals from the 4-alkyl substituted Hantzsch esters.

Synthetic Diversity from a Versatile and Radical Nitrating Reagent

We leverage the slow liberation of nitrogen dioxide from a newly discovered, inexpensive succinimide-derived reagent to allow for the C?H diversification of alkenes and alkynes. Beyond furnishing a library of aryl β-nitroalkenes, this reagent provides unparalleled access to β-nitrohydrins and β-nitroethers. Detailed mechanistic studies strongly suggest that a mesolytic N?N bond fragmentation liberates a nitryl radical. Using in situ photo-sensitized, electron paramagnetic resonance spectroscopy, we observed direct evidence of a nitryl radical in solution by nitrone spin-trapping. To further exhibit versatility of N-nitrosuccinimide under photoredox conditions, the late-stage diversification of an extensive number of C?H partners to prepare isoxazolines and isoxazoles is presented. This approach allows for the formation of an in situ nitrile oxide from a ketone partner, the presence of which is detected by the formation of the corresponding furoxan when conducted in the absence of a dipolarophile. This 1,3-dipolar cycloaddition with nitrile oxides and alkenes or alkynes proceeds in a single-operational step using a mild, regioselective, and general protocol with broad chemoselectivity.

Metal-free, room temperature, acid-K2S2O8 mediated method for the nitration of olefins: An easy approach for the synthesis of nitroolefins

Here, we have developed a simple, room temperature method for the nitration of olefins by using inexpensive sodium nitrite as a source of nitro groups in the presence of trifluoroacetic acid (TFA) and potassium persulfate (K2S2O8) under an open atmosphere. Styrenes and mono-substituted olefins give stereo-selective corresponding E-nitroolefins under optimized conditions, however, 1,1-bisubstituted olefins give a mixture of E- and Z-nitroolefins. The optimized conditions work well with electron-donating, electron-withdrawing, un-substituted and heterocyclic styrenes and mono-substituted olefins and give corresponding nitroolefins with good to excellent yields.

Method for catalytically synthesizing (E)-beta-nitrostyrene derivatives based on tetraarylporphyrin iron

The invention discloses a method for catalytically synthesizing (E)-beta-nitrostyrene derivatives based on tetraarylporphyrin iron. According to the method, styrene derivatives are subjected to one-pot reaction in a system containing tetraarylporphyrin iron (III), ammonium iodide and tert-butyl hydroperoxide to generate the (E)-beta-nitrostyrene derivatives. The method is capable of synthesizing beta-nitrostyrene derivatives with high E stereoselectivity with high yield under the mild reaction condition.

In order to iodide is one pot synthesis nitryl source α, β - unsaturated nitro olefin derivatives (by machine translation)

The present invention discloses a one-pot synthesis nitryl source iodide is α, β - unsaturated nitro olefin derivatives, vinyl compounds containing four aryl ferrous (III), iodide and tertiary-butyl hydrogen peroxide in acetonitrile solution system a pot of reaction, generating α, β - unsaturated nitro olefin derivatives; the method to achieve the under mild reaction conditions, high yield with high stereo selectivity of the E synthesis of α, β - unsaturated nitro olefin. (by machine translation)

Α, β - unsaturated nitro olefin derivative synthesis method (by machine translation)

The invention discloses a α, β - unsaturated nitro olefin derivative synthesis method, vinyl compounds containing four aryl ferrous (III), ammonium halide and tertiary-butyl hydrogen peroxide in the system of the one-pot reaction, generating α, β - unsaturated nitro olefin derivatives; the method to achieve the under mild reaction conditions, high yield with high stereo selectivity of the E synthesis of α, β - unsaturated nitro olefin. (by machine translation)

High-selectivity (E)-beta-nitrostyrene derivative one-pot synthesizing method

The invention discloses a high-selectivity (E)-beta-nitrostyrene derivative one-pot synthesizing method. In air or sealed environment, styrene derivative generates one-pot reaction in a system containing tetra-acryl ferroporphyrin (III), ammonium iodide and tert-butyl hydroperoxide to generate (E)-beta-nitrostyrene derivative. The method achieves the purpose of synthesizing the beta-nitrostyrene derivative with high E three-dimensional selectivity in high yield under moderate reaction conditions.