1,1-Cyclopropanedicarboxylic acid monomethyl ester

Base Information

• Chemical Name: 1,1-Cyclopropanedicarboxylic acid monomethyl ester
• CAS No.: 113020-21-6
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• Hs Code.: 2918990090
• Mol file: 113020-21-6.mol

Synonyms:1-(Methoxycarbonyl)cyclopropanecarboxylic acid;Methyl hydrogen cyclopropane-1,1-dicarboxylate;1,1-Cyclopropanedicarboxylicacid, monomethyl ester (9CI);1-(Methoxycarbonyl)cyclopropane-1-carboxylicacid;

Chemical Property of 1,1-Cyclopropanedicarboxylic acid monomethyl ester

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 47-51 °C
• Refractive Index: 1.519
• Boiling Point: 245.293 °C at 760 mmHg
• PKA: 3.37±0.20(Predicted)
• Flash Point: 103.75 °C
• PSA: 63.60000
• Density: 1.42 g/cm³
• LogP: 0.02420
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99.5%+ ^*data from raw suppliers

1-(methoxycarbonyl)cyclopropane-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25-52
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,1-Cyclopropanedicarboxylic acid monomethyl ester is used as a pharmaceutical intermediate.

Technology Process of 1,1-Cyclopropanedicarboxylic acid monomethyl ester

There total 6 articles about 1,1-Cyclopropanedicarboxylic acid monomethyl 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: 95.0%

dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1) → 1,1-cyclopropanedicarboxylic acid monomethyl ester (113020-21-6)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1016/j.bmcl.2007.12.075

Reference yield: 87.0%

dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1) → cyclopropane-1,1-dicarboxylic acid (598-10-7) + 1,1-cyclopropanedicarboxylic acid monomethyl ester (113020-21-6)

Guidance literature:

With sodium hydroxide; In water; at 40 ℃; for 2h;

DOI:10.1021/op060130d

Reference yield: 79.0%

methanol (67-56-1) + diethyl cyclopropane-1,1-dicarboxylate (1559-02-0) → 1,1-cyclopropanedicarboxylic acid monomethyl ester (113020-21-6)

Guidance literature:

With potassium hydroxide; at 0 - 20 ℃; for 2h;

upstream raw materials:

dimethyl 1,1-cyclopropanedicarboxylate

methanol

diethyl cyclopropane-1,1-dicarboxylate

cyclopropane-1,1-dicarbonyl peroxide

Downstream raw materials:

(5Z,7E,22E)-(1S,3R,24R)-25-(5-butyloxazole-2-yl)-26,27-cyclo-9,10-secocholesta-5,7,10⁽¹⁹⁾,22-tetraene-1,3,24-triol

(R)-methyl 1-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-ylcarbamoyl)cyclopropanecarboxylate

1-(biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester

methyl 1-(2-chlorobenzylcarbamoyl)cyclopropanecarboxylate

Refernces

• 1、 Westermann, Juergen,Schneider, Matthias,Platzek, Johannes,Petrov, Orlin. "Practical synthesis of a heterocyclic immunosuppressive vitamin D analogue". . p. 200 - 205. Retrieved 2007.
• 2、 Wei, Dengshuai,Fan, Haoru,Zheng, Kun,Qin, Xuemei,Yang, Leifu,Yang, Yajuan,Duan, Ye,Zhang, Qiang,Zeng, Chengchu,Hu, Liming. "Synthesis and anti-tumor activity of [1,4] dioxino [2,3-f] quinazoline derivatives as dual inhibitors of c-Met and VEGFR-2". . . Retrieved 2019/04/27.