Diisopropyl fumarate

Base Information

• Chemical Name: Diisopropyl fumarate
• CAS No.: 7283-70-7
• Molecular Formula: C10H16 O4
• Molecular Weight: 200.235
• Hs Code.: 2917190090
• European Community (EC) Number: 230-707-1
• NSC Number: 70161
• UNII: POD4AH8070
• DSSTox Substance ID: DTXSID201032569
• Nikkaji Number: J35.155E,J520.496H
• Wikidata: Q27286669
• ChEMBL ID: CHEMBL4069580
• Mol file: 7283-70-7.mol

Synonyms:Diisopropyl fumarate;7283-70-7;FUMARIC ACID, DIISOPROPYL ESTER;Diisopropylester kyseliny fumarove;2-Butenedioic acid (E)-, bis(1-methylethyl) ester;UNII-POD4AH8070;2-Butenedioic acid (2E)-, 1,4-bis(1-methylethyl) ester;POD4AH8070;EINECS 230-707-1;NSC 70161;NSC-70161;BRN 1726370;Diisopropylester kyseliny fumarove [Czech];AI3-15489;2-Butenedioic acid (E)-, bis(1-methylethyl) ester (9CI);dipropan-2-yl (E)-but-2-enedioate;Fumaric acid diisopropyl;2-Butenedioic acid, bis(1-methylethyl) ester, (E)-;SCHEMBL177748;SCHEMBL178194;Fumaric Acid Diisopropyl Ester;CHEMBL4069580;DTXSID201032569;NSC70161;2-Butenedioic acid diisopropyl ester;Diisopropyl (2E)-2-butenedioate #;WLN: 1Y1&OV1U1VOY1&1;MFCD00545172;STK331951;AKOS015915585;dipropan-2-yl (2E)-but-2-enedioate;Diisopropyl 2-butenedioate, AldrichCPR;LS-13849;CS-0212724;D3916;D95948;Q27286669;2-BUTENEDIOIC ACID (2E)-, BIS(1-METHYLETHYL) ESTER

Chemical Property of Diisopropyl fumarate

Chemical Property:

• Vapor Pressure: 0.0861mmHg at 25°C
• Melting Point: 2°C(lit.)
• Refractive Index: 1.4330-1.4370
• Boiling Point: 225.5°C at 760 mmHg
• Flash Point: 112.3°C
• PSA: 52.60000
• Density: 1.027g/cm³
• LogP: 1.44580
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diisopropyl Fumarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C=CC(=O)OC(C)C
• Isomeric SMILES: CC(C)OC(=O)/C=C/C(=O)OC(C)C

Technology Process of Diisopropyl fumarate

There total 9 articles about Diisopropyl fumarate 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: 99.0%

diisopropyl maleate (10099-70-4) → diisopropyl fumarate (7283-70-7)

Guidance literature:

With C₁₆H₂₅N₃O₂S; In acetonitrile; at 80 ℃; for 16h;

DOI:10.1021/acs.joc.0c02316

Reference yield: 95.0%

isopropyl diazoacetate (22136-61-4) → diisopropyl maleate (10099-70-4) + diisopropyl fumarate (7283-70-7)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃;

DOI:10.1002/chem.200601692

Reference yield: 60.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) + isopropyl alcohol (67-63-0,8013-70-5) → diisopropyl fumarate (7283-70-7)

Guidance literature:

With sulfuric acid; In benzene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.0c13200

upstream raw materials:

maleic acid

isopropyl alcohol

(2E)-but-2-enedioic acid

styrenesulfide

Refernces

• 1、 Lam, Ying-Pong,Lam, Zachary,Yeung, Ying-Yeung. "Zwitterion-Catalyzed Isomerization of Maleic to Fumaric Acid Diesters". . p. 1183 - 1190. Retrieved 2021/01/09.
• 2、 Hodgson, David M.,Angrish, Deepshikha. "Highly chemo- and stereoselective intermolecular coupling of diazoacetates to give cis-olefins by using Grubbs second-generation catalyst". . p. 3470 - 3479. Retrieved 2008/02/08.