3156-72-7

Basic information

• Product Name: 1-Nitropent-1-ene
• Synonyms: 1-Nitropent-1-ene
• CAS NO: 3156-72-7
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.13046
• Mol File: 3156-72-7.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Nitropent-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Nitropent-1-ene(3156-72-7)
• EPA Substance Registry System: 1-Nitropent-1-ene(3156-72-7)

Safety Data

• Hazardous Substances Data: 3156-72-7(Hazardous Substances Data)

Usage

Type of Compound

Nitroalkene derivative

Key Functional Groups

Nitro group (-NO2) and carbon-carbon double bond

Usage

Intermediate in organic synthesis, production of pharmaceuticals and agrochemicals, manufacturing of explosives, and as a reagent in various chemical reactions

Physical State

Colorless liquid

Odor

Fruity

Hazardous Nature

Highly flammable, can cause irritation to the respiratory system and skin upon exposure

Upstream product

• 109-67-1 1-penten 
• 75-52-5 nitromethane 
• 123-72-8 butyraldehyde 
• 2224-37-5 1-nitropentan-2-ol 
• 60-29-7 diethyl ether 
• 3428-90-8 2-acetoxy-1-nitro-pentane 

Downstream Products

• 628-05-7 1-nitropentane 
• 2224-37-5 1-nitropentan-2-ol 
• 128589-35-5 [2-(3-Oxo-cyclohex-1-enyl)-pentyl]-phosphonic acid dimethyl ester 
• 128589-36-6 (3-Nitromethyl-2-propyl-hexyl)-phosphonic acid diethyl ester 
• 134817-28-0 3-(1-propyl-2-nitroethyl)-2-cyclohexen-1-one 
• 123464-44-8 2-benzyl-1-nitropentane 
• 1295509-58-8 (R)-4-(1-nitropentan-2-yl)-1,7-diphenylhepta-1,6-diene-3,5-dione 
• 1268464-31-8 (3R)-3-nitromethyl-1-phenyl-2-(phenylsulfonyl)hexan-1-one 

Relevant articles and documents

Enantiocomplementary Michael Additions of Acetaldehyde to Aliphatic Nitroalkenes Catalyzed by Proline-Based Carboligases

The blockbuster drug Pregabalin is widely prescribed for the treatment of painful diabetic neuropathy. Given the continuous epidemic growth of diabetes, the development of sustainable synthesis routes for Pregabalin and structurally related pharmaceutically active γ-aminobutyric acid (GABA) derivatives is of high interest. Enantioenriched γ-nitroaldehydes are versatile synthons for the production of GABA derivatives, which can be prepared through a Michael-type addition of acetaldehyde to α,β-unsaturated nitroalkenes. Here we report that tailored variants of the promiscuous enzyme 4-oxalocrotonate tautomerase (4-OT) can accept diverse aliphatic α,β-unsaturated nitroalkenes as substrates for acetaldehyde addition. Highly enantioenriched aliphatic (R)- and (S)-γ-nitroaldehydes were obtained in good yields using two enantiocomplementary 4-OT variants. Our results underscore the synthetic potential of 4-OT for the preparation of structurally diverse synthons for bioactive analogues of Pregabalin.

A Nickel-Bisdiamine Porous Organic Polymer as Heterogeneous Chiral Catalyst for Asymmetric Michael Addition to Aliphatic Nitroalkenes

We report a polystyrene-incorporated chiral nickel(II)-bisdiamine complex, which is accessible on gram-scale. This metal complex functions as a heterogeneous catalyst for the enantioselective Michael addition between malonates and aliphatic nitroalkenes,

CuI-Catalysed Enantioselective Alkyl 1,4-Additions to (E)-Nitroalkenes and Cyclic Enones with Phosphino-Oxazoline Ligands

Catalytic enantioselective conjugate additions of simple alkyl groups to nitroalkenes or cyclic enones that result in the formation of tertiary C–C bonds are described. For these stereoselective addition reactions, new chiral phosphino-oxazoline ligands w