Dimecrotic acid

Base Information

• Chemical Name: Dimecrotic acid
• CAS No.: 7706-67-4
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• NCI Thesaurus Code: C65395
• ChEMBL ID: CHEMBL3560432
• Mol file: 7706-67-4.mol

Synonyms:Dimecrotic acid;7706-67-4;(E)-3-(2,4-dimethoxyphenyl)but-2-enoic acid;3-(2,4-Dimethoxyphenyl)but-2-enoic acid;Dimecroate;(2E)-3-(2,4-dimethoxyphenyl)but-2-enoic acid;Acido dimecrotico;Acide dimecrotrique;Acidum dimecroticum;Dimecrotic acid [INN:DCF];2,4-Dimethoxy-beta-methylcinnamic acid;2,4-Dimethoxu-beta-methylzimtsaeure;MFCD00512029;2,4-Dimethoxu-beta-methylzimtsaeure [IUPAC];DTXSID1057826;3-(2,4-Dimethoxyphenyl)-2-butenoic acid;Molnia (TN);SCHEMBL866251;SCHEMBL9445631;CHEMBL3560432;DTXCID80809957;CHEBI:134913;Tox21_113846;AKOS009219143;NCGC00253727-01;3-(2,4-Dimethoxyphenyl)but-2-enoicacid;AC-22305;BS-44182;CAS-7706-67-4;CS-0455696;2-Butenoic acid, 3-(2,4-dimethoxyphenyl)-;Cinnamic acid, 2,4-dimethoxy-.beta.-methyl-;D07846;EN300-729489;EN300-749038;A838952

Chemical Property of Dimecrotic acid

Chemical Property:

• Appearance/Colour: White crystal powder
• Vapor Pressure: 1.72E-06mmHg at 25°C
• Melting Point: 154.0-157oC
• Refractive Index: 1.538
• Boiling Point: 381.2 °C at 760 mmHg
• PKA: 4.86±0.13(Predicted)
• Flash Point: 146.3 °C
• PSA: 55.76000
• Density: 1.152 g/cm³
• LogP: 2.19170
• Storage Temp.: 4°C, Inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dimethoxy-β-methylcinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)O)C1=C(C=C(C=C1)OC)OC
• Isomeric SMILES: C/C(=C\C(=O)O)/C1=C(C=C(C=C1)OC)OC

Technology Process of Dimecrotic acid

There total 9 articles about Dimecrotic acid 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:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) + dimethyl sulfate (77-78-1) → 3-(2,4-dimethoxy-phenyl)-cis-crotonic acid (7706-67-4,54283-64-6)

Guidance literature:

With potassium hydroxide; Erhitzen des Reaktionsgemisches mit wss. Kalilauge;

DOI:10.1021/ja01264a038

Reference yield:

3-(2,4-dimethoxy-phenyl)-crotonic acid methyl ester (54283-70-4) → 3-(2,4-dimethoxy-phenyl)-crotonic acid (7706-67-4)

Guidance literature:

With potassium carbonate;

Reference yield:

7-hydroxy-4-methyl-chromen-2-one (90-33-5,79566-13-5) → 3-(2,4-dimethoxy-phenyl)-cis-crotonic acid (7706-67-4,54283-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH solution; mercury (II)-oxide / Zerlegen der gebildeten Quecksilber-Verbindung mit Hilfe von Schwefelwasserstoff

With sodium hydroxide; mercury(II) oxide;

upstream raw materials:

3-(2,4-dimethoxy-phenyl)-crotonic acid methyl ester

7-hydroxy-4-methyl-chromen-2-one

dimethyl sulfate

4-methyl-7-methoxy-2H-1-benzopyran-2-one

Downstream raw materials:

2,4 dimethoxybenzoic acid

3-(2,4-dimethoxy-phenyl)-butyric acid