6306-34-9

Basic information

• Product Name: 1-(2-METHOXYPHENYL)-2-NITROPROPENE
• Synonyms: (E)-1-Methoxy-2-(2-nitro－1－propenyl)benzene;1-Methoxy-2-[(1E)-2-nitroprop-1-en-1-yl]benzene;1-Methoxy-2-(2-nitro-1-propenyl)benzene;o-(2-Nitropropenyl)anisole;Benzene, 1-Methoxy-2-(2-nitro-1-propenyl)-;Methoxy-2-(2-nitroprop-1-enyl)benzene
• CAS NO: 6306-34-9
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• Mol File: 6306-34-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 52-53℃
• Boiling Point: 306.1°C at 760 mmHg
• Flash Point: 136.9°C
• Appearance: /
• Density: 1.156
• Vapor Pressure: 0.00142mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 1-(2-METHOXYPHENYL)-2-NITROPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-METHOXYPHENYL)-2-NITROPROPENE(6306-34-9)
• EPA Substance Registry System: 1-(2-METHOXYPHENYL)-2-NITROPROPENE(6306-34-9)

Safety Data

• Hazardous Substances Data: 6306-34-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 921, 1953 DOI: 10.1021/ja01100a043Organic Syntheses, Coll. Vol. 4, p. 573, 1963

InChI:InChI=1/C10H11NO3/c1-8(11(12)13)7-9-5-3-4-6-10(9)14-2/h3-7H,1-2H3

Upstream product

• 79-24-3 Nitroethane 
• 135-02-4 ortho-anisaldehyde 
• 509-14-8 tetranitromethane 
• 10577-44-3 2-(1-propenyl)anisole 
• 110-86-1 pyridine 
• 67-64-1 acetone 

Downstream Products

• 1570171-07-1 (Z)-1-(2-methoxyphenyl)propan-2-one oxime 
• 43021-97-2 (E)-1-(2-methoxyphenyl)propan-2-one oxime 
• 74132-07-3 2-(2-methoxyphenyl)-3-methylquinoxaline 
• 1442645-56-8 C₂₁H₂₁NO₃ 
• 1419606-18-0 2-(4-tert-butylphenyl)-5-(2-methoxyphenyl)-4-methylthiazole 
• 1306633-98-6 2-(4-chlorophenyl)-5-(2-methoxyphenyl)-4-methylthiazole 
• 1397266-40-8 (1S,2R)-1-(2-methoxyphenyl)-2-nitropropyl ethanethioate 
• 13100-05-5 1-(2-hydroxyphenyl)propan-2-one 

Relevant articles and documents

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

Primary kinetic hydrogen isotope effects in deprotonations of a nitroalkane by intramolecular phenolate groups

Rate constants and kinetic isotope effects have been determined for the formation of nitronate anions from the ethers 1-(2-methoxyphenyl)-2- nitropropane, 7(X=H, L=H and D) and 1-(2-methoxy-5-nitrophenyl)-2-nitropropane, 7(X=NO2, L=H and D), and from the corresponding phenols, 1-(2-hydroxyphenyl)-2-nitropropane, 3(X=H, L=H and D), and 1-(2-hydroxy-5- nitrophenyl)-2-nitropropane, 3(X=NO2, L=H and D), in aqueous basic medium. For the ethers 7, rates of deprotonation by hydroxide are comparable with those found for deprotonations of 2-nitropropane, with kH/k D (25 °C)=7.7 and 7.8, respectively. In both the cases, the isotope effects are conventionally temperature dependent. For the corresponding phenols 3, conditions have been established under which the deprotonations of the nitroalkane are dominated by intramolecular deprotonation by the kinetically first-formed phenolate anion, with an estimated effective molarity EM ～ 250. For 3 (X=H, L=H or D), kH/kD (25 °C)=7.8, with EaD - EaH =6.9 kJ mol-1 and AH/AD=0.5. For 3(X=NO2, L=H or D), rates of intramolecular deprotonation are reduced 30-fold, and an elevated kinetic isotope effect is found (kH/kD (25 °C)=10.7). Activation parameters (EaD - EaH =17.8 kJ mol-1 and AH/AD=0.008) are compatible with an enhanced tunnelling contribution to reactivity in the H-isotopomer. Copyright

A Simple Unusual One-Step Conversion of Aromatic Aldehydes into Nitriles

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