Diazomalonic acid diethyl

Base Information

• Chemical Name: Diazomalonic acid diethyl
• CAS No.: 5256-74-6
• Molecular Formula: C₇H₁₀N₂O₄
• Molecular Weight: 186.167
• Mol file: 5256-74-6.mol

Synonyms:N2C(CO2Et)2;diethyl 2-diazomalonate;diethyl diazopropanedioate;diethyl diazomalonate;diethyl-2-diazomalonate;Diazomalonic acid diethyl;diethyl 2‐Diazomalonate;

Chemical Property of Diazomalonic acid diethyl

Chemical Property:

• Refractive Index: 1.4880 (estimate)
• Boiling Point: 320.64°C (rough estimate)
• PSA: 89.99000
• Density: 1.3962 (rough estimate)
• LogP: -0.13554

Purity/Quality:

99% ^*data from raw suppliers

Diethyl2-diazomalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3
• Hazard Codes: 3

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Diazomalonic acid diethyl

There total 9 articles about Diazomalonic acid diethyl 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: 96.0%

toluene-4-sulfonic acid (104-15-4) + diethyl 1,8b-dihydro-5H-thieno<3',4':3,4>pyrrolo<1,2-c><1,2,3>triazole-1,1-dicarboxylate (118699-95-9) → 1,3-diethyl 2-diazopropanedioate (5256-74-6) + 4H-thieno<3,4-c>pyrrolium toluene-p-sulfonate

Guidance literature:

In diethyl ether;

DOI:10.1039/c39880000320

Reference yield: 82.0%

diethyl 8-(p-methoxyphenylsulphonyl)-3a,9-dihydro-3H,8H-<1',2',3'>triazolo<1',5':1,5>pyrrolo<3,4-b>indole-3,3-dicarboxylate (95548-73-5) → 1,3-diethyl 2-diazopropanedioate (5256-74-6) + 4-(p-methoxyphenylsulphonyl)-2,4-dihydropyrrolo<3,4-b>indole (95548-74-6)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; Ambient temperature;

DOI:10.1039/C39840001552

Reference yield: 81.0%

3a,8-Dihydro-[1,2,3]triazolo[1',5':1,5]pyrrolo[3,4-b]pyridine-3,3-dicarboxylic acid diethyl ester (111011-43-9) → 1,3-diethyl 2-diazopropanedioate (5256-74-6) + pyrrolo[3,4-e]pyridine (271-01-2)

Guidance literature:

With trifluoroacetic acid; In diethyl ether;

DOI:10.1016/S0040-4039(00)95942-2

upstream raw materials:

(triphenylphosphoranylidene-hydrazono)-malonic acid diethyl ester

3a,8-Dihydro-[1,2,3]triazolo[1',5':1,5]pyrrolo[3,4-b]pyridine-3,3-dicarboxylic acid diethyl ester

diethyl 8-(p-methoxyphenylsulphonyl)-3a,9-dihydro-3H,8H-<1',2',3'>triazolo<1',5':1,5>pyrrolo<3,4-b>indole-3,3-dicarboxylate

4-nitrophenyl azide

Downstream raw materials:

9-p-Tolyl-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester

9-((E)-Styryl)-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester

9-Methyl-9-phenyl-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester

9-Benzyl-9-phenyl-7,10-dithia-cyclohepta[de]naphthalene-8,8-dicarboxylic acid diethyl ester

Refernces

• 1、 Chen, Yu-Jen,Hung, Hao-Chih,Sha, Chin-Kang,Chung, Wen-Sheng. "Photochemistry of benzene and quinoxaline fused Δ2-1,2,3-triazolines and their trapping products". scheme or table. p. 176 - 182. Retrieved 2010/03/04.
• 2、 Herbranson, Dale E.,Hawley, M. Dale. "Electrochemical Reduction of p-Nitrophenyl Azide: Evidence Consistent with the Formation of p-Nitrophenylnitrene Anion Radical as a Short-Lived Intermediate". . p. 4297 - 4303. Retrieved 2007/10/02.