Himic anhydride

Base Information

• Chemical Name: Himic anhydride
• CAS No.: 826-62-0
• Deprecated CAS: 66075-60-3
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.161
• Hs Code.: 38220090
• European Community (EC) Number: 212-557-9,204-957-7
• NSC Number: 110659,102277,3999
• DSSTox Substance ID: DTXSID0047456
• Nikkaji Number: J41.836F
• Wikipedia: Nadic_anhydride
• Metabolomics Workbench ID: 129944
• ChEMBL ID: CHEMBL268522
• Mol file: 826-62-0.mol

Synonyms:5-Norbornene-2,3-dicarboxylicanhydride (6CI,8CI);2-Norbornene-5,6-dicarboxylic anhydride;3,6-Endomethylenetetrahydrophthalic anhydride;3,6-Methylene-1,2,3,6-tetrahydrophthalic anhydride;4-Oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione;5-Norbornene-2,3-dicarboxylicacid anhydride;Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride;HIMIC;NSC 3999;cis-3,6-Endomethylene-1,2,3,6-tetrahydrophthalic anhydride;3,6-Endomethylene-1,2,3,6-tetrabydro-cis-phthalic Anhydride;3,6-Endomethylene-δ4-tetrahydrophthalic anhydride;3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione;3aa,4,7,7aa-Tetrahydro-4a,7a-methanoisobenzofuran-1,3-dione;4-Oxatricyclo[5.2.1.0^2,6]dec-8-en-3,5-dion;

Chemical Property of Himic anhydride

Chemical Property:

• Appearance/Colour: White solid.
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 158-164 °C
• Refractive Index: 1.584
• Boiling Point: 331.056 °C at 760 mmHg
• Flash Point: 163.801 °C
• PSA: 43.37000
• Density: 1.406 g/cm³
• LogP: 0.50810
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: diethyl ether: soluble0.1g/10 mL, clear, colorless
• Water Solubility.: DECOMPOSES
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

5-Norbornene-2,3-dicarboxylic Anhydride >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 41-42/43
• Safety Statements: 22-24-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1C2C=CC1C3C2C(=O)OC3=O

Technology Process of Himic anhydride

There total 34 articles about Himic anhydride 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: 96.1%

maleic anhydride (108-31-6) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 5-norbornene-2,3-dicarboxylic anhydride (826-62-0,85081-15-8,85081-16-9)

Guidance literature:

In ethyl acetate; at -10 ℃; Temperature;

Reference yield: 80.0%

maleic anhydride (108-31-6) + exo-5-n-decyl-endo-tricyclo[5.2.1.0(2,6)]dec-8-en-3-one → 5-norbornene-2,3-dicarboxylic anhydride (826-62-0,85081-15-8,85081-16-9) + 4-Decyl-2-cyclopenten-1-one

Guidance literature:

With ethylaluminum dichloride; In hexane; 1,2-dichloro-ethane; at 55 ℃; for 1.5h;

DOI:10.1002/adsc.201000571

Reference yield: 80.0%

maleic anhydride (108-31-6) + exo-5-n-butyl-endo-tricyclo<5.2.1.02,6>dec-8-en-3-one → 5-norbornene-2,3-dicarboxylic anhydride (826-62-0,85081-15-8,85081-16-9) + 4-butylcyclopent-2-en-1-one (54814-22-1)

Guidance literature:

With ethylaluminum dichloride; In hexane; 1,2-dichloro-ethane; at 55 ℃; for 1.5h;

DOI:10.1002/adsc.201000571

upstream raw materials:

maleic anhydride

cyclopenta-1,3-diene

1,3-Di-p-tolylcyclopentaceanthrylene-2(H)-one

bicyclo[2.2.1]hepta-2,5-diene

Downstream raw materials:

bicyclo<2.2.1>-5-hepten-2,3-dicarbonimide

(1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol

4-((2S,6R)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-benzoic acid 2-(3,4-dimethyl-phenyl)-2-oxo-ethyl ester

N-[3-(3,5-di-t-butyl-4-hydroxyphenyl)propanamido]-5-norbornene-2,3-dicarboximide

Refernces

• 1、 Santiago, Arlette A.,Vargas, Joel,Cruz-Gomez, Javier,Tlenkopatchev, Mikhail A.,Gavino, Ruben,Lopez-Gonzalez, Mar,Riande, Evaristo. "Synthesis and ionic transport of sulfonated ring-opened polynorbornene based copolymers". . p. 4208 - 4220,13. Retrieved 2011.
• 2、 -. "Synthetic method of aliphatic pentacyclic dianhydride". Page/Page column 6-11. . Retrieved 2020/03/12.
• 3、 -. "A 1, 2, 3, 4 - cyclopentane tetracarboxylic dianhydride of the preparation method (by machine translation)". Paragraph 0005; 0020-0021; 0025-0026; 0030-0031; 0035-0036. . Retrieved 2019/05/04.