Diethyl 1,2-hydrazinedicarboxylate

Base Information

• Chemical Name: Diethyl 1,2-hydrazinedicarboxylate
• CAS No.: 4114-28-7
• Molecular Formula: C6H12 N2 O4
• Molecular Weight: 176.172
• European Community (EC) Number: 223-902-8
• NSC Number: 122715,227421,17295,3002
• UNII: JM7K3GHL4L
• DSSTox Substance ID: DTXSID6063307
• Nikkaji Number: J224.920K
• Wikidata: Q81990645
• Mol file: 4114-28-7.mol

Synonyms:4114-28-7;Diethyl 1,2-hydrazinedicarboxylate;Diethyl hydrazodicarboxylate;1,2-Dicarbethoxyhydrazine;1,2-Hydrazinedicarboxylic acid, diethyl ester;diethyl hydrazine-1,2-dicarboxylate;Diethyl bicarbamate;Bicarbamic acid, diethyl ester;Ethyl hydrazoformate;s-Dicarbethoxyhydrazine;N,N'-Diethoxycarbonylhydrazine;sym-Dicarbethoxyhydrazine;ethyl N-(ethoxycarbonylamino)carbamate;1,2-Bis(ethoxycarbonyl)hydrazine;NSC 3002;NSC 17295;N,N'-Dicarbethoxyhydrazine;NSC 122715;NSC 227421;1,2-Hydrazinedicarboxylic acid, 1,2-diethyl ester;NSC-3002;EINECS 223-902-8;NSC-17295;NSC-122715;NSC-227421;AI3-16138;Diethylhydrazodicarboxylate;DIETHYLBICARBAMATE;JM7K3GHL4L;N,N'-Dicarboethoxyhydrazine;SCHEMBL355253;DTXSID6063307;Diethyl sym-hydrazinedicarboxylate;NSC3002;N,N'-Bis(ethoxycarbonyl)hydrazine;NSC17295;STR05183;MFCD00009101;NSC122715;NSC227421;AKOS005067419;N'-(ethoxycarbonyl)ethoxycarbohydrazide;Diethyl 1,2-hydrazinedicarboxylate, 97%;CS-0130626;FT-0606464;Hydrazine-1,2-dicarboxylic acid diethyl ester;Diethyl ester of 1,2-Hydrazinedicarboxylic acid;SR-01000512674;SR-01000512674-1

Chemical Property of Diethyl 1,2-hydrazinedicarboxylate

Chemical Property:

• Vapor Pressure: 0.0222mmHg at 25°C
• Melting Point: 131-133 °C(lit.)
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 250 °C(lit.)
• PKA: 8.81±0.43(Predicted)
• Flash Point: 105°C
• Density: 1.157g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 176.07970687
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

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

Diethyl 1,2-hydrazinedicarboxylate 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CCOC(=O)NNC(=O)OCC
• Uses: Diethyl 1,2-Hydrazinedicarboxylate exhibits antibacterial activities against Staphylococcus aureus and Escherichia coli.

Technology Process of Diethyl 1,2-hydrazinedicarboxylate

There total 145 articles about Diethyl 1,2-hydrazinedicarboxylate 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: 100.0%

diethyl diazodicarboxylate (4143-61-7,218603-74-8) → diethyl hydrazodicarboxylate (4114-28-7)

Guidance literature:

With nickel; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

DOI:10.1055/s-1999-2908

Reference yield: 100.0%

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

Guidance literature:

With hydrazine hydrate; In toluene; acetonitrile; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2008.03.083

Reference yield: 95.0%

2-(morpholin-4-yl)ethanol (622-40-2) + 3-hydroxy-4-methoxybenzoate (6702-50-7) → 4-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid methyl ester (250726-35-3) + diethyl hydrazodicarboxylate (4114-28-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In ethyl acetate;

upstream raw materials:

triethyl hydrazine-1,1,2-tricarboxylate

chloroformic acid ethyl ester

ethylhydrazine carboxylate

di-n-propylamine

Downstream raw materials:

N-(2,2-Diphenyl-vinyl)-N,N'-diethoxycarbonyl-hydrazin

ethanol

methylammonium carbonate

hydrazine

Refernces

• 1、 Stille,Anyos. "". . p. 3352. Retrieved 1962.
• 2、 Torimoto,N. et al.. "". . p. 2572 - 2578. Retrieved 1976.
• 3、 Sarath Chand,Sasidhar,Prakash, Praveen,Sasikumar,Preethanuj,Jaroschik, Florian,Harakat, Dominique,Vasse, Jean-Luc,Radhakrishnan. "Lewis acid catalyzed C-3 alkylidenecyclopentenylation of indoles: An easy access to functionalized indoles and bisindoles". . p. 38075 - 38084. Retrieved 2015.
• 4、 McDonald,Corbin,Newton. "Catalysis by molybdenum complexes. The reaction of diazenes and acetylenes with thiophenol". . p. 2056 - 2061. Retrieved 1976.
• 5、 M?rz,Chudoba,Kohout,Cibulka. "Photocatalytic esterification under Mitsunobu reaction conditions mediated by flavin and visible light". supporting information. p. 1970 - 1975. Retrieved 2017/03/11.
• 6、 Tokumaru, Kazuyuki,Johnston, Jeffrey N.. "A convergent synthesis of 1,3,4-oxadiazoles from acyl hydrazides under semiaqueous conditions". . p. 3187 - 3191. Retrieved 2017/04/04.