3120-04-5

Basic information

• Product Name: 1,2-DIMETHOXY-4-PROPENYLBENZENE
• Synonyms: 4-PROPENYLVERATROLE;3,4-DIMETHOXYPROPENYLBENZENE;4-(1-PROPENYL)-1,2-DIMETHOXYBENZENE;4-(1-PROPENYL)PYROCATECHOL DIMETHYL ETHER;2-METHYL-N-PHENYLMALEIMIDE;1,2-DIMETHOXY-4-((E)-PROPENYL)-BENZENE;1,2-DIMETHOXY-4-PROPENYLBENZENE;FEMA 2476
• CAS NO: 3120-04-5
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.2
• EINECS: 202-224-6
• Product Categories: Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
• Mol File: 3120-04-5.mol
• Article Data: 18

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 262-264 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.05 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000718mmHg at 25°C
• Refractive Index: n20/D 1.568(lit.)
• PKA: -0.76±0.40(Predicted)
• CAS DataBase Reference: 1,2-DIMETHOXY-4-PROPENYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHOXY-4-PROPENYLBENZENE(3120-04-5)
• EPA Substance Registry System: 1,2-DIMETHOXY-4-PROPENYLBENZENE(3120-04-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: CZ7000000
• Hazardous Substances Data: 3120-04-5(Hazardous Substances Data)

Usage

Uses

2-Methyl-N-phenylmaleimide is a useful intermediate for the synthesis of maleimides with antifungal activities.

InChI:InChI=1/C11H9NO2/c1-8-7-10(13)12(11(8)14)9-5-3-2-4-6-9/h2-7H,1H3

Upstream product

• 616-02-4 citraconic acid anhydride 
• 62-53-3 aniline 
• 39629-86-2 5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid 
• 80818-21-9 (Z)-2-methyl-4-oxo-4-(phenylamino)but-2-enoic acid 
• 7732-18-5 water 
• 4727-29-1 phthalanilic acid 
• 35595-88-1 1-(2-methyl-1-oxo-2-propenyl)pyrrolidine 
• 103-71-9 phenyl isocyanate 
• 93534-60-2 itaconic acid mono-anilide 
• 2170-03-8 itaconic acid anhydride 
• 80818-24-2 (Z)-(2-methyl-4-(4-nitrophenylamino)-4-oxo)but-2-enoic acid 
• 941-69-5 N-phenyl-maleimide 
• 80818-08-2 3-methyl-3-phenylcarbamoyl-acrylic acid 
• 6330-37-6 ethyl 3-cyano-3-hydroxybutanoate 

Downstream Products

• 67094-37-5 3-bromo-4-methyl-1-phenyl-pyrrole-2,5-dione 
• 62-53-3 aniline 
• 3641-53-0 (R)-(+)-N-phenyl-3-methylsuccinimide 
• 28750-63-2 N,N'-Ethylenebis-N'-phenylcitraconamid 
• 97-02-9 2,4-Dinitroanilin 
• 80818-21-9 2-methyl-N-phenyl-maleamic acid 
• 67094-36-4 3,4-dibromo-3-methyl-1-phenyl-pyrrolidine-2,5-dione 
• 59648-09-8 1-(4-chlorophenyl)-3-methyl-1H-pyrrole-2,5-dione 
• 81123-62-8 1-methyl-3-phenyl-spiro[3-aza-bicyclo[3.1.0]hexane-6,9'-fluorene]-2,4-dione 
• 81123-61-7 1-methyl-3,6,6-triphenyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione 

Relevant articles and documents

Small-Molecule Investigation of Diels-Alder Complexes for Thermoreversible Crosslinking in Polymeric Applications

Combinations of dienes and dienophiles were examined in order to elicit possible combinations for thermoreversible crosslinking units. Comparison of experimental results and quantum calculations indicated that reaction kinetics and activation energy were much better prediction factors than change in enthalpy for the prediction of successful cycloaddition. Further testing on diene-dienophile pairs that underwent successful cycloaddition determined the feasibility of thermoreversibility/retro-reaction of each of the Diels-Alder compounds. Heating and testing of the compounds in the presence of a trapping agent allowed for experimental determination of reverse kinetics and activation energy for the retro-reaction. The experimental values were in good agreement with quantum calculations. The combination of chemical calculations with experimental results provided a strong insight into the structure-property relationships and how quantum calculations can be used to examine the feasibility of the thermoreversibility of new Diels-Alder complexes in potential polymer systems or to fine-tune thermoreversible Diels-Alder systems already in use.

Synthesis of Tetrahydroisoindolinones via a Metal-Free Dehydrogenative Diels-Alder Reaction

A metal-free dehydrogenative Diels-Alder reaction of substituted alkenes for the synthesis of tetrahydroisoindolinones has been exploited for the first time. This new method features functional group tolerance and broad substrate scope, providing an efficient access to biologically active tetrahydroisoindolinone skeletons with endo steroselectivity in good to excellent yields. (Figure presented.).

Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives

The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.