Isopropyl 2-(3-nitrobenzylidene)acetoacetate

Base Information

• Chemical Name: Isopropyl 2-(3-nitrobenzylidene)acetoacetate
• CAS No.: 39562-25-9
• Molecular Formula: C14H15NO5
• Molecular Weight: 277.277
• Hs Code.: 2918300090
• European Community (EC) Number: 609-720-5
• DSSTox Substance ID: DTXSID001196789
• Mol file: 39562-25-9.mol

Synonyms:Isopropyl 2-(m-nitrobenzylidene)acetoacetate;

Chemical Property of Isopropyl 2-(3-nitrobenzylidene)acetoacetate

Chemical Property:

• Vapor Pressure: 9.11E-07mmHg at 25°C
• Melting Point: 94 °C
• Refractive Index: 1.564
• Boiling Point: 404.9 °C at 760 mmHg
• Flash Point: 167.3 °C
• PSA: 89.19000
• Density: 1.229 g/cm³
• LogP: 3.04200
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 277.09502258
• Heavy Atom Count: 20
• Complexity: 422

Purity/Quality:

99% ^*data from raw suppliers

Isopropyl2-(3-nitrobenzylidene)acetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C(=CC1=CC(=CC=C1)[N+](=O)[O-])C(=O)C
• Use Description: Isopropyl 2-(3-nitrobenzylidene)acetoacetate is a chemical compound with diverse applications across different fields. In the field of organic chemistry and chemical synthesis, it serves as a valuable intermediate for the preparation of various organic molecules, potentially contributing to the development of pharmaceuticals, agrochemicals, and specialty chemicals due to its versatile structure. In the realm of materials science and photophysics, this compound may be employed in the synthesis of photochromic materials, which change color when exposed to light, with applications in eyewear, optical devices, and sensors. Additionally, in the field of analytical chemistry, it can be used as a reagent for the detection and quantification of specific compounds, supporting chemical analysis and research. Its adaptability as an intermediate, a materials precursor, and an analytical reagent underscores its significance in advancing pharmaceuticals, materials science, and chemical research in various fields.

Technology Process of Isopropyl 2-(3-nitrobenzylidene)acetoacetate

There total 1 articles about Isopropyl 2-(3-nitrobenzylidene)acetoacetate 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: 93.1%

isopropyl acetoacetate (542-08-5) + 3-nitro-benzaldehyde (99-61-6) → 3-oxo-2-(3-nitrophenylmethylene)butanoic acid isopropyl ester (39562-25-9)

Guidance literature:

With thionyl chloride; In isopropyl alcohol; at 20 - 25 ℃; for 10h; Temperature; Solvent; Catalytic behavior;

Reference yield: 93.1%

3-oxo-2-(3-nitrophenylmethylene)butanoic acid isopropyl ester (39562-25-9) + 6-nitroxyhexyl amidinoacetate acetic acid salt → 2-Amino-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-isopropyl ester 3-(6-nitrooxy-hexyl) ester

Guidance literature:

With sodium methylate; In isopropyl alcohol; Heating;

DOI:10.1248/cpb.43.788

Reference yield: 90.01%

3-oxo-2-(3-nitrophenylmethylene)butanoic acid isopropyl ester (39562-25-9) + 1-benzhydrylazetidin-3-yl 3-amino-3-iminopropanoate acetate (170749-59-4) → azelnidipine (123524-52-7,116573-93-4)

Guidance literature:

With sodium amide; In toluene; for 4h; Reflux;

upstream raw materials:

isopropyl acetoacetate

3-nitro-benzaldehyde

Downstream raw materials:

3,5-diisopropyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

6-Methyl-4-(3-nitro-phenyl)-2-phenyl-1,4-dihydro-pyrimidine-5-carboxylic acid isopropyl ester

3-ethyl 5-isopropyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

isopropyl neopentyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate