Diethyl 3-bromopropylmalonate

Base Information

• Chemical Name: Diethyl 3-bromopropylmalonate
• CAS No.: 10149-21-0
• Molecular Formula: C10H17 Br O4
• Molecular Weight: 281.147
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID30480699
• Nikkaji Number: J2.131.370J
• Mol file: 10149-21-0.mol

Synonyms:DIETHYL 3-BROMOPROPYLMALONATE;10149-21-0;Diethyl 2-(3-Bromopropyl)malonate;diethyl 2-(3-bromopropyl)propanedioate;2-(3-Bromopropyl)propanedioic Acid 1,3-Diethyl Ester;SCHEMBL2995308;diethyl (3-bromopropyl)malonate;DTXSID30480699;AKOS024390568;FT-0666745;J-000413

Chemical Property of Diethyl 3-bromopropylmalonate

Chemical Property:

• Boiling Point: 150-155 °C(Press: 10 Torr)
• PKA: 12.62±0.59(Predicted)
• PSA: 52.60000
• Density: 1.286 g/cm3
• LogP: 1.90390
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 280.03102
• Heavy Atom Count: 15
• Complexity: 188

Purity/Quality:

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

Diethyl3-Bromopropylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCCBr)C(=O)OCC
• Uses: Byproduct formed during the production of Carboplatin

Technology Process of Diethyl 3-bromopropylmalonate

There total 2 articles about Diethyl 3-bromopropylmalonate 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: 37.0%

1,3-dibromo-propane (109-64-8) + diethyl malonate (105-53-3) → diethyl 2-(3-bromopropane)malonate (10149-21-0) + diethyl cyclobutane-1,1-dicarboxylate (3779-29-1)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide;

Reference yield:

sodium diethylmalonate (996-82-7) + 1,3-dibromo-propane (109-64-8) → diethyl 2-(3-bromopropane)malonate (10149-21-0) + diethyl cyclobutane-1,1-dicarboxylate (3779-29-1)

Guidance literature:

Reference yield: 27.0%

diethyl 2-(3-bromopropane)malonate (10149-21-0) + 5-(4-hydroxyphenyl)-10,15,20-tri(p-tolyl)porphyrin (57412-08-5) → 5-[4-[4,4-bis(ethoxycarbonyl)butyloxy]phenyl]-10,15,20-tritolylporphyrin

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1007/s00706-011-0586-3

upstream raw materials:

1,3-dibromo-propane

diethyl malonate

sodium diethylmalonate

Downstream raw materials:

(4-cyano-4,4-diphenyl-butyl)-malonic acid

diethyl cyclobutane-1,1-dicarboxylate

5-bromopentanoic acid

3-carboethoxy-2-pyridone