3,4-Dimethoxy-beta-methyl-beta-nitrostyrene

Base Information

• Chemical Name: 3,4-Dimethoxy-beta-methyl-beta-nitrostyrene
• CAS No.: 37629-53-1
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.229
• European Community (EC) Number: 204-547-8
• NSC Number: 243016
• DSSTox Substance ID: DTXSID801225075
• Mol file: 37629-53-1.mol

Synonyms:122-47-4;3,4-dimethoxy-beta-methyl-beta-nitrostyrene;1,2-dimethoxy-4-(2-nitroprop-1-en-1-yl)benzene;1,2-dimethoxy-4-[(E)-2-nitroprop-1-enyl]benzene;1-(3,4-Dimethoxyphenyl)-2-nitropropene;EINECS 204-547-8;1,2-dimethoxy-4-[(1E)-2-nitroprop-1-en-1-yl]benzene;3,4-Dimethoxy-b-methyl-b-nitrostyrene;1,2-Dimethoxy-4-(2-nitropropenyl)benzene;Benzene, 1,2-dimethoxy-4-(2-nitro-1-propenyl)-;Benzene, 1,2-dimethoxy-4-(2-nitropropenyl)-;1,2-dimethoxy-4-(2-nitro-propenyl)-benzene;SCHEMBL1245811;DTXSID801225075;MFCD00024815;NSC 12113;NSC 54548;NSC243016;AKOS000609075;NSC 105317;NSC 243016;NSC-243016;1,2-dimethoxy-4-(2-nitro-1-propenyl)-benzene;A804901;SR-01000324039;SR-01000324039-1;1,2-Dimethoxy-4-((E)-2-nitro-prop-1-enyl)-benzene;1,2-Dimethoxy-4-[(1E)-2-nitro-1-propen-1-yl]benzene;1,2-Dimethoxy-4-[(1Z)-2-nitro-1-propenyl]benzene #;benzene, 1,2-dimethoxy-4-[(1E)-2-nitro-1-propenyl]-;37629-53-1

Chemical Property of 3,4-Dimethoxy-beta-methyl-beta-nitrostyrene

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC1=CC(=C(C=C1)OC)OC)[N+](=O)[O-]
• Isomeric SMILES: C/C(=C\C1=CC(=C(C=C1)OC)OC)/[N+](=O)[O-]

Technology Process of 3,4-Dimethoxy-beta-methyl-beta-nitrostyrene

There total 3 articles about 3,4-Dimethoxy-beta-methyl-beta-nitrostyrene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Nitroethane (79-24-3) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 3,4-dimethoxy-β-methyl-β-nitrostyrene (122-47-4,37629-53-1)

Guidance literature:

With ammonium acetate; In acetic acid; Heating;

Reference yield:

optically inactive 3.4-dimethoxy-1-(2-nitro-1-hydroxy-propyl)-benzene (39220-87-6) → (E)-1,2-dimethoxy-4-(2-nitroprop-1-enyl)benzene (37629-53-1)

Guidance literature:

With 1H-imidazole; iodine; In dichloromethane;

DOI:10.1016/j.tetlet.2013.07.146

Reference yield:

1-acetoxy-1-(3,4-dimethoxy-phenyl)-2-nitro-propane (854869-30-0) → (E)-1,2-dimethoxy-4-(2-nitroprop-1-enyl)benzene (37629-53-1)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

1-acetoxy-1-(3,4-dimethoxy-phenyl)-2-nitro-propane

optically inactive 3.4-dimethoxy-1-(2-nitro-1-hydroxy-propyl)-benzene

Nitroethane

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

3,4-dimethoxyphenylacetone

2-(3,4-dimethoxyphenyl)-1-methylethylamine

2-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-3-phenyl-oxaziridine

1-(3,4-dimethoxyphenyl)-N-methylpropan-2-amine

Refernces

• 1、 Kelkar, Shriniwas L.,Phadke, Chetan P.,Marina, Sister. "A Convenient & Short Route for the Synthesis of Ayapin & Scoparone". . p. 458 - 459. Retrieved 2007/10/02.