Diazocarboxylic acid ethyl ester

Base Information

• Chemical Name: Diazocarboxylic acid ethyl ester
• CAS No.: 1972-28-7
• Molecular Formula: C6H10N2O4
• Molecular Weight: 174.156
• Hs Code.: 29270000
• Mol file: 1972-28-7.mol

Synonyms:DACA OEt;diazocarboxylic acid ethyl ester

Chemical Property of Diazocarboxylic acid ethyl ester

Chemical Property:

• Appearance/Colour: Clear orange to orange-red liquid
• Vapor Pressure: 0.589mmHg at 25°C
• Melting Point: 6°C
• Refractive Index: n20/D 1.47
• Boiling Point: 226.3 °C at 760 mmHg
• Flash Point: 106.9 °C
• PSA: 77.32000
• Density: 1.2 g/cm³
• LogP: 1.75160
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Miscible with dichloromethane, diethyl ether and toluene.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 174.06405680
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

Diethyl Azodicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn,Xi
• Hazard Codes: F,Xn,Xi
• Statements: 5-11-20-36/37/38-48/20-63-65-67-48/20/22-40-20/22-20/21/22-10
• Safety Statements: 26-36/37-62-47-36-35

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCN=NCOC(=O)C
• Isomeric SMILES: CC(=O)OC/N=N/COC(=O)C
• Uses: A fluorescent CDK inhibitor for treatment of cancer Reactant for preparation of:Immunostimulants α-GalactosylceramidesCellotriose and cellotetraose analogues as transition state mimics for mechanistic studies of cellulasesBisubstrate inhibitors with molecular recognition at the active site of catechol-O-methyltransferaseDerivatives of F200 and S383 with cannabinoid CB1 receptor binding activitiesAza-β-lactams via NHC-catalyzed [2 + 2] cycloaddition with ketenesReagent for:Annulation of N-protected iminesα-thiocyanation of enolizable ketones with ammonium thiocyanateDiels-Alder reactions

Technology Process of Diazocarboxylic acid ethyl ester

There total 27 articles about Diazocarboxylic acid ethyl ester 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%

2-Benzyloxyethanol (622-08-2,1201808-31-2) + 4-methyl-5-nitrophenol (2042-14-0) → diethylazodicarboxylate (1972-28-7,218603-74-8)

Guidance literature:

With triphenylphosphine;

Reference yield: 88.0%

diethyl hydrazodicarboxylate (4114-28-7) → diethylazodicarboxylate (1972-28-7,218603-74-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; for 0.25h; Ambient temperature;

Reference yield: 61.0%

→ diethylazodicarboxylate (1972-28-7,218603-74-8)

Guidance literature:

With oxygen; tetra-N-butylammonium tribromide; sodium nitrite; In 1,4-dioxane; water; at 60 ℃; for 4h; under 760.051 Torr; Sealed tube;

upstream raw materials:

diethyl hydrazinedicarboxylate

diethyl hydrazodicarboxylate

benzene

ethyl azidocarbonate

Downstream raw materials:

1,1'-(Azodicarbonyl)dipiperidin

(N-methyl-anilinomethyl)-hydrazine-N,N'-dicarboxylic acid diethyl ester

Glyoxilic acid

2,2'-diphenyl-[3,3']biindolylidene 1,1'-dioxide

Refernces

• 1、 Chekrygin, V. A.,Shelemina, N. V.,Nikitina, G. V.,Solnyshkina, L. I.. "EFFECT OF SOLVENTS ON PHOTOLYTIC DECOMPOSITION OF ETHYL AZIDOFORMATE". . p. 407 - 410. Retrieved 1983.
• 2、 Hein, Jason E.,Armstrong, Alan,Blackmond, Donna G.. "Kinetic profiling of prolinate-catalyzed α-amination of aldehydes". . p. 4300 - 4303. Retrieved 2011.
• 3、 -. "METHOD FOR PRODUCING AZO COMPOUNDS". Paragraph 0046. . Retrieved 2018/04/14.
• 4、 -. "METHOD FOR PRODUCING AZO COMPOUNDS". Paragraph 0048; 0062. . Retrieved 2018/05/03.