Diisopropyl bicarbamate

Base Information

• Chemical Name: Diisopropyl bicarbamate
• CAS No.: 19740-72-8
• Molecular Formula: C8H16N2O4
• Molecular Weight: 204.226
• Hs Code.: 2924190002
• European Community (EC) Number: 243-263-9
• NSC Number: 29147
• UNII: U7924912PH
• DSSTox Substance ID: DTXSID6066523
• Nikkaji Number: J27.090C
• Wikidata: Q27290791
• Mol file: 19740-72-8.mol

Synonyms:19740-72-8;Diisopropyl bicarbamate;diisopropyl hydrazine-1,2-dicarboxylate;Bicarbamic Acid Diisopropyl Ester;propan-2-yl N-(propan-2-yloxycarbonylamino)carbamate;Diisopropyl 1,2-hydrazinedicarboxylate;Diisopropyl Hydrazodicarboxylate;1,2-Hydrazinedicarboxylic acid, bis(1-methylethyl) ester;Bicarbamic acid, diisopropyl ester;1,2-Hydrazinedicarboxylic acid, 1,2-bis(1-methylethyl) ester;NSC 29147;UNII-U7924912PH;EINECS 243-263-9;MFCD19443326;NSC-29147;U7924912PH;Hydrazine-1,2-dicarboxylic Acid Diisopropyl Ester;CELOGEN HT-500;Bis(1-methylethyl) hydrazine-1,2-dicarboxylate;SCHEMBL143364;DTXSID6066523;NSC29147;Hydrazodiformic acid diisopropyl ester;AKOS015855270;CS-W022625;di-isopropyl hydrazine-1,2-dicarboxylate;DS-11507;SY002106;D5365;FT-0734289;A854104;Q27290791;1,2-Hydrazinedicarboxylicacid, 1,2-bis(1-methylethyl) ester

Chemical Property of Diisopropyl bicarbamate

Chemical Property:

• Vapor Pressure: 0.00643mmHg at 25°C
• Melting Point: 270℃
• Refractive Index: 1.447
• Boiling Point: 271.5 °C at 760 mmHg
• PKA: 8.97±0.43(Predicted)
• Flash Point: 118 °C
• PSA: 76.66000
• Density: 1.098 g/cm³
• LogP: 1.95240
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 204.11100700
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99.9% ^*data from raw suppliers

BicarbamicAcidDiisopropylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)NNC(=O)OC(C)C
• Uses: Orlistat USP Related Compound B

Technology Process of Diisopropyl bicarbamate

There total 50 articles about Diisopropyl bicarbamate 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%

di-isopropyl azodicarboxylate (2446-83-5) → bis(1-methylethyl) 1,2-hydrazinedicarboxylate (19740-72-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.12.036

Reference yield: 92.0%

1-Phenyl-1-propanol (93-54-9) + di-isopropyl azodicarboxylate (2446-83-5) → bis(1-methylethyl) 1,2-hydrazinedicarboxylate (19740-72-8) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

With zinc dibromide; In toluene; for 1h; Reflux;

DOI:10.1016/j.tetlet.2009.01.080

Reference yield: 90.0%

4-bromo-phenol (106-41-2) + di-isopropyl azodicarboxylate (2446-83-5) → 2,4-dibromophenol (615-58-7) + bis(1-methylethyl) 1,2-hydrazinedicarboxylate (19740-72-8)

Guidance literature:

With ZrBr₄; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2008.01.072

upstream raw materials:

isopropyl chloroformate

2,5-Dimethylpyrrole

di-isopropyl azodicarboxylate

2,3:10,11-dibenzoperylene

Downstream raw materials:

di-isopropyl azodicarboxylate

diisopropyl 1-(4-phenyl-3-butyn-2-yl)hydrazine-1,2-dicarboxylate

C₃₂H₄₄N₁₀O₈P₂

Refernces

• 1、 Harvey, Peta J.,Von Itzstein, Mark,Jenkins, Ian D.. "The formation of anhydrides in the Mitsunobu reaction". . p. 3933 - 3942. Retrieved 1997.
• 2、 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.
• 3、 -. "Method of manufacturing Azodicarboxylic acid diester compd. (by machine translation)". Paragraph 0029; 0031. . Retrieved 2017/04/28.