Diethyl Isopropylidenesuccinate

Base Information

• Chemical Name: Diethyl Isopropylidenesuccinate
• CAS No.: 42103-98-0
• Molecular Formula: C11H18 O4
• Molecular Weight: 214.262
• Hs Code.: 2917190090
• NSC Number: 71580
• DSSTox Substance ID: DTXSID10290874
• Nikkaji Number: J256.584F
• Mol file: 42103-98-0.mol

Synonyms:42103-98-0;Diethyl Isopropylidenesuccinate;Isopropylidenesuccinic Acid Diethyl Ester;Diethyl 2-(propan-2-ylidene)succinate;diethyl 2-propan-2-ylidenebutanedioate;NSC71580;NCIOpen2_003518;SCHEMBL4661695;DTXSID10290874;FSUBDXPWXDGTBG-UHFFFAOYSA-N;MFCD00130132;NSC-71580;AKOS015996665;AS-10583;CS-0452421;FT-0639761;I0404;2-isopropylidene Succinic Acid, Diethyl Ester;T72453;A825763

Chemical Property of Diethyl Isopropylidenesuccinate

Chemical Property:

• Refractive Index: 1.4530 to 1.4560
• Boiling Point: 276.8°Cat760mmHg
• Flash Point: 128.3°C
• PSA: 52.60000
• Density: 1.018g/cm³
• LogP: 1.83910
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 214.12050905
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

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

IsopropylidenesuccinicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=C(C)C)C(=O)OCC

Technology Process of Diethyl Isopropylidenesuccinate

There total 12 articles about Diethyl Isopropylidenesuccinate 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: 75.0%

acetone (67-64-1) + succinic acid diethyl ester (123-25-1) → diethyl isopropylidenesuccinate (42103-98-0)

Guidance literature:

acetone; succinic acid diethyl ester; With potassium tert-butylate; In tert-butyl alcohol; for 24h; Heating;

With hydrogenchloride; ethanol; Further stages.;

DOI:10.1021/jo005722n

Reference yield: 56.0%

ethanol (64-17-5) + acetone (67-64-1) + succinic acid diethyl ester (123-25-1) → diethyl isopropylidenesuccinate (42103-98-0)

Guidance literature:

acetone; succinic acid diethyl ester; With potassium tert-butylate; In tert-butyl alcohol; for 3h; Reflux;

ethanol; With sulfuric acid; for 12h; Reflux;

DOI:10.1007/s10593-010-0589-8

Reference yield: 46.0%

2-nitropropane potassium salt + Diethyl maleate (141-05-9) → diethyl isopropylidenesuccinate (42103-98-0)

Guidance literature:

In N,N-dimethyl-formamide; 20 deg C 3h, 80 deg C 16 h;

DOI:10.1016/S0040-4039(00)84509-8

upstream raw materials:

ethanol

2-isopropylidenesuccinic acid

diethylamine

diethyl Fumarate

Downstream raw materials:

3-furylfulgide

(Z)-2-<1-(2,5-dimethyl-3-furyl)ethylidene>-3-isopropylidenesuccinic anhydride

2-Isopropylidene-3-[1-(3,4,5-trimethoxy-phenyl)-eth-(Z)-ylidene]-succinic acid

(E)-1-(2,5-dimethoxyphenyl)ethylidene(isopropylidene)succinic anhydride

Refernces

• 1、 Struebe, Frank,Siewertsen, Ron,Soennichsen, Frank D.,Renth, Falk,Temps, Friedrich,Mattay, Jochen. "Photochromism of rotation-hindered furylfulgides influenced by steric modifications". experimental part. p. 1947 - 1955. Retrieved 2011/04/27.
• 2、 Patel, Ramesh M.,Argade, Narshinha P.. "Bromine-induced facile synthesis of butenolides and spirobutenolides from sterically congested tetrasubstituted dialkyl alkylidene succinates". experimental part. p. 1188 - 1194. Retrieved 2010/05/19.