Diethyl malonate-1,3-13C2

Base Information

• Chemical Name: Diethyl malonate-1,3-13C2
• CAS No.: 77386-82-4
• Molecular Formula: C7H12 O4
• Molecular Weight: 162.19
• DSSTox Substance ID: DTXSID80480028
• Nikkaji Number: J1.506.267C
• Wikidata: Q82314500
• Mol file: 77386-82-4.mol

Synonyms:Diethyl malonate-1,3-13C2;77386-82-4;diethyl (1,3-13C2)propanedioate;Diethyl Malonate-13C2;SCHEMBL1331824;DTXSID80480028;AKOS015913165;Diethyl malonate-1,3-13C2, 99 atom % 13C

Chemical Property of Diethyl malonate-1,3-13C2

Chemical Property:

• Melting Point: −51-−50 °C(lit.)
• Refractive Index: n20/D 1.414(lit.)
• Boiling Point: 199 °C(lit.)
• Flash Point: 212 °F
• PSA: 52.60000
• Density: 1.067 g/mL at 25 °C
• LogP: 0.50270
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 162.08026853
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

99% by CP; 99% atom 13C ^*data from raw suppliers

Diethyl Malonate-13C2 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)OCC
• Isomeric SMILES: CCO[13C](=O)C[13C](=O)OCC
• Uses: A labelled diethyl ester of malonic acid which occurs naturally in grapes and strawberries. It is used in the preparation of barbiturates, artificial flavourings, vitamin B1, and vitamin B6 as well as in perfumes. Diethyl Malonate-13C2 is used in the preparation of streptothricin and labeled fatty acids. A labelled diethyl ester of malonic acid which occurs naturally in grapes and strawberries. It is used in the preparation of barbiturates, artificial flavourings, vitamin B1, and vitamin B6 as well as in perfumes. Propanedioic-1,3-13C2 Acid Diethyl Ester is used in the preparation of streptothricin and labeled fatty acids.

Technology Process of Diethyl malonate-1,3-13C2

There total 2 articles about Diethyl malonate-1,3-13C2 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:

carbon dioxide (1111-72-4) + 2-(trimethylsilyl)-<1-(13)C>acetic acid (83335-57-3) → <1,3-13C2>Malonsaeure-diethylester (77386-82-4)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, 3 h, 25 deg C 2.) THF, hexane, 25 deg C;

DOI:10.1002/hlca.19950780604

Reference yield:

ethanol (64-17-5) + carbon dioxide (1111-72-4) + 2-(trimethylsilyl)-<1-(13)C>acetic acid (83335-57-3) → <1,3-13C2>Malonsaeure-diethylester (77386-82-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1055/s-1982-29871

Reference yield: 93.0%

iodobenzene (591-50-4) + <1,3-13C2>Malonsaeure-diethylester (77386-82-4) → diethyl 2-phenylmalonate-(1,3-13C2)

Guidance literature:

With 2-Picolinic acid; copper(l) iodide; caesium carbonate; In 1,4-dioxane; at 50 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jacs.0c03991

upstream raw materials:

ethanol

carbon dioxide

2-(trimethylsilyl)-<1-(13)C>acetic acid

Downstream raw materials:

2-<1-(13C)-Phenethyl>-1.3-<13C>-malonsaeure-diethylester

1,3-¹³C₂-glycerol

C₁₃⁽¹³⁾C₂H₁₅NO₆

C₇⁽¹³⁾C₂H₁₀O₃