80922-14-1

Basic information

• Product Name: Benzene, (4-nitro-3-butenyl)-
• CAS NO: 80922-14-1
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Mol File: 80922-14-1.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Benzene, (4-nitro-3-butenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (4-nitro-3-butenyl)-(80922-14-1)
• EPA Substance Registry System: Benzene, (4-nitro-3-butenyl)-(80922-14-1)

Safety Data

• Hazardous Substances Data: 80922-14-1(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 75-52-5 nitromethane 
• 141377-53-9 1-nitro-4-phenylbutan-2-ol 
• 124-63-0 methanesulfonyl chloride 
• 768-56-9 4-Phenylbut-1-ene 

Downstream Products

• 1192053-11-4 (2R,3S)-2-ethyl-3-(nitromethyl)-5-phenylpentanal 
• 1242106-27-9 (R)-2-(nitromethyl)-4-phenylbutanenitrile 
• 1262022-95-6 ethyl 2-hydroxy-3-nitro-6-phenylhex-3(E)-enoate 
• 1186523-52-3 (S)-2-[(S)-1-nitro-4-phenylbutan-2-yl]cyclohexan-1-one 
• 1370356-47-0 (3R,4S)-benzyl 3-ethyl-4-(nitromethyl)-2-oxo-6-phenylhexanoate 
• 1451195-26-8 (R)-5-methyl-4-(1-nitromethyl-3-phenyl-propyl)-2-phenyl-2H-pyrazol-3-ol 
• 56229-85-7 N,N-diethyl-4-phenylbutanamide 
• 78579-86-9 1-nitro-4-phenylbutane 

Relevant articles and documents

Squaramide-Linked Chloramphenicol Base Hybrid Catalysts for the Asymmetric Michael Addition of 2,3-Dihydrobenzofuran-2-carboxylates to Nitroolefins

An array of hybrid catalysts incorporating a chloramphenicol base moiety linked to another chiral scaffold through a squaramide linker were developed and successfully used in the Michael addition of 2,3-dihydrobenzofuran-2-carboxylates to nitroolefins. Control experiments suggested that the hybrid catalysts were more reactive than nonhybridized bifunctional catalysts, and matching of the chirality between the two scaffolds was crucial for high reactivity and stereoselectivity. These hybrid organocatalysts could be used with a variety of substrates. At a 0.5 mol-% catalyst loading, a range of 2,3-dihydrobenzofuran-2-carboxylates derivatives bearing quaternary and tertiary stereogenic centers were obtained in high yields (up to 98 %) with excellent enantioselectivities (up to 99 % ee) and moderate diastereoselectivities (up to 8:92 dr).

Direct aziridination of nitroalkenes affording N-alkyl-C-nitroaziridines and the subsequent Lewis acid mediated isomerization to β-nitroenamines

A mild and highly diastereoselective one-pot synthesis of trans-N-alkyl-C-nitroaziridines was achieved by treatment of nitroalkenes with aliphatic amines and N-chlorosuccinimide. Treatment of the obtained aziridines with a Lewis acid resulted in a facile ring opening reaction, accompanied by rearrangement and isomerization into functionalized (Z)-β-nitroenamines.

Asymmetric Hydroazidation of Nitroalkenes Promoted by a Secondary Amine-Thiourea Catalyst

Chiral β-nitro azides are obtained by asymmetric addition of azides to nitroalkenes, with an enantioselectivity of up to 82% ee. The reaction, promoted by an easily accessible secondary amine-thiourea catalyst, is performed with azidotrimethylsilane in th