Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate

Base Information

• Chemical Name: Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate
• CAS No.: 124090-10-4
• Molecular Formula: C12H13 N O6
• Molecular Weight: 267.238
• European Community (EC) Number: 631-367-0
• DSSTox Substance ID: DTXSID30400039
• Nikkaji Number: J2.166.596G
• Mol file: 124090-10-4.mol

Synonyms:124090-10-4;Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate;dimethyl(4-nitrobenzyl)malonate;DIMETHYL (4-NITROBENZYL)MALONATE 97;dimethyl (4-nitrobenzyl)propanedioate;SCHEMBL2234342;DTXSID30400039;HCFICDDPFRMXNM-UHFFFAOYSA-N;AKOS015889560;DIMETHYL (4-NITROBENZYL)MALONATE;FT-0747220;2-(4-Nitrobenzyl)malonic acid dimethyl ester;2-carbomethoxy-3-(4-nitrophenyl)propanoic acid methyl ester

Chemical Property of Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate

Chemical Property:

• Melting Point: 84-85 °C(lit.)
• PSA: 98.42000
• LogP: 1.62270
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 267.07428713
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate

There total 6 articles about Dimethyl 2-[(4-nitrophenyl)methyl]propanedioate 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: 95.0%

dimethyl (4-nitrobenzylidene)malonate (38323-22-7) → dimethyl (4-nitrobenzyl)propanedioate (124090-10-4)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 20 ℃;

DOI:10.1039/b916715c

Reference yield: 68.0%

1-bromomethyl-4-nitro-benzene (100-11-8) + malonic acid dimethyl ester (108-59-8) → dimethyl (4-nitrobenzyl)propanedioate (124090-10-4)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1h;

1-bromomethyl-4-nitro-benzene; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2.5h;

Reference yield:

malonic acid dimethyl ester (108-59-8) → dimethyl (4-nitrobenzyl)propanedioate (124090-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine; benzoic acid / ethanol / 5 h / Reflux

2: sodium cyanoborohydride / methanol / 20 °C

With piperidine; sodium cyanoborohydride; benzoic acid; In methanol; ethanol;

upstream raw materials:

1-bromomethyl-4-nitro-benzene

malonic acid dimethyl ester

2-benzyl-malonic acid dimethyl ester

nitric acid

Downstream raw materials:

2-[(4-nitrophenyl)methyl]propan-1,3-diol