Dimethyl hydrazine-1,2-dicarboxylate

Base Information

• Chemical Name: Dimethyl hydrazine-1,2-dicarboxylate
• CAS No.: 17643-54-8
• Molecular Formula: C4H8N2O4
• Molecular Weight: 148.119
• Hs Code.: 29280090
• European Community (EC) Number: 859-184-3
• NSC Number: 408458,102727
• DSSTox Substance ID: DTXSID20295532
• Nikkaji Number: J1.537.953G
• Wikidata: Q82035497
• Mol file: 17643-54-8.mol

Synonyms:dimethyl hydrazine-1,2-dicarboxylate;17643-54-8;Methyl hydrazodicarboxylate;methyl N-(methoxycarbonylamino)carbamate;N'-(methoxycarbonyl)methoxycarbohydrazide;Methyl hydrazidodicarboxylate;MFCD00216943;NSC102727;1,2-dicarbomethoxyhydrazine;NCIOpen2_001904;NCIOpen2_003817;SCHEMBL7784530;METHYLHYDRAZODICARBOXYLATE;DTXSID20295532;GEO-01847;NSC408458;AKOS005255100;NSC-102727;NSC-408458;SB86312;CS-0361299;1,2-Hydrazinedicarboxylic acid, dimethyl ester;E86981

Chemical Property of Dimethyl hydrazine-1,2-dicarboxylate

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 0.149mmHg at 25°C
• Melting Point: 129-131 °C
• Refractive Index: 1.438
• Boiling Point: 215.2 °C at 760 mmHg
• Flash Point: 84 °C
• PSA: 76.66000
• Density: 1.243 g/cm³
• LogP: 0.39520
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 148.04840674
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

METHYL HYDRAZODICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 48-36/37/38-24/25
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NNC(=O)OC

Technology Process of Dimethyl hydrazine-1,2-dicarboxylate

There total 12 articles about Dimethyl hydrazine-1,2-dicarboxylate 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: 93.0%

(-)-methyl shikimate (40983-58-2) + dimethyl azodicarboxylate (2446-84-6) → N,N'-Bis-(methoxycarbonyl)-hydrazin (17643-54-8) + 2C8H10O4*C4H8N2O4 (77026-72-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; Yields of byproduct given; 1.) 0 deg C, 30 min, 2.) room temperature, 1 h;

DOI:10.1021/jo00324a034

Reference yield: 17.0%

β-methyl-α-dimethylaminostyrene (29949-20-0) + dimethyl azodicarboxylate (2446-84-6) → N,N'-Bis-(methoxycarbonyl)-hydrazin (17643-54-8) + dimethyl 1-(1-oxo-1-phenylpropan-2-yl)hydrazine-1,2-dicarboxylate (86358-61-4)

Guidance literature:

In diethyl ether; overnight;

Reference yield:

diethyl ether (60-29-7,927820-24-4) + 1,2-bis-(N,N'-bis-methoxycarbonyl-hydrazinooxy)-ethane + potassium acetate (127-08-2) → N,N'-Bis-(methoxycarbonyl)-hydrazin (17643-54-8) + 2,5-dioxa-adipic acid dimethyl ester (88754-66-9)

Guidance literature:

upstream raw materials:

hydrazinecarboxylic acid methyl ester

methanol

diethyl ether

potassium acetate

Downstream raw materials:

dimethyl azodicarboxylate

C₂₄H₂₈N₁₀O₈P₂

Refernces

• 1、 McGowan, Donald A.,Berchtold, Glenn A.. "(-)-Methyl cis-3-Hydroxy-4,5-oxycyclohex-1-enecarboxylate: Stereospecific Formation from and Conversion to (-)-Methyl Shikimate; Complex Formation with Bis(carbomethoxy)hydrazine". . p. 2381 - 2383. Retrieved 2007/10/02.