Dimethyl 2-(2-chloro-6-nitrophenyl)malonate

Base Information

• Chemical Name: Dimethyl 2-(2-chloro-6-nitrophenyl)malonate
• CAS No.: 147124-36-5
• Molecular Formula: C₁₁H₁₀ClNO₆
• Molecular Weight: 287.656
• Hs Code.: 2917399590
• DSSTox Substance ID: DTXSID20363200
• Wikidata: Q82146796
• Mol file: 147124-36-5.mol

Synonyms:dimethyl 2-(2-chloro-6-nitrophenyl)malonate;147124-36-5;dimethyl 2-(2-chloro-6-nitrophenyl)propanedioate;Dimethyl (2-Chloro-6-nitrophenyl)malonate;1,3-dimethyl 2-(2-chloro-6-nitrophenyl)propanedioate;SCHEMBL19210852;DTXSID20363200;XFA12436;MFCD03787565;AKOS005070714;dimethyl2-(2-chloro-6-nitrophenyl)malonate;CS-0324326;5W-0074

Chemical Property of Dimethyl 2-(2-chloro-6-nitrophenyl)malonate

Chemical Property:

• Melting Point: 132-134°
• Boiling Point: 379.6±37.0 °C(Predicted)
• PKA: 9.07±0.46(Predicted)
• Density: 1.415±0.06 g/cm3(Predicted)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 287.0196647
• Heavy Atom Count: 19
• Complexity: 353

Purity/Quality:

98%min ^*data from raw suppliers

Dimethyl (2-chloro-6-nitrophenyl)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(C1=C(C=CC=C1Cl)[N+](=O)[O-])C(=O)OC

Technology Process of Dimethyl 2-(2-chloro-6-nitrophenyl)malonate

There total 2 articles about Dimethyl 2-(2-chloro-6-nitrophenyl)malonate 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: 67.0%

1-chloro-2-fluoro-3-nitrobenzene (2106-49-2) + malonic acid dimethyl ester (108-59-8) → 1,3-dimethyl 2-(2-chloro-6-nitrophenyl)propanedioate (147124-36-5)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 25 ℃; for 0.5h;

1-chloro-2-fluoro-3-nitrobenzene; In tetrahydrofuran; mineral oil; at 125 ℃; for 6h;

Reference yield:

1,2-Dichloro-3-nitrobenzene (3209-22-1) + malonic acid dimethyl ester (108-59-8) → 1,3-dimethyl 2-(2-chloro-6-nitrophenyl)propanedioate (147124-36-5)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) DMSO, 100 deg C, 40 min, 2a) RT, 30 min, 2b) 100 deg C, 1 h;

DOI:10.1055/s-1993-25790

Reference yield: 93.0%

1,3-dimethyl 2-(2-chloro-6-nitrophenyl)propanedioate (147124-36-5) → methyl 2-(2-chloro-6-nitrophenyl)acetate (97522-09-3)

Guidance literature:

With lithium chloride; In water; dimethyl sulfoxide; at 100 ℃; for 3h;

DOI:10.1055/s-1993-25790

upstream raw materials:

1,2-Dichloro-3-nitrobenzene

malonic acid dimethyl ester

1-chloro-2-fluoro-3-nitrobenzene

Downstream raw materials:

methyl 2-(2-chloro-6-nitrophenyl)acetate

4-chloroindolin-2-one