147102-54-3

Basic information

• Product Name: 1-(2-METHYLPHENYL)-2-NITROPROPENE
• Synonyms: 1-Methyl-2-[(1E)-2-nitro-1-propen-1-yl]benzene; benzene, 1-methyl-2-[(1E)-2-nitro-1-propen-1-yl]-
• CAS NO: 147102-54-3
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.2
• Mol File: 147102-54-3.mol

Chemical Properties

• Boiling Point: 276.5°C at 760 mmHg
• Flash Point: 119.2°C
• Appearance: /
• Density: 1.112g/cm³
• Vapor Pressure: 0.00807mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 1-(2-METHYLPHENYL)-2-NITROPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-METHYLPHENYL)-2-NITROPROPENE(147102-54-3)
• EPA Substance Registry System: 1-(2-METHYLPHENYL)-2-NITROPROPENE(147102-54-3)

Safety Data

• Hazardous Substances Data: 147102-54-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H11NO2/c1-8-5-3-4-6-10(8)7-9(2)11(12)13/h3-7H,1-2H3/b9-7+

Upstream product

• 79-24-3 Nitroethane 
• 89-95-2 2-methyl-benzyl alcohol 
• 529-20-4 2-methylphenyl aldehyde 

Downstream Products

• 1071046-86-0 (E)-N-(1-O-tolylprop-1-en-2-yl)acetamide 
• 1395463-24-7 (R)-N-(1-(o-tolyl)propan-2-yl)acetamide 
• 34365-88-3 1-(2'-methylphenyl)-2-nitropropane 
• 51052-00-7 1-(2-methylphenyl)acetone 

Relevant articles and documents

Design of phosphorus ligands with deep chiral pockets: Practical Synthesis of chiral β-arylamines by asymmetric hydrogenation

WingPhos, a C2-symmetric bisphosphorus ligand with a deep and well-defined chiral pocket was developed. It has shown high efficiency in the rhodium-catalyzed asymmetric hydrogenation of (E)-β-aryl-N-acetyl enamides, cyclic β-aryl enamides, and heterocyclic β-aryl enamides. A series of chiral β-arylisopropylamines, 2-aminotetralines, and 3-aminochromans can be synthesized with excellent ee values (nbd=3,5-norbornadiene; TON=turnover number). Copyright

Alkenes from alcohols by tandem hydrogen transfer and condensation

A ruthenium-catalysed oxidation of alcohols by hydrogen transfer has been coupled with organocatalysed condensations using pyrrolidine or piperidine, to give α,β-unsaturated esters and nitroalkenes. Reactions proceed with high (E)-selectivity and provide an efficient and straightforward route to α,β-unsaturated compounds.

Asymmetric reduction of nitroalkenes with baker's yeast

Various α,β-disubstituted and trisubstituted nitroalkenes were chemoselectively reduced with baker's yeast to the corresponding nitroalkanes. Stereoselectivities of the reduction of α,β-disubstituted nitroalkenes were modest to low, and e.e.s up to 52% were obtained. Trisubstituted nitroalkenes could be reduced to the corresponding nitroalkanes with excellent enantioselectivities, moderate diastereoselectivities and in good yield.

Mass spectrometric investigations on phenylacetic acid derivatives, IV: Loss of ortho-substituents from ionized phenyl-2-propanones upon electron impact

In the gas phase, the phenyl-2-propanone molecules 2a-4a lose upon electron impact chloro-, bromo-, and iodo-radicals specifically at the orthopOsition of the phenyl group giving rise to strong (M-Hal.)+-ions (70/12 eV; 1st and 2nd FFR) of identical structure as confirmed by their MIKE-CAD-spectra. The daughter ions at m/z 133 from o-chlorophenyl-2-propanone (2a) and 2,2-dimethyl-2,3-dihydro[b]furane (11) are structurally similar but not identical (similarity index 99.8). The collisionally activated (2nd FFR) (M-Br.)+-ions from o-bromophenyl-2-propanone (3a) and 1-bromo-1-phenyl-2-propanone (12) produce virtually congruent spectra. The most impOrtant subsequent fragmentation of the (M-Hal-)+-ions from 2a-4a is the loss of CO which incorporates the C-atom of the carbonyl group exclusively (13C labelling). Mechanistic aspects of the fragmentation sequences are discussed (Figs. 5 and 8).