Diisopropylazodicarboxylate

Base Information

• Chemical Name: Diisopropylazodicarboxylate
• CAS No.: 2446-83-5
• Molecular Formula: C8H14N2O4
• Molecular Weight: 202.21
• Hs Code.: 29270000
• European Community (EC) Number: 219-502-8
• Nikkaji Number: J56.134G
• Wikipedia: Diisopropyl_azodicarboxylate
• Wikidata: Q411418
• Mol file: 2446-83-5.mol

Synonyms:2446-83-5;diisopropylazodicarboxylate;Diisopropyl (E)-diazene-1,2-dicarboxylate;(E)-diisopropyl diazene-1,2-dicarboxylate;Azodicarboxylic Acid Diisopropyl Ester;Diisopropyl azodicarboxylate (DIAD);diisopropylazocarboxylate;isopropyl (NE)-N-isopropoxycarbonyliminocarbamate;diisopropyazodicarboxylate;diisopropylazodicaroxylate;diisoproylazodicarboxylate;Diisopyl azodicarboxylate;Diisopropylazodicarboxlate;diisopropyl azocarboxylate;diisoproyl azodicaroxylate;diisopropyl azodicaboxylate;diisopropyl azodicaroxylate;diisopropyl-azodicarboxylate;diisopropylazo dicarboxylate;Diisopropil azodicarboxylate;Diisopropyl azodicarboxilate;di-isopropyl azodicarboxylate;di-isopropyl-azodicarboxylate;diisopropyl azo dicarboxylate;diisopropyl azo-dicarboxylate;diisopropyl azodicarboxy late;Diisopropyl azodi-carboxylate;di-iso-propyl azodicarboxylate;diisopropyl-azo-di-carboxylate;diisopropyl azodicarboxylic acid;azodicarboxylate diisopropyl ester;azodicarboxylic acid diisopropylester;diisopropyl 1,2-diazenedicarboxylate;AKOS024348846;s12305;dipropan-2-yl diazene-1,2-dicarboxylate;Diisopropyl (E)-1,2-diazenedicarboxylate;isopropyl N-isopropoxycarbonyliminocarbamate;FT-0622528;dipropan-2-yl (E)-diazene-1,2-dicarboxylate;isopropyl (NZ)-N-isopropoxycarbonyliminocarbamate;bis(1-methylethyl) (E)-1,2-diazenedicarboxylate;Q411418;F0001-0831;1,2-Diazenedicarboxylic acid, bis(1-methylethyl) ester, (E)-

Chemical Property of Diisopropylazodicarboxylate

Chemical Property:

• Appearance/Colour: clear orange liquid
• Vapor Pressure: 0.00463mmHg at 25°C
• Melting Point: 3-5 °C
• Refractive Index: n20/D 1.420(lit.)
• Boiling Point: 277 °C at 760 mmHg
• Flash Point: 106.1 °C
• PSA: 77.32000
• Density: 1.15 g/cm³
• LogP: 2.52860
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 202.09535693
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Diisopropyl azodicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, N, F
• Hazard Codes: Xn,Xi,N,F
• Statements: 36/38-51/53-5-43-36/37/38-11-48/20/22-40
• Safety Statements: 36-61-47A-36/37/39-29-26-16-60-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CC(C)OC(=O)N=NC(=O)OC(C)C
• Uses: It can be used as dye intermediates, pharmaceutical intermediates, organic synthesis reagents, and the foaming agent of the rubber plastics liquid. Isopropyl azodicarboxylate can be used for the liquid foaming agent of vinyl resin. It can be used to make light-colored vinyl foam. It has a uniform pore structure with different formulations and processing conditions giving foam of either closed pore or open pore. It can also be used as pharmaceutical intermediates, and organic synthesis reagents. Diisopropyl Azodicarboxylate is an azodicarboxylic acid derivative used as a reagent in the production of many organic compounds. Diisopropyl Azodicarboxylate is commonly used as an oxidizer in Mitsun obu reactions and can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups. Diisopropyl azodicarboxylate is used as an important reagent in the production of many organic compounds. It is used in association with triphenyl phosphine in Mitsunobu reaction of alcohols, acids and amides. It acts as reactant in the preparation of chromenes resembling classical cannabinoids, norbornene-based guanidine-rich polymers and acceptor-donor-acceptor organic dyes.

Technology Process of Diisopropylazodicarboxylate

There total 4 articles about Diisopropylazodicarboxylate 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: 78.0%

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

Guidance literature:

With 4-methoxypyridine; oxygen; copper; In acetonitrile; at 20 ℃; for 3h; Reagent/catalyst;

DOI:10.1021/acs.orglett.6b03166

Reference yield:

→ diisopropyl (E)-azodicarboxylate (2446-83-5)

Guidance literature:

Reference yield:

→ tert-Butyl methyl{1-[2-(pyridin-3-yloxy)ethyl]cyclopropyl}carbamate (387845-64-9) + diisopropyl (E)-azodicarboxylate (2446-83-5)

Guidance literature:

upstream raw materials:

bis(1-methylethyl) 1,2-hydrazinedicarboxylate

Downstream raw materials:

diisopropyl 1-(4-methylbenzenesulfonyl)hydrazine-1,2-dicarboxylate

diisopropyl 1-(4-chlorobenzenesulfonyl)hydrazine-1,2-dicarboxylate

diisopropyl 1-(phenylsulfonyl)hydrazine-1,2-dicarboxylate

C₁₄H₁₇Cl₃N₂O₆S

Refernces

• 1、 Jung, Dahyeon,Kim, Min Hye,Kim, Jinho. "Cu-Catalyzed Aerobic Oxidation of Di-tert-butyl Hydrazodicarboxylate to Di-tert-butyl Azodicarboxylate and Its Application on Dehydrogenation of 1,2,3,4-Tetrahydroquinolines under Mild Conditions". supporting information. p. 6300 - 6303. Retrieved 2016/12/23.
• 2、 -. "QUINAZOLINE-2,4-DIONE DERIVATIVES". . . Retrieved 2014/06/25.