cis-2-Pentenedioate, 3-methyl, dimethyl ester

Base Information

• Chemical Name: cis-2-Pentenedioate, 3-methyl, dimethyl ester
• CAS No.: 52313-87-8
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• Hs Code.: 2917190090
• European Community (EC) Number: 257-839-2
• Nikkaji Number: J1.113.171I
• Mol file: 52313-87-8.mol

Synonyms:cis-2-Pentenedioate, 3-methyl, dimethyl ester;52313-87-8;SCHEMBL13296266;GBQBEQOEGMZCOH-XQRVVYSFSA-N;dimethyl (e,z)-3-methylglutaconate;AKOS032947838;(Z)-3-Methyl-2-pentenedioic acid dimethyl ester;3-Methyl-pent-2-enedioic acid dimethyl ester, Z;J-803013

Chemical Property of cis-2-Pentenedioate, 3-methyl, dimethyl ester

Chemical Property:

• Vapor Pressure: 0.0579mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 232.8 °C at 760 mmHg
• Flash Point: 96.7 °C
• PSA: 52.60000
• Density: 1.095
• LogP: 0.66880
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl 3-Methylglutaconate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CC(=O)OC)CC(=O)OC
• Isomeric SMILES: C/C(=C/C(=O)OC)/CC(=O)OC
• Uses: Dimethyl 3-Methylglutaconate are shown to induce oxidative damage on striatum and the liver in rats. Also used in the preparation of insect growth regulators with juvenile hormone activity.

Technology Process of cis-2-Pentenedioate, 3-methyl, dimethyl ester

There total 3 articles about cis-2-Pentenedioate, 3-methyl, dimethyl 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:

methanol (67-56-1) + 3-methylpent-2-enedioic acid (372-42-9,15649-56-6,5746-90-7) → 3-methyl-2-pentene-1,5-diacid dimethyl (52313-87-8)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ic301631n

Reference yield:

3-Hydroxy-3-methyl-5,5-bis-methylsulfanyl-pent-4-enoic acid ethyl ester → 3-methyl-2-pentene-1,5-diacid dimethyl (52313-87-8)

Guidance literature:

With boron trifluoride diethyl etherate; In methanol; for 20h; Yield given; Heating;

DOI:10.1055/s-1985-31142

Reference yield:

methyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate (41264-06-6) + sodium methylate (124-41-4) → 3-methyl-2-pentene-1,5-diacid dimethyl (52313-87-8)

Guidance literature:

In methanol;

DOI:10.1021/jo00889a001

upstream raw materials:

methyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate

sodium methylate

methanol

3-methylpent-2-enedioic acid

Downstream raw materials:

1-(4-chloro-phenyl)-4-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid methyl ester

4-methyl-6-oxo-1-phenyl-1,6-dihydro-pyridazine-3-carboxylic acid methyl ester

1-(4-methoxy-phenyl)-4-methyl-6-oxo-1,6-dihydro-pyridazine-3-carboxylic acid methyl ester

4-methyl-6-oxo-1-p-tolyl-1,6-dihydro-pyridazine-3-carboxylic acid methyl ester

Refernces

• 1、 Ryan, Patrick E.,Canard, Gabriel,Koeller, Sylvain,Bocquet, Bernard,Piguet, Claude. "Allosteric effects in binuclear homo- and heterometallic triple-stranded lanthanide podates". . p. 10012 - 10024. Retrieved 2012/10/30.
• 2、 Henrick,Willy,Baum,et al.. "Stereoselective synthesis of alkyl (2E,4E) and (2Z,4E) 3,7,11 trimethyl 2,4 dodecadienoates. Insect growth regulators with juvenile hormone activity". . p. 1 - 7. Retrieved 2007/10/06.