Dimethyl cyclopropane-1,1-dicarboxylate

Base Information

• Chemical Name: Dimethyl cyclopropane-1,1-dicarboxylate
• CAS No.: 6914-71-2
• Deprecated CAS: 151444-20-1
• Molecular Formula: C7H10 O4
• Molecular Weight: 158.154
• Hs Code.: 2917209090
• European Community (EC) Number: 414-240-2,672-066-4
• DSSTox Substance ID: DTXSID9074351
• Nikkaji Number: J81.292G
• Wikidata: Q72460606
• Mol file: 6914-71-2.mol

Synonyms:6914-71-2;dimethyl cyclopropane-1,1-dicarboxylate;1,1-Cyclopropanedicarboxylic acid dimethyl ester;Dimethyl 1,1-cyclopropanedicarboxylate;1,1-Cyclopropanedicarboxylic acid, dimethyl ester;dimethylcyclopropane-1,1-dicarboxylate;cyclopropane-1,1-dicarboxylic acid dimethyl ester;1,1-dimethyl cyclopropane-1,1-dicarboxylate;MFCD00192079;151444-20-1;EC 414-240-2;1,1-Cyclopropanedicarboxylic acid, 1,1-dimethyl ester;SCHEMBL225044;dimethyl cyclopropanedicarboxylate;DTXSID9074351;PWLLZZMFFZUSOG-UHFFFAOYSA-;PWLLZZMFFZUSOG-UHFFFAOYSA-N;Cyclopropandicarbonsauredimethylester;AKOS005255122;AB04640;AM10880;PS-4994;SY050655;A9161;CS-0008577;Dimethyl 1,1-cyclopropanedicarboxylate, 99%;FT-0606084;EN300-100932;J-503732;F0001-1798;InChI=1/C7H10O4/c1-10-5(8)7(3-4-7)6(9)11-2/h3-4H2,1-2H3

Chemical Property of Dimethyl cyclopropane-1,1-dicarboxylate

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 2.73mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 196-198 °C(lit.)
• Flash Point: 67.2 °C
• PSA: 52.60000
• Density: 1.147 g/mL at 25 °C(lit.)
• LogP: 0.11260
• Storage Temp.: -20°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

99.9% ^*data from raw suppliers

CAD ^*data from reagent suppliers

Safty Information:

• Statements: 52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1(CC1)C(=O)OC
• Uses: Dimethyl 1,1-cyclopropanedicarboxylate may be used in the preparation of α-diazo-β-ketoester.

Technology Process of Dimethyl cyclopropane-1,1-dicarboxylate

There total 16 articles about Dimethyl cyclopropane-1,1-dicarboxylate 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: 95.1%

ethylene dibromide (106-93-4) + malonic acid dimethyl ester (108-59-8) → dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; at 80 - 90 ℃;

Reference yield: 93.4%

1,2-dichloro-ethane (107-06-2,52399-93-6) + malonic acid dimethyl ester (108-59-8) → dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 80 - 90 ℃;

Reference yield: 85.0%

methanol (67-56-1) + cyclopropane-1,1-dicarboxylic acid (598-10-7) → dimethyl 1,1-cyclopropanedicarboxylate (6914-71-2,151444-20-1)

Guidance literature:

With Oxone; In toluene; at 60 ℃; for 48h; Green chemistry;

DOI:10.1039/c8ob02539h

upstream raw materials:

1,2-dichloro-ethane

malonic acid dimethyl ester

ethylene dibromide

methyl 2-cyanoacetate

Downstream raw materials:

2-oxotetrahydrofuran-3-carboxylic acid methyl ester

dimethyl ethylmalonate

propene

acetic acid methyl ester

Refernces

Synthesis and characterization of cyclopropylpolyketides: A combined experimental and theoretical study

10.1002/ejoc.200701140

The study presents the first synthesis and characterization of open-chain cyclopropylpolyketides through a combination of experimental and computational methods. Researchers synthesized cyclopropylpolyketides by a sequence of chain elongation via acylation and subsequent cyclopropanation. Key chemicals involved include 1(cyclopropyl)butane-1,3-dione and benzoylacetone, which were used as starting materials for cyclopropanation with 1,2-dibromoethane to form cyclopropanes 2a and 2b. These cyclopropanes were then reacted with cyclopropanecarboxylic chloride and benzoyl chloride to produce compounds 3a–c, which were further cyclopropanated to yield the desired cyclopropyltriketides 4a–c. The structure of 4c was confirmed by X-ray crystal structure analysis. Additionally, dimethyl cyclopropane-1,1-dicarboxylate (5) was reacted with 1-cyclopropylethan-1-one to form 7, which was transformed into triketide 8. The study also involved density functional theory computations to analyze the structural and energetic properties of the cyclopropylpolyketides, providing insights into their conformations and stabilities.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 6914-71-2 1,1-Cyclopropanedicarboxylic acid dimethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send