2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester

Base Information

• Chemical Name: 2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester
• CAS No.: 10099-70-4
• Molecular Formula: C10H16 O4
• Molecular Weight: 200.235
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID7064942
• Mol file: 10099-70-4.mol

Synonyms:dipropan-2-yl but-2-enedioate;2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester;NCIOpen2_000537;DTXSID7064942;FT-0636416

Chemical Property of 2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester

Chemical Property:

• Vapor Pressure: 0.0861mmHg at 25°C
• Melting Point: -30.15°C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 225.5 °C at 760 mmHg
• Flash Point: 112.3 °C
• PSA: 52.60000
• Density: 1.027 g/cm³
• LogP: 1.44580
• Water Solubility.: 9.9g/L at 20℃
• 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:

99.9% ^*data from raw 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

Technology Process of 2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester

There total 10 articles about 2-Butenedioic acid (2Z)-, bis(1-methylethyl) ester 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%

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: 64.0%

maleic anhydride (108-31-6) + isopropyl alcohol (67-63-0,8013-70-5) → diisopropyl maleate (10099-70-4)

Guidance literature:

for 1.5h; Heating;

Reference yield: 42.0%

diazoacetic acid ethyl ester (623-73-4) + isopropyl diazoacetate (22136-61-4) → ethyl isopropyl maleate + diisopropyl maleate (10099-70-4) + Diethyl maleate (141-05-9)

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

upstream raw materials:

maleic acid

isopropyl alcohol

isopropyl 2-(triphenylphosphoranylidene)acetate

maleic anhydride

Downstream raw materials:

dimethoxythiophosphorylsulfanyl-succinic acid diisopropyl ester

(S)-(-)-diisopropyl phenylthiosuccinate

(2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole

Refernces

• 1、 Kaplaneris, Nikolaos,Bisticha, Aikaterini,Papadopoulos, Giorgos N.,Limnios, Dimitris,Kokotos, Christoforos G.. "Photoorganocatalytic synthesis of lactones: Via a selective C-H activation-alkylation of alcohols". supporting information. p. 4451 - 4456. Retrieved 2017/09/29.
• 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.