Maleopimaric acid

Base Information

• Chemical Name: Maleopimaric acid
• CAS No.: 510-39-4
• Deprecated CAS: 20268-17-1,22287-59-8,29884-39-7,5989-36-6,860347-18-8,1352187-35-9
• Molecular Formula: C24H32O5
• Molecular Weight: 400.515
• European Community (EC) Number: 208-113-9
• UNII: 2HQ08S46WF
• DSSTox Substance ID: DTXSID101316520
• Wikidata: Q76005561
• Mol file: 510-39-4.mol

Synonyms:maleopimaric acid;maleopimaric acid, (4alpha,8alpha,12alpha,13R,14S)-isomer;maleopimaric acid, sodium salt

Chemical Property of Maleopimaric acid

Chemical Property:

• Boiling Point: 565.9°Cat760mmHg
• Flash Point: 192.4°C
• Density: 1.24g/cm³
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 400.22497412
• Heavy Atom Count: 29
• Complexity: 842

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC23CCC4C(C2CC1C5C3C(=O)OC5=O)(CCCC4(C)C(=O)O)C
• Isomeric SMILES: CC(C)C1=C[C@@]23CC[C@@H]4[C@@]([C@H]2C[C@@H]1[C@@H]5[C@H]3C(=O)OC5=O)(CCC[C@@]4(C)C(=O)O)C

Technology Process of Maleopimaric acid

There total 9 articles about Maleopimaric 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: 92.0%

maleic anhydride (108-31-6) + abietic acid (514-10-3) → maleopimaric acid (510-39-4)

Guidance literature:

abietic acid; at 180 ℃; for 3h; Inert atmosphere;

maleic anhydride; With toluene-4-sulfonic acid; acetic acid; for 12h; Reflux;

DOI:10.1039/b903955d

Reference yield: 76.0%

levopimaric acid → maleopimaric acid (510-39-4)

Guidance literature:

With toluene-4-sulfonic acid; In acetic acid; at 120 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1039/c1cc16432e

Reference yield:

maleic anhydride (108-31-6) + levopimaric acid (79-54-9) → maleopimaric acid (510-39-4)

Guidance literature:

With diethyl ether;

DOI:10.1002/hlca.193702001205

upstream raw materials:

maleic anhydride

abietic acid

levopimaric acid

Downstream raw materials:

Retene

C₃₇H₄₂N₂O₄

C₃₈H₄₄N₂O₅

C₃₈H₄₄N₂O₆

Refernces

• 1、 Wang, Jifu,Chen, Yung Pin,Yao, Kejian,Wilbon, Perry A.,Zhang, Wujie,Ren, Lixia,Zhou, Juhua,Nagarkatti, Mitzi,Wang, Chunpeng,Chu, Fuxiang,He, Xiaoming,Decho, Alan W.,Tang, Chuanbing. "Robust antimicrobial compounds and polymers derived from natural resin acids". . p. 916 - 918. Retrieved 2012.
• 2、 Ruzicka,Ankersmit,Frank. "-". . p. 1289,1293. Retrieved 1932.
• 3、 -. "Polymerizable rosin quaternary ammonium salt bactericide, preparation method thereof, and polymerized rosin quaternary ammonium salt bactericide prepared from polymerizable rosin quaternary ammonium salt bactericide". Paragraph 0030-0034. . Retrieved 2020/02/29.
• 4、 -. "Water-soluble rosin derivative as well as preparation method and application thereof as antifeedant". Paragraph 0015. . Retrieved 2018/09/11.