Dimethyl fluoromalonate

Base Information

• Chemical Name: Dimethyl fluoromalonate
• CAS No.: 344-14-9
• Molecular Formula: C5H7FO4
• Molecular Weight: 150.107
• Hs Code.: 29171900
• European Community (EC) Number: 670-542-6
• DSSTox Substance ID: DTXSID60371844
• Nikkaji Number: J246.346F
• Wikidata: Q72470500
• Mol file: 344-14-9.mol

Synonyms:DIMETHYL FLUOROMALONATE;344-14-9;dimethyl 2-fluoromalonate;dimethylfluoromalonate;dimethyl 2-fluoropropanedioate;2-fluoro-malonic acid dimethyl ester;Propanedioic acid, fluoro-, dimethyl ester;dimethyl2-fluoromalonate;1,3-dimethyl 2-fluoropropanedioate;dimethyl fluoropropanedioate;dimethyl alpha-fluoromalonate;SCHEMBL19492;Fluoromalonic acid dimethyl ester;AMY6801;DTXSID60371844;ZVXHZSXYHFBIEW-UHFFFAOYSA-N;HMS1745A18;MFCD00054680;methyl 2-fluoro-4-methoxyacetoacetate;AKOS001105957;2-fluoro-propanedioic acid dimethyl ester;AS-20062;A6063;CS-0020165;FT-0625079;EN300-14293;propanedioic acid, 2-fluoro-, 1,3-dimethyl ester;J-520370;Z99599894

Chemical Property of Dimethyl fluoromalonate

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.18mmHg at 25°C
• Refractive Index: 1.4032
• Boiling Point: 140.3 °C at 760 mmHg
• PKA: 10.35±0.46(Predicted)
• Flash Point: 38.4 °C
• PSA: 52.60000
• Density: 1.211 g/cm³
• LogP: -0.32950
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 150.03283686
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethylfluoromalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, C
• Hazard Codes: T,C
• Statements: 34
• Safety Statements: 26-36/37/39-45-23 2636/37/3945-20

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(C(=O)OC)F
• Uses: Dimethyl 2-fluoromalonate is used as an intermediate in organic synthesis.

Technology Process of Dimethyl fluoromalonate

There total 19 articles about Dimethyl fluoromalonate 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: 97.0%

malonic acid dimethyl ester (108-59-8) → dimethyl 2-fluoromalonate (344-14-9)

Guidance literature:

With copper nitrate hemi(pentahydrate); fluorine; In acetonitrile; at 0 - 5 ℃; for 7h; Green chemistry;

DOI:10.1039/c5gc00402k

Reference yield: 90.2%

2-chlorodimethylmalonate (28868-76-0) → dimethyl 2-fluoromalonate (344-14-9)

Guidance literature:

With potassium fluoride; potassium iodide; In 1,4-dioxane; at 100 ℃; for 1h; Microwave irradiation;

Reference yield: 90.01%

C6H7FO5 → dimethyl 2-fluoromalonate (344-14-9)

Guidance literature:

at 350 ℃; under 18751.9 - 22502.3 Torr;

upstream raw materials:

2-chlorodimethylmalonate

methanol

methyl trifluoropropenoate

trifluoroacrylic acid

Downstream raw materials:

Dimethyl 2-benzoyl-2-fluoropropanedioate

C₂₀H₁₉FO₄

Refernces

• 1、 Molines, Huguette,Wakselman, Claude. "Fluoromalonaldehyde Bis(dialkyl acetals): Synthesis by Carbene Condensation and Transformation to Dialkyl Fluoromalonates and Fluorinated Heterocyclic Compounds". . p. 5618 - 5620. Retrieved 1989.
• 2、 -. "Process for fluorinating inorganic or organic compounds by direct fluorination". Paragraph 0317-0322. . Retrieved 2020/07/14.
• 3、 -. "Continuous synthesis method for 2-fluoroethyl malonate compound". Paragraph 0074-0078. . Retrieved 2019/11/20.