Di-tert-butyl hydrazine-1,2-dicarboxylate

Base Information

• Chemical Name: Di-tert-butyl hydrazine-1,2-dicarboxylate
• CAS No.: 16466-61-8
• Molecular Formula: C10H20N2O4
• Molecular Weight: 232.28
• Hs Code.: 29280000
• European Community (EC) Number: 240-512-3
• DSSTox Substance ID: DTXSID70167790
• Nikkaji Number: J318.200B
• Wikidata: Q72470028
• Mol file: 16466-61-8.mol

Synonyms:16466-61-8;DI-TERT-BUTYL HYDRAZODICARBOXYLATE;Di-tert-butyl hydrazine-1,2-dicarboxylate;Di-tert-butyl hydrazodiformate;Di-tert-butyl bicarbamate;tert-butyl N-[(2-methylpropan-2-yl)oxycarbonylamino]carbamate;MFCD00015000;1,2-Hydrazinedicarboxylic acid, bis(1,1-dimethylethyl) ester;EINECS 240-512-3;N'-[(tert-butoxy)carbonyl](tert-butoxy)carbohydrazide;dbadh2;Di-tert-butyl-1,2-hydrazodicarboxylate;di-t-butylhydrazodicarboxylate;SCHEMBL284141;DTXSID70167790;AMY39311;AB3623;Di-tert-butyl hydrazodiformate, 97%;1,2-Bis(tert-butoxycarbonyl)hydrazine;AKOS015899816;CS-W001467;GS-5906;SB66395;Di-tert-butyl 1,2-Hydrazinedicarboxylate;SY017924;D4224;FT-0625363;EN300-120031;A810581;W-107942;hydrazine-N,N'-dicarboxylic acid di-tert-butyl ester;N-(tert-butoxycarbonylamino)-carbamic acid tert-butyl ester;1,2-Hydrazinedicarboxylic acid, 1,2-bis(1,1-dimethylethyl) ester;N,N inverted exclamation mark -Bis(tert-butoxycarbonyl)hydrazine;N-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]carbamic acid tert-butyl ester

Chemical Property of Di-tert-butyl hydrazine-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00161mmHg at 25°C
• Melting Point: 123-126 °C (dec.)(lit.)
• Refractive Index: 1.453
• Boiling Point: 281.7 °C at 760 mmHg
• PKA: 8.73±0.43(Predicted)
• Flash Point: 124.2 °C
• Density: 1.196 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 232.14230712
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

98% ^*data from raw suppliers

DL-tert-ButylHydrazodicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NNC(=O)OC(C)(C)C
• Uses: Di-tert-butyl hydrazodicarboxylate, is used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates. Di-tert-butyl hydrazodiformate was used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates.

Technology Process of Di-tert-butyl hydrazine-1,2-dicarboxylate

There total 24 articles about Di-tert-butyl 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) → 1,2-bis(t-butyloxycarbonyl)hydrazine (16466-61-8)

Guidance literature:

With hydrazine; In methanol; at 20 ℃;

DOI:10.1016/S0960-894X(01)00549-2

Reference yield: 85.0%

t-butoxycarbonylhydrazine (870-46-2) + di-tert-butyl dicarbonate (24424-99-5) → 1,2-bis(t-butyloxycarbonyl)hydrazine (16466-61-8)

Guidance literature:

for 0.166667h;

DOI:10.1016/j.tet.2008.04.096

Reference yield: 78.0%

di-tert-butyl-diazodicarboxylate (870-50-8) + cyclopropylboronic acid monohydrate → 1,2-bis(t-butyloxycarbonyl)hydrazine (16466-61-8) + tert-butyl N-(tert-butoxycarbonylamino)-N-cyclopropyl-carbamate (1219020-59-3)

Guidance literature:

With copper diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

DOI:10.1016/j.tetlet.2014.05.098

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

t-butoxycarbonylhydrazine

tert-butyl cyanoformate

di-tert-butyl dicarbonate

Downstream raw materials:

di-tert-butyl-diazodicarboxylate

6,7-Bis-bromomethyl-1,4-dihydro-phthalazine-2,3-dicarboxylic acid di-tert-butyl ester

6-(Toluene-4-sulfonyl)-4,6-dihydro-1H-pyrrolo[3,4-d]pyridazine-2,3-dicarboxylic acid di-tert-butyl ester

5-Phenyl-6-(toluene-4-sulfonyl)-4,6-dihydro-1H-pyrrolo[3,4-d]pyridazine-2,3-dicarboxylic acid di-tert-butyl ester

Refernces

• 1、 Carpino,L.A.. "-". . p. 2725 - 2727. Retrieved 1960.
• 2、 Uemura, Takeshi,Chatani, Naoto. "Copper salt catalyzed addition of arylboronic acids to azodicarboxylates". . p. 8631 - 8634. Retrieved 2005.
• 3、 Chandrachud, Preeti P.,Wojtas, Lukasz,Lopchuk, Justin M.. "Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents". supporting information. p. 21743 - 21750. Retrieved 2021/01/11.