Dipropyl maleate

Base Information

• Chemical Name: Dipropyl maleate
• CAS No.: 2432-63-5
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 2917190090
• European Community (EC) Number: 219-408-7
• UNII: 6GCA0VMG16
• ChEMBL ID: CHEMBL3247948
• DSSTox Substance ID: DTXSID101014584
• Nikkaji Number: J114.860E
• NSC Number: 4889
• Wikidata: Q27264867
• Mol file: 2432-63-5.mol

Synonyms:Dipropyl maleate;2432-63-5;Propyl maleate;Maleic acid, dipropyl ester;dipropyl (Z)-but-2-enedioate;2-Butenedioic acid (Z)-, dipropyl ester;6GCA0VMG16;Dipropyl cis-butenedioic acid;2-Butenedioic acid (2Z)-, dipropyl ester;2-Butenedioic acid (2Z)-, 1,4-dipropyl ester;NSC-4889;UNII-6GCA0VMG16;NSC 4889;EINECS 219-408-7;maleic acid dipropylester;AI3-33812;SCHEMBL448454;CHEMBL3247948;NSC4889;DSTWFRCNXMNXTR-WAYWQWQTSA-N;DTXSID101014584;1,4-dipropyl (2Z)-but-2-enedioate;AKOS024335628;2-Butenedioic acid, dipropyl ester, (Z)-;2-Butenedioic acid, dipropyl ester, (2Z)-;NS00047606;2-Butenedioic acid(2Z)-,1,4-dipropyl ester;Q27264867

Chemical Property of Dipropyl maleate

Chemical Property:

• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: 1.448
• Boiling Point: 258.4 °C at 760 mmHg
• Flash Point: 119.6 °C
• PSA: 52.60000
• Density: 1.031 g/cm³
• LogP: 1.44900
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC(=O)C=CC(=O)OCCC
• Isomeric SMILES: CCCOC(=O)/C=C\C(=O)OCCC

Technology Process of Dipropyl maleate

There total 5 articles about Dipropyl maleate 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%

maleic anhydride (108-31-6) + propan-1-ol (71-23-8) → di-n-propyl maleate (2432-63-5)

Guidance literature:

With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate; for 9h; Dean-Stark; Reflux;

DOI:10.1016/j.molliq.2016.11.121

Reference yield: 84.0%

npropyl diazoacetate (24761-89-5) → di-n-propyl maleate (2432-63-5) + di-n-propyl fumarate (14595-35-8)

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: 58.0%

propan-1-ol (71-23-8) + maleic acid (110-16-7,26099-09-2) → di-n-propyl maleate (2432-63-5)

Guidance literature:

With sulfuric acid; at 80 ℃; for 16h;

DOI:10.1039/c7gc01903c

upstream raw materials:

maleic anhydride

propan-1-ol

propyl bromide

maleic acid

Downstream raw materials:

dimethoxythiophosphorylsulfanyl-succinic acid dipropyl ester

dipropyl ester of/the/ racemic 2,3-dibromo-succinic acid

(+/-)-trans-9,10-dihydro-9,10-ethano-anthracene-dicarboxylic acid-(11.12)-dipropyl ester

Refernces

• 1、 Fareghi-Alamdari, Reza,Nadiri Niri, Mehri,Hazarkhani, Hassan. "Synthesis and characterization of a new hydroxyl functionalized diacidic ionic liquid as catalyst for the preparation of diester plasticizers". . p. 153 - 160. Retrieved 2016/12/30.
• 2、 Okabayashi, Hiro-Fumi,Izawa, Ken-Ichi,Sumiya, Akiko,Eastoe, Julian,O'Connor, Charmian J.. "Role of the succinate skeleton in the disorder-order transition of AOT and its analogous molecules: Detection by infrared absorption spectra of the configurations arising from the difference in torsion angles of the succinate skeleton". experimental part. p. 651 - 659. Retrieved 2010/08/08.