cis/trans 1,2-cyclopropanedicarboxylic acid

Base Information

• Chemical Name: cis/trans 1,2-cyclopropanedicarboxylic acid
• CAS No.: 1489-58-3
• Molecular Formula: C5H6O4
• Molecular Weight: 130.1
• Hs Code.: 2917209090
• Mol file: 1489-58-3.mol

Synonyms:NSC 117267;

Chemical Property of cis/trans 1,2-cyclopropanedicarboxylic acid

Chemical Property:

• Vapor Pressure: 0.000183mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 305.8 °C at 760 mmHg
• PKA: 3.84±0.11(Predicted)
• Flash Point: 153 °C
• PSA: 74.60000
• Density: 1.673 g/cm³
• LogP: -0.20830
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

Cyclopropane-1,2-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis/trans 1,2-cyclopropanedicarboxylic acid

There total 6 articles about cis/trans 1,2-cyclopropanedicarboxylic 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: 96.0%

diethyl (cis,trans)-1,2-cyclopropanedicarboxylate (20561-09-5) → trans-1,2-cyclopropanedicarboxylic acid (1489-58-3,696-75-3)

Guidance literature:

With sodium hydroxide; In water;

Reference yield: 94.0%

3-oxabicyclo[3.1.0]hexane-2,4-dione (5617-74-3) → trans-1,2-cyclopropanedicarboxylic acid (1489-58-3,696-75-3)

Guidance literature:

With water; at 80 ℃;

Reference yield: 73.0%

ethylene dibromide (106-93-4) + diethyl malonate (105-53-3) → trans-1,2-cyclopropanedicarboxylic acid (1489-58-3,696-75-3)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In water; at 25 ℃; for 2h;

DOI:10.15227/orgsyn.060.0066

upstream raw materials:

1,2-cyclopropane dicarboxylic acid diester

diethyl (cis,trans)-1,2-cyclopropanedicarboxylate

3-oxabicyclo[3.1.0]hexane-2,4-dione

ethylene dibromide

Downstream raw materials:

3-oxabicyclo[3.1.0]hexane-2,4-dione

(1R,2R)-Cyclopropane-1,2-dicarbonyl dichloride

cis-cyclopropane-1,2-dicarboximide

trans-1,2-cyclopropanedicarboxylic acid

Refernces

• 1、 -. "IMIDAZOLIDINONE DERIVATIVES AS INHIBITORS OF PERK". Page/Page column 92. . Retrieved 2017/04/11.
• 2、 Simpkins, Ligaya M.,Bolton, Scott,Pi, Zulan,Sutton, James C.,Kwon, Chet,Zhao, Guohua,Magnin, David R.,Augeri, David J.,Gungor, Timur,Rotella, David P.,Sun, Zhong,Liu, Yajun,Slusarchyk, William S.,Marcinkeviciene, Jovita,Robertson, James G.,Wang, Aiying,Robl, Jeffrey A.,Atwal, Karnail S.,Zahler, Robert L.,Parker, Rex A.,Kirby, Mark S.,Hamann, Lawrence G.. "Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors". . p. 6476 - 6480. Retrieved 2008/09/16.