5-DIAZOMELDRUM'S ACID

Base Information

• Chemical Name: 5-DIAZOMELDRUM'S ACID
• CAS No.: 7270-63-5
• Molecular Formula: C6H6 N2 O4
• Molecular Weight: 170.125
• Hs Code.: 2934999090
• Mol file: 7270-63-5.mol

Synonyms:Malonicacid, diazo-, cyclic isopropylidene ester (6CI,7CI,8CI); 2,2-Propanediol,cyclic diazomalonate (8CI); 5-Diazo-2,2-dimethyl-1,3-dioxane-4,6-dione;5-Diazo-2,2-dimethyl-4,6-dioxo-1,3-dioxane; 5-Diazo-Meldrum's acid;DiazoMeldrum's acid; Meldrum's diazo

Chemical Property of 5-DIAZOMELDRUM'S ACID

Chemical Property:

• Melting Point: 95oC
• PSA: 90.98000
• LogP: -0.16250
• Storage Temp.: Refrigerator
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Diazomeldrum’sAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-DIAZOMELDRUM'S ACID

There total 3 articles about 5-DIAZOMELDRUM'S ACID 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: 76.0%

isonitroso Meldrum’s acid (81539-54-0) + dicyclohexyl-carbodiimide (538-75-0) → 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion (7270-63-5) + 1,3-Dicyclohexylurea (2387-23-7) + cyclohexylcarbamoyl cyanide + 1,3-dicyclohexyl-5-imino-imidazolidine-2,4-dione (70392-95-9) + 1,3-dicyclohexylimidazolidine-2,4,5-trione (3621-71-4)

Guidance literature:

In toluene; for 2h; Product distribution; Mechanism; Heating;

DOI:10.3987/COM-97-S58

Reference yield: 9.0%

isonitroso Meldrum’s acid (81539-54-0) + dicyclohexyl-carbodiimide (538-75-0) → 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion (7270-63-5) + 1,3-Dicyclohexylurea (2387-23-7) + cyclohexylcarbamoyl cyanide + 1,3-dicyclohexylimidazolidine-2,4,5-trione (3621-71-4)

Guidance literature:

In toluene; for 2h; Heating;

DOI:10.3987/COM-97-S58

Reference yield:

methanol (67-56-1) + 6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene (68695-08-9) → 5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion (7270-63-5) + cycl-isopropylidene malonate (2033-24-1) + methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate (62609-79-4)

Guidance literature:

Product distribution; UV-irradiation;

DOI:10.1021/ja037637d

upstream raw materials:

isonitroso Meldrum’s acid

dicyclohexyl-carbodiimide

methanol

6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene

Downstream raw materials:

C₁₅H₂₂O₄

2-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)-2,6,6-trimethylcyclohexanecarboxylic acid

6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene

cycl-isopropylidene malonate

Refernces

• 1、 Bogdanova, Aneta,Popik, Vladimir V.. "Wavelength-dependent photochemistry of diazo Meldrum's acid and its spirocyclic isomer, diazirino Meldrum's acid: Wolff rearrangement versus isomerization". . p. 1456 - 1457. Retrieved 2007/10/03.