62968-73-4

Basic information

• Product Name: 1-(4-methylphenyl)-2-nitroethanone
• CAS NO: 62968-73-4
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.1727
• Mol File: 62968-73-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 320.6°C at 760 mmHg
• Flash Point: 156°C
• Density: 1.194g/cm³
• Vapor Pressure: 0.000315mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 1-(4-methylphenyl)-2-nitroethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylphenyl)-2-nitroethanone(62968-73-4)
• EPA Substance Registry System: 1-(4-methylphenyl)-2-nitroethanone(62968-73-4)

Safety Data

• Hazardous Substances Data: 62968-73-4(Hazardous Substances Data)

Usage

General Description

The chemical 1-(4-methylphenyl)-2-nitroethanone is a compound consisting of a nitro group attached to a ketone functional group, with a methyl group attached to a phenyl ring. It is often used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. This chemical may have various chemical and physical properties, including a yellow color and a characteristic odor. It is important to handle this chemical with care, as it may be hazardous if not handled properly.

Upstream product

• 99-94-5 p-Toluic acid 
• 104-85-8 para-methylbenzonitrile 
• 25854-38-0 sodium nitromethane 
• 89108-49-6 1-(1-azidovinyl)-4-methyl benzene 
• 766-97-2 4-n-methylphenylacetylene 
• 75-52-5 nitromethane 
• 104-87-0 4-methyl-benzaldehyde 
• 624-31-7 4-tolyl iodide 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 
• 28691-43-2 1-(4-methylphenyl)-2-nitroethanol 
• 59046-28-5 p-toluoyl-1H-1,2,3-benzotriazole 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 509-14-8 tetranitromethane 
• 101671-00-5 (E)-2-(4-methylphenyl)-1-nitroethene 

Downstream Products

• 1138418-88-8 dimethyl 1-(4-methyl)benzoylpyrrolo[2,1-a]isoquinoline-2,3-dicarboxylate 
• 37009-57-7 2-phenyl-5-p-tolyloxazole 
• 1233943-06-0 2-(hydroxyimino)-2-phenyl-1-p-tolylethanone 
• 120336-96-1 N-<(4-Methylphenyl)sulfonyl>-4-methylbenzenecarboxamide 
• 5524-56-1 ethyl 2-p-tolyl-2-oxoacetate 
• 1447465-48-6 (4-methylphenyl)[5-(4-methylphenyl)-1,2-oxazol-3-yl]methanone 
• 5463-88-7 2-(p-tolyl)quinolin-3-amine 
• 97642-98-3 (R)-1-(4'-methylphenyl)-2-aminoethanol 
• 149403-05-4 (S)-1-(4'-methylphenyl)-2-aminoethanol 
• 85199-48-0 1-(1,1-Bis-ethylsulfanyl-ethyl)-4-methyl-benzene 
• 5467-70-9 2-amino-4'-methylacetophenone hydrochloride 
• 101291-13-8 3-nitro-2-(p-tolyl)quinoline 
• 28691-43-2 1-(4-methylphenyl)-2-nitroethanol 
• 21443-49-2 3,4-bis(p-methylbenzoyl)-1,2,5-oxadiazole-N-oxide 

Relevant articles and documents

Efficient Synthesis of α-Ketothioamides From α-Nitroketones, Amines or DMF and Elemental Sulfur Under Oxidant-Free Conditions

We have developed a practical, general protocol for denitration of readily available α-nitroketones with sulfur and amines to access a broad range of α-ketothioamides under mild conditions. Such a reaction proceeds under metal-, oxidant-, and catalyst-free conditions to provide synthetically useful α-ketothioamides. Furthermore, the mild reaction conditions tolerate a wide range of substrates especially for the synthesis of aliphatic α-ketothioamides which are rarely reported.

Ketoreductase catalyzed stereoselective bioreduction of α-nitro ketones

We report here the stereoselective bioreduction of α-nitro ketones catalyzed by ketoreductases (KREDs) with publicly known sequences. YGL039w and RasADH/SyADH were able to reduce 23 class I substrates (1-aryl-2-nitro-1-ethanone (1)) and ten class II substrates (1-aryloxy-3-nitro-2-propanone (4)) to furnish both enantiomers of the corresponding β-nitro alcohols, with good-to-excellent conversions (up to >99%) and enantioselectivities (up to >99% ee) being achieved in most cases. To the best of our knowledge, KRED-mediated reduction of class II α-nitro ketones (1-aryloxy-3-nitro-2-propanone (4)) is unprecedented. Select β-nitro alcohols, including the synthetic intermediates of bioactive molecules (R)-tembamide, (S)-tembamide, (S)-moprolol, (S)-toliprolol and (S)-propanolol, were stereoselectively synthesized in preparative scale with 42% to 90% isolated yields, showcasing the practical potential of our developed system in organic synthesis. Finally, the advantage of using KREDs with known sequence was demonstrated by whole-cell catalysis, in which β-nitro alcohol (R)-2k, the key synthetic intermediate of hypoglycemic natural product (R)-tembamide, was produced in a space-time yield of 178 g L?1 d?1 as well as 95% ee by employing the whole cells of a recombinant E. coli strain coexpressing RasADH and glucose dehydrogenase as the biocatalyst.

Organocatalytic asymmetric Michael/hemiacetalization/acyl transfer reaction of α-nitroketones with o-hydroxycinnamaldehydes: Synthesis of 2,4-disubstituted chromans

An organocatalytic asymmetric cascade Michael/hemiketalization/acyl transfer reaction between o-hydroxycinnamaldehydes and α-nitroketones is developed. Prolinol TMS ether catalyst in combination with benzoic acid was found to be the most effective for this reaction which proceeds through an equilibrium of lactols to provide a single diastereomer of enantiopure 2,4-disubstituted chromans.