7166-19-0

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 4664, 1951 DOI: 10.1021/ja01154a051

Air & Water Reactions

(2-bromo-2-nitrovinyl)benzene is sensitive to moisture and prolonged exposure to light. (2-bromo-2-nitrovinyl)benzene is rapidly hydrolyzed in water. . Insoluble in water.

Reactivity Profile

A halogenated and nitrated aliphatic hydrocarbon. The unsaturated aliphatic hydrocarbons are generally much more reactive than the alkanes, which are saturated aliphatic hydrocarbons. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen.

Fire Hazard

(2-bromo-2-nitrovinyl)benzene is combustible.

InChI:InChI=1/C8H6BrNO2/c9-8(10(11)12)6-7-4-2-1-3-5-7/h1-6H

Upstream product

• 563-70-2 bromonitromethane 
• 100-52-7 benzaldehyde 
• 103-64-0 bromostyrene 
• 3425-99-8 (1,2-dibromo-2-nitroethyl)benzene 
• 1077-18-5 N-benzylidenebutan-1-amine 
• 67-66-3 chloroform 
• 344319-06-8 N-(2-bromo-2-nitro-1-phenyl-ethyl)-p-toluidine 
• 7726-95-6 bromine 
• 7732-18-5 water 
• 102-96-5 (2-nitroethenyl)benzene 
• 18315-81-6 (Z)-2-bromo-2-nitro-1-phenylethene 

Downstream Products

• 51460-38-9 3-nitro-4-phenyl-1H-pyrazole 
• 114382-19-3 3-bromo-4-phenyl-1⁽²⁾H-pyrazole 
• 344319-06-8 N-(2-bromo-2-nitro-1-phenyl-ethyl)-p-toluidine 
• 67177-79-1 phenylnitroacetylene 
• 6607-46-1 (1,2-dibromovinyl)benzene 
• 65-85-0 benzoic acid 
• 93313-16-7 2-Aethoxycarbonyl-2-<1-phenyl-2-brom-2-nitro-aethyl>-cyclopentan-1-on 
• 14645-81-9 1-Brom-1,3-dinitro-2-phenyl-pentan 
• 52617-50-2 5-nitro-2-oxy-4-phenyl-4,5-dihydro-isoxazole-3-carbonitrile 
• 14645-80-8 1-Brom-1,3-dinitro-2-phenylbutan 
• 14979-78-3 1-Brom-1,3-dinitro-2-phenyl-propan 
• 34132-09-7 1-Ethoxy-1-phenyl-2-nitro-2-bromoethan 
• 14680-86-5 1-Brom-1,3-dinitro-3-methyl-2-phenyl-butan 
• 14680-85-4 1-Brom-1,3,3-trinitro-2-phenylbutan 

Relevant academic research and scientific papers

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles

An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-spirooxindoles with 32-95% isolated yields and excellent stereocontrol under mild reaction conditions.

Cinnamic acid derivative and preparation method and application thereof

The invention provides a cinnamic acid derivative. The cinnamic acid derivative is of the structure as shown in the formula I. The invention also provides two methods for preparing the cinnamic acid derivative. The two methods depend on a single bond or double bonds in the structure shown in the formula I. The invention further provides a pesticide. The pesticide comprises the cinnamic acid derivative. In addition, the invention provides a sterilization method. The sterilization method includes the step of applying the cinnamic acid derivative or the pesticide to crops. The crops include rice,wheat, fruit trees and vegetables. The low-toxicity, low-residue-content and high-activity environment-friendly cinnamic acid derivative is developed, and the cinnamic acid derivative pesticide can replace traditional high-toxicity and high-residue-content pesticides.

A novel tandem sequence to pyrrole syntheses by 5-endo-dig cyclization of 1,3-enynes with amines

The synthesis of pentasubstituted pyrroles has been described using molecular iodine from 1,3-enynes and amines via a sequential tandem aza-Michael addition, iodocyclization, and oxidative aromatization. The protocol is simple and efficient to afford the target products at ambient conditions.

Synthesis and [3+2] cycloadditions of 3-bromo-5,6-dihydro-4 H -1,2-oxazine N -oxides

A number of 3-bromo-5,6-dihydro-4H-1,2-oxazine N-oxides have been synthesized and subjected to [3+2] cycloaddition with alkenes affording various types of products: 3-vinyloxazolines, isoxazoline N-oxides, and 3-functionalized 1,2-oxazine N-oxides. Georg Thieme Verlag Stuttgart - New York.

Aqueous isothiazolone formulation

An aqueous isothiazolone formulation useful for antiseptic or antifungal treatment of various synthetic polymeric emulsions, which comprises (a) a specific isothiazolone compound, (b) water or an aqueous solvent and (c) a specific nitrobromo or cyanobromo compound.

SYNTHESIS OF 2-HALOGENO-2-NITROETHENYLARENES

A series of 2-halogeno-2-nitroethenylarenes were obtained as a result of the condensation of halogenonitromethanes with aromatic (heterocyclic) aldehydes in the presence of catalytic amounts of ethylenediamine and also by the addition of halogenonitromethanes to butylarylimines in acetic anhydride.

Pathways in the Reactions of Nitronate Ions with Sulphonyl Halides

Primary and tertiary nitronate ions and sulphonyl bromides and iodides rapidly equilibrate with the nitrohalides and sulphinate ion.Products are determined by solvent and by the occurence of cross-equilibrum reactions, some of which have single-electron-transfer mechanism.The reaction of arene-sulphinate and thiolate ions with 1,2-dibromo-2-nitro-1-phenylethane gave E-β-nitrostyrene by Z-philic elimination in both cases, but the more basic thiolate ion also gave, by protophilic elimination, 2-bromo-2-nitro-1-phenylethene.