22020-87-7

Basic information

• Product Name: 5-Nitro-2-pentanone
• Synonyms: 2-Pentanone, 5-nitro- (6CI,7CI,8CI,9CI);5-NITRO-2-PENTANONE
• CAS NO: 22020-87-7
• Molecular Formula: C₅H₉NO₃
• Molecular Weight: 131.13
• Product Categories: ACETYLGROUP
• Mol File: 22020-87-7.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 231.7 °C at 760 mmHg
• Flash Point: 105.4 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 0.0614mmHg at 25°C
• Refractive Index: 1.43
• CAS DataBase Reference: 5-Nitro-2-pentanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Nitro-2-pentanone(22020-87-7)
• EPA Substance Registry System: 5-Nitro-2-pentanone(22020-87-7)

Safety Data

• Hazardous Substances Data: 22020-87-7(Hazardous Substances Data)

Usage

General Description

5-Nitro-2-pentanone, also known as nitroacetone, is a chemical compound with the molecular formula C5H9NO3. It is a pale yellow liquid with a slightly fruity odor. 5-Nitro-2-pentanone is primarily used as an intermediate in the synthesis of pharmaceuticals and organic compounds. It is also used as a chemical reagent in organic reactions, such as in the synthesis of various nitrogen-containing compounds. The nitro group in 5-Nitro-2-pentanone makes it a versatile building block for the synthesis of various organic compounds, and it is important in the pharmaceutical and chemical industries. However, it is important to handle this compound with care as it is toxic and can cause irritation to the eyes, skin, and respiratory system.

InChI:InChI=1/C5H9NO3/c1-5(7)3-2-4-6(8)9/h2-4H2,1H3

Upstream product

• 75-52-5 nitromethane 
• 590-90-9 1-Hydroxy-3-butanone 
• 124-41-4 sodium methylate 
• 2543-57-9 1-Dimethylamino-3-butanon 
• 35223-55-3 2-methyl-1,5-dinitro-pentan-2-ol 
• 78-94-4 methyl vinyl ketone 
• 25854-38-0 sodium nitromethane 
• 122876-03-3 5-nitro-5-(phenylsulfonyl)pentan-2-one 
• 83-34-1 3-Methylindole 
• 251955-05-2 [2-chloro-1-(methoxymethyl)-1H-indol-3-yl]-1H-indol-2-yl methanone 
• 35223-51-9 2-methyl-1-nitro-2-nitrooxy-pentane 
• 614-21-1 2-nitroacetophenone 
• 23542-51-0 5-nitropent-1-ene 
• 517-23-7 3-acetyl-2-oxo-4,5-dihydrofuran 

Downstream Products

• 141346-00-1 6-(3-Oxobutyl)-1-phenyl-4-oxa-5-azaspiro<2.4>hept-5-ene 
• 141346-02-3 4-(1-Phenyl-5-oxa-6-aza-spiro[2.4]hept-6-en-7-yl)-butan-2-one 
• 626-96-0 4-oxopentanal 
• 20249-16-5 3-oxo-cyclobutanecarbonitrile 

Relevant articles and documents

TRANSFORMATION OF 4-NITROALKANE-1,7-DIONES INTO PYRROLIZIDINES

Depending on the conditions the reduction of 5-nitropentadecane-2,8-dione (4) gave as main products the two isomeric pyrrolizidines 1a (xenovenine, NaBH3CN/NH4OAc; as 15N-1a with NaBH3CN/15NH4OAc) and 1b (H2-Pd/C), respectively)

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SYNTHESIS OF (+/-)-PYRENOPHORIN UTILIZING 1,3-DIPOLAR CYCLOADDITION OF SILYL NITRONATE FOR THE CONSTRUCTION OF 16-MEMBERED RING

1-Methyl-4-nitrobutyl acrylate underwent 1,3-dipolar cycloaddition via its silyl nitronate to give isoxazoline derivative of 16-membered dilactone after acid treatment, from which (+/-)-pyrenophorin was synthesized.

A Modular and Diastereoselective 5 + 1 Cyclization Approach to N-(Hetero)Aryl Piperidines

A new general de novo synthesis of pharmaceutically important N-(hetero)aryl piperidines is reported. This protocol uses a robustly diastereoselective reductive amination/aza-Michael reaction sequence to achieve rapid construction of complex polysubstituted ring systems starting from widely available heterocyclic amine nucleophiles and carbonyl electrophiles. Notably, the diastereoselectivity of this process is enhanced by the presence of water, and DFT calculations support a stereochemical model involving a facially selective protonation of a water-coordinated enol intermediate.

Synergistic Noncovalent Catalysis Facilitates Base-Free Michael Addition

Carbon-carbon bond-forming processes that involve the deprotonation of a weakly acidic C-H pro-nucleophile using a strong Br?nsted base are central to synthetic methodology. Enzymes also catalyze C-C bond formation from weakly C-H acidic substrates; howev

ALDEHYDE-SELECTIVE WACKER-TYPE OXIDATION OF UNBIASED ALKENES

This disclosure is directed to methods of preparing organic aldehydes, each method comprising contacting a terminal olefin with an oxidizing mixture comprising: (a) a dichloro-palladium complex; (b) a copper complex; (c) a source of nitrite; under aerobic reaction conditions sufficient to convert at least a portion of the terminal olefin to an aldehyde.