99595-87-6

Basic information

• Product Name: Benzene, 1-nitro-3-(2-nitroethyl)-
• CAS NO: 99595-87-6
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Mol File: 99595-87-6.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-nitro-3-(2-nitroethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-nitro-3-(2-nitroethyl)-(99595-87-6)
• EPA Substance Registry System: Benzene, 1-nitro-3-(2-nitroethyl)-(99595-87-6)

Safety Data

• Hazardous Substances Data: 99595-87-6(Hazardous Substances Data)

Upstream product

• 882-26-8 3-nitro-β-nitrostyrene 
• 882-26-8 (E)-1-nitro-3-(2-nitrovinyl)benzene 
• 854180-09-9 2-nitro-1-(3-nitrophenyl)ethyl acetate 
• 99-61-6 3-nitro-benzaldehyde 

Downstream Products

• 140378-01-4 1-(1-carbomethoxy-1,2,3,4-tetrahydro-2-naphthyl)-2-(3-nitrophenyl)-1-nitroethane 
• 1261267-16-6 2-nitro-3-(3-nitrophenyl)propan-1-ol 

Relevant articles and documents

Catalyst-free chemoselective reduction of the carbon-carbon double bond in conjugated alkenes with Hantzsch esters in water

A simple, efficient and green protocol for chemoselective reduction of carbon-carbon double bond in conjugated alkenes with Hantzsch esters is described. Without any additional catalysts, a series of conjugated alkenes with strong electron-withdrawing groups were reduced in water with excellent yield. Functional groups such as nitrile, ester, nitro, fluoro, chloro, bromo, furanyl and benzyl are all tolerated by the reaction conditions employed. The Royal Society of Chemistry.

The highly chemoselective transfer hydrogenation of the carbon-carbon double bond of conjugated nitroalkenes by a rhodium complex

Chemoselective transfer hydrogenation of conjugated nitroalkenes catalyzed by [RhCl2Cp·]2-diamine complex (Cp ·=η5-C5Me5) using HCOOH/Et3N (5:2) (TEAF) as a hydrogen source was realized. A variety of nitrostyrenes, β-methyl nitrostyrenes, and 3-methyl-4-nitro-5-alkenyl- isoxazoles were reduced smoothly in good to excellent yields in short reaction time. Other functional groups are inert under the reaction conditions.

A recyclable organocascade reaction system: Stereoselective precipitation of optically active cis-δ-lactols with quaternary stereocenters during the Michael-hemiacetalization reaction

A cascade Michael-hemiacetalization reaction between β-substituted β-nitroethanols and α,β-unsaturated aldehydes is described, which provides a convenient and efficient synthesis for cis-δ-lactols with quaternary stereocenters in moderate yields with excellent enantioselectivity. Based on the selective precipitation of cis-δ-lactols, which were isolated by filtration, the catalytic system in the filtrate can be reused directly and recycled for eight times without any obvious deterioration in enantioselectivity. Copyright

Zeolite (H-ZSM 5)-catalysed reduction of conjugated nitroalkenes with sodium cyanoborohydride

Conjugated nitroalkenes are readily reduced to the corresponding nitroalkanes with sodium cyanoborohydride in the presence of the zeolite H-ZSM 5 in methanol.

Metal-directed Synthesis of Aminobenzyl Polyaza Macrocycles: Candidates for Attachment to Polymers and Biomolecules

Copper(II)-directed condensation between 4,7-diazadecane-1,10-diamine, formaldehyde and 1-nitro-3-(2-nitroethyl)benzene yielded the macrocyclic copper(II) ion.Reduction (Zn,HCl) gave the pendant-arm macrocycle 10-(3-aminobenzyl)-1,4,8,12-tetraazacyclopentadec-10-ylamine as the hydrochloride salt.Condensation reactions with 1-nitro-4-(2-nitroethyl)benzene and 2-phenylnitroethane were also successful.The capacity of the aminobenzyl C-pendant introduced by this facile chemistry for covalent attachment has been examined by attachment of 10-(3-aminobenzyl)-1,4,8,12-tetraazacyclopentadec-10-ylamine to the acidic cation-exchange resin CM Bio-Gel A and to horse heart cytochrome c, employing a water-soluble carbodiimide coupling agent at pH 5 to promote amide formation.The attachment was probed by copper(II) complexation to the bound macrocycle and subsequent spectroscopic or voltammetric analysis.

REDUCTION OF AROMATIC NITROALKENES WITH BAKER'S YEAST

Aromatic nitroalkenes were reduced chemoselectively with baker's yeast to give the corresponding nitroalkanes.

Biogentic amine uptake inhibitors

Compounds of the formula: STR1 or a pharmaceutically acceptable salt thereof, wherein m is 0, 1 or 2 and n is 0 or 1; R1 is hydrogen or lower alkyl; R2 is C1 -C6 -alkyl substituted with a heterocyclic group or C7 -C16 -arylalkyl, wherein the aryl group is unsubstituted or substituted with from one to three non-hydrogen members independently selected from the group consisting of halogen, C1 -C6 -alkyl, halo-C1 -C6 -alkyl, C1 -C6 -alkoxy, hydroxy, amino and C1 -C6 -alkylamino; R3, R4, R5 and R6 are independently selected from the group consisting of hydrogen, C1 -C6 -alkoxy, C1 -C6 -alkyl, halogen, and halo-C1 -C6 -alkyl, or any two of R3, R4, R5 and R6 taken together form a methylenedioxy group; and R7 is hydrogen or C1 -C6 -alkyl. These compounds are useful as inhibitors of the neuronal uptake of biogenic amines and for the treatment of affective disorders, such as, for example, depression.

REDUCTION OF α,β-UNSATURATED NITROCOMPOUNDS WITH TRIBUTYLTIN HYDRIDE

Nitroalkenes upon treatment with tributyltin hydride in the absence of any catalyst provide a new method for the reduction of α,β-unsaturated nitrocompounds.Oxidative cleavage of the intermediate stannyl nitronates yielded carbonyl compounds in good yields.